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WO2022229929A1 - Produits destinés à être administrés par voie orale à charge de haute densité - Google Patents

Produits destinés à être administrés par voie orale à charge de haute densité Download PDF

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Publication number
WO2022229929A1
WO2022229929A1 PCT/IB2022/054009 IB2022054009W WO2022229929A1 WO 2022229929 A1 WO2022229929 A1 WO 2022229929A1 IB 2022054009 W IB2022054009 W IB 2022054009W WO 2022229929 A1 WO2022229929 A1 WO 2022229929A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
acid
pouch
active ingredient
weight
Prior art date
Application number
PCT/IB2022/054009
Other languages
English (en)
Inventor
Ronald K. Hutchens
Kasper H. JENSEN
Alexandre Mendes CAMPOS
Christopher Keller
Travis O'neal
Matthew D. SAIN
Darrell VIAN
Lorenzo UBERTI
Original Assignee
Nicoventures Trading Limited
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Nicoventures Trading Limited filed Critical Nicoventures Trading Limited
Priority to EP22722902.8A priority Critical patent/EP4329522A1/fr
Publication of WO2022229929A1 publication Critical patent/WO2022229929A1/fr

Links

Classifications

    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18—Treatment of tobacco products or tobacco substitutes
    • A24B15/186—Treatment of tobacco products or tobacco substitutes by coating with a coating composition, encapsulation of tobacco particles
    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B13/00—Tobacco for pipes, for cigars, e.g. cigar inserts, or for cigarettes; Chewing tobacco; Snuff
    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18—Treatment of tobacco products or tobacco substitutes
    • A24B15/24—Treatment of tobacco products or tobacco substitutes by extraction; Tobacco extracts
    • A24B15/241—Extraction of specific substances
    • A24B15/243—Nicotine
    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18—Treatment of tobacco products or tobacco substitutes
    • A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/281—Treatment of tobacco products or tobacco substitutes by chemical substances the action of the chemical substances being delayed
    • A24B15/283—Treatment of tobacco products or tobacco substitutes by chemical substances the action of the chemical substances being delayed by encapsulation of the chemical substances
    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18—Treatment of tobacco products or tobacco substitutes
    • A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances

Definitions

  • the present disclosure relates to pouched products containing compositions intended for human use.
  • the products are configured for oral use and deliver substances such as flavors and/or active ingredients during use.
  • Such products may include tobacco or a product derived from tobacco, or may be tobacco-free alternatives.
  • Tobacco may be enjoyed in a so-called "smokeless” form.
  • smokeless tobacco products are employed by inserting some form of processed tobacco or tobacco-containing formulation into the mouth of the user.
  • Conventional formats for such smokeless tobacco products include moist snuff, snus, and chewing tobacco, which are typically formed almost entirely of particulate, granular, or shredded tobacco, and which are either portioned by the user or presented to the user in individual portions, such as in single-use pouches or sachets.
  • Other traditional forms of smokeless products include compressed or agglomerated forms, such as plugs, tablets, or pellets.
  • Alternative product formats such as tobacco- containing gums and mixtures of tobacco with other plant materials, are also known.
  • Smokeless tobacco product configurations that combine tobacco material with various binders and fillers have been proposed more recently, with example product formats including lozenges, pastilles, gels, extruded forms, and the like. See, for example, the types of products described in US Patent App. Pub. Nos.
  • the present disclosure generally provides a composition enclosed in a pouch to form a pouched product configured for oral use.
  • the composition is loaded within the pouch at a density of about 0.45 g/cm 3 or higher, allowing more of the composition by weight to occupy the pouch volume.
  • the disclosure provides a composition enclosed in a pouch to form a pouched product configured for oral use, wherein the composition is loaded within the pouch at a density of about 0.45 g/cm 3 or higher, the composition comprising: a filler in an amount of at least 20% by weight, based on the total weight of the composition; and at least one active ingredient, at least one flavorant, or both at least one active ingredient and at least one flavorant.
  • the composition is loaded within the pouch at a density from about 0.45 g/cm 3 to about 2 g/cm 3 , or from about 0.5 g/cm 3 to about 1.5 g/cm 3 .
  • the pouch has a length, a width, and a thickness, wherein each of said length, width, and thickness are in a range from about 0.1 mm to about 40 mm.
  • the composition is in the form of a particulate material, a compressed tablet, or a compressed pellet.
  • the filler comprises or is microcrystalline cellulose.
  • the composition further comprises a cellulose derivative.
  • the composition further comprises a salt and at least one sweetener.
  • the salt is sodium chloride, ammonium chloride, or a combination thereof.
  • the composition comprises at least one flavorant.
  • the active ingredient comprises one or more botanical materials, one or more stimulants, one or more amino acids, one or more vitamins, one or more antioxidants, one or more cannabinoids, one or more cannabimimetics, one or more terpenes, one or more pharmaceutical agents, or a combination thereof.
  • the active ingredient is a stimulant.
  • the stimulant is caffeine, theanine, or a combination thereof.
  • the composition further comprises one or more vitamins, one or more amino acids, or a combination thereof, as an additional active ingredient.
  • the one or more vitamins is B6, B 12, or a combination thereof.
  • the one or more amino acids is taurine.
  • the composition further comprises an alginate.
  • the active ingredient comprises caffeine.
  • the active ingredient comprises theanine.
  • the active ingredient comprises taurine. In some embodiments, the active ingredient comprises GABA.
  • the active ingredient comprises tryptophan.
  • the active ingredient comprises vitamin B6, vitamin B 12, or both.
  • the active ingredient comprises vitamin C.
  • the active ingredient comprises ginseng.
  • the active ingredient comprises lemon balm extract.
  • the active ingredient comprises a combination of theanine and gamma- aminobutyric acid. In some embodiments, the active ingredient comprises a combination of theanine, gamma-aminobutyric acid, and lemon balm extract.
  • the active ingredient comprises theanine and tryptophan. In some embodiments, the active ingredient comprises theanine and vitamin B6, B12, or a combination thereof. In some embodiments, the active ingredient comprises theanine, tryptophan, and vitamin B6, B12, or a combination thereof, such as vitamins B6 and B 12 in a total amount by weight from about 0.008% to about 0.07%.
  • the active ingredient comprises theanine, theanine and tryptophan, or theanine and one or more of vitamins B6 and B 12, and optionally tryptophan.
  • the active ingredient comprises a combination of caffeine, taurine, and Vitamin C.
  • the active ingredient comprises a combination of caffeine, theanine, and ginseng. In some embodiments, the active ingredient comprises a combination of caffeine, theanine, ginseng, and citicoline.
  • the active ingredient is bleached.
  • the active ingredient comprises a nicotine component.
  • the composition is substantially free of nicotine.
  • the active ingredient comprises a cannabionoid.
  • the composition is substantially free of tobacco.
  • the composition further comprises one or more organic acids, alkali metal salts of an organic acid, or a combination thereof.
  • the alkali metal is sodium or potassium.
  • the one or more organic acids is an alkyl carboxylic acid, an aryl carboxylic acid, or a combination of any thereof.
  • the composition comprises an organic acid and a sodium salt of the organic acid.
  • the organic acid has a logP value of from about 1.4 to about 8.0, from about 1.4 to about 4.5, from about 2.5 to about 3.5, or from about 4.5 to about 8.0.
  • the one or more organic acids is citric acid, malic acid, tartaric acid, octanoic acid, benzoic acid, a toluic acid, salicylic acid, or a combination thereof.
  • the one or more organic acids is present in the composition in an amount by weight of from about 0.1 to about 10%, based on the total weight of the composition. In some embodiments, the one or more organic acids is present in the composition in an amount by weight of from about 0.1 to about 0.5%, based on the total weight of the composition.
  • the composition further comprises magnesium, such as magnesium in an amount by weight from about 0.1% to about 2%, or from about 0.2 to about 1%, based on elemental magnesium.
  • the magnesium is in the form of a magnesium salt.
  • the magnesium salt is magnesium gluconate.
  • a method of making a pouched product configured for oral use comprising a composition enclosed in a pouch, wherein the composition is loaded within the pouch at a density of at least about 0.45 g/cm 3 , the composition comprising a filler in an amount of at least 20% by weight, based on the total weight of the composition, at least one active ingredient, at least one flavorant, or both at least one active ingredient and at least one flavorant, the method comprising: blending the filler, the at least one active ingredient, the at least one flavorant, or both to form the composition; and enclosing the composition in the pouch to form the pouched product.
  • the pouch has a length, a width, and a thickness, wherein each of said length, width, and thickness are in a range from about 0.1 mm to about 40 mm.
  • the composition is loaded within the pouch at a density from about 0.45 g/cm 3 to about 2 g/cm 3 , or from about 0.5 g/cm 3 to about 1.5 g/cm 3 .
  • the composition is loaded within the pouch using vacuum filling.
  • the method comprises increasing the density of the composition prior to enclosing in the pouch. In some embodiments, increasing the density of the composition comprises one or more of decreasing an average particle size of the composition, increasing a moisture level of the composition, and compressing the composition.
  • increasing the density of the composition comprises compressing the composition into a predetermined shape, wherein the predetermined shape is a pellet or a tablet.
  • the method further comprises granulating the composition with a binder solution to form a plurality of granules prior to the compressing.
  • the method further comprises adding one or more salts, binders, sweeteners, buffering agents, colorants, humectants, oral care additives, preservatives, disintegration aids, flow aids, compressibility aids, or combinations thereof to the composition, the binder solution, or both prior to the compressing.
  • the method further comprises coating the predetermined shape with a coating composition.
  • the coating composition comprises a flavorant.
  • Embodiment 1 A composition enclosed in a pouch to form a pouched product configured for oral use, wherein the composition is loaded within the pouch at a density of about 0.45 g/cm 3 or higher, the composition comprising: a filler in an amount of at least 20% by weight, based on the total weight of the composition; and at least one active ingredient, at least one flavorant, or both at least one active ingredient and at least one flavorant.
  • Embodiment 2 The composition of embodiment 1, wherein the composition is loaded within the pouch at a density from about 0.45 g/cm 3 to about 2 g/cm 3 , or from about 0.5 g/cm 3 to about 1.5 g/cm 3 .
  • Embodiment 3 The composition of embodiment 1 or 2, wherein the pouch has a length, a width, and a thickness, wherein each of said length, width, and thickness are in a range from about 0.1 mm to about 40 mm.
  • Embodiment 4 The composition of any one of embodiments 1-3, in the form of a compressed tablet or a compressed pellet.
  • Embodiment 5 The composition of any one of embodiments 1-4, wherein the filler comprises microcrystalline cellulose.
  • Embodiment 6 The composition of any one of embodiments 1-5, further comprising a cellulose derivative.
  • Embodiment 7 The composition of any one of embodiments 1-6, further comprising a salt and at least one sweetener.
  • Embodiment 8 The composition of embodiment 7, wherein the salt is sodium chloride, ammonium chloride, or a combination thereof.
  • Embodiment 9 The composition of any one of embodiments 1-8, comprising at least one flavorant.
  • Embodiment 10 The composition of any one of embodiments 1-9, wherein the at least one active ingredient comprises one or more botanical materials, one or more stimulants, one or more amino acids, one or more vitamins, one or more antioxidants, one or more cannabinoids, one or more cannabimimetics, one or more terpenes, one or more pharmaceutical agents, or a combination thereof.
  • Embodiment 11 The composition of any one of embodiments 1-10, wherein the at least one active ingredient is a stimulant.
  • Embodiment 12 The composition of embodiment 11, wherein the stimulant is caffeine, theanine, or a combination thereof.
  • Embodiment 13 The composition of embodiment 12, further comprising one or more vitamins, one or more amino acids, or a combination thereof, as an additional active ingredient.
  • Embodiment 14 The composition of any one of embodiments 1-13, further comprising one or more organic acids.
  • Embodiment 15 The composition of embodiment 14, wherein the one or more organic acids is present in the composition in an amount by weight of from about 0.1 to about 10%, or from about 0.1 to about 0.5%, based on the total weight of the composition.
  • Embodiment 16 The composition of embodiment 15, wherein the one or more organic acids is citric acid, malic acid, tartaric acid, octanoic acid, benzoic acid, a toluic acid, salicylic acid, or a combination thereof.
  • Embodiment 17 The composition of any one of embodiments 1-16, wherein the composition is substantially free of tobacco.
  • Embodiment 18 The composition of any one of embodiments 1-17, wherein the composition is substantially free of nicotine.
  • Embodiment 19 The composition of any one of embodiments 1-17, wherein the composition comprises a nicotine component.
  • Embodiment 20 The composition of any one of embodiments 1-19, wherein the composition comprises a cannabinoid or cannabimimetic.
  • Embodiment 21 The composition of any one of embodiments 1-20, further comprising magnesium.
  • Embodiment 22 A method of making a pouched product configured for oral use comprising a composition enclosed in a pouch, wherein the composition is loaded within the pouch at a density of at least about 0.45 g/cm 3 , the composition comprising a filler in an amount of at least 20% by weight, based on the total weight of the composition, at least one active ingredient, at least one flavorant, or both at least one active ingredient and at least one flavorant, the method comprising: blending the filler, the at least one active ingredient, the at least one flavorant, or both to form the composition; and enclosing the composition in the pouch to form the pouched product.
  • Embodiment 23 The method of embodiment 22, wherein the pouch has a length, a width, and a thickness, wherein each of said length, width, and thickness are in a range from about 0.1 mm to about 40 mm.
  • Embodiment 24 The method of embodiment 22 or 23, wherein the composition is loaded within the pouch at a density from about 0.45 g/cm 3 to about 2 g/cm 3 , or from about 0.5 g/cm 3 to about 1.5 g/cm 3 .
  • Embodiment 25 The method of any one of embodiments 22-24, wherein the composition is loaded within the pouch using vacuum filling.
  • Embodiment 26 The method of any one of embodiments 22-25, further comprising increasing the density of the composition prior to enclosing in the pouch.
  • Embodiment 27 The method of any one of embodiments 22-26, wherein increasing the density of the composition comprises one or more of decreasing an average particle size of the composition, increasing a moisture level of the composition, and compressing the composition.
  • Embodiment 28 The method of any one of embodiments 22-27, wherein increasing the density of the composition comprises compressing the composition into a predetermined shape, wherein the predetermined shape is a pellet or a tablet.
  • Embodiment 29 The method of embodiment 27 or 28, wherein the method further comprises granulating the composition with a binder solution to form a plurality of granules prior to the compressing.
  • Embodiment 30 The method of any one of embodiments 22 to 29, further comprising adding one or more salts, binders, sweeteners, buffering agents, colorants, humectants, oral care additives, preservatives, disintegration aids, flow aids, compressibility aids, or combinations thereof to the composition, the binder solution, or both, prior to compressing.
  • Embodiment 31 The method of any one of embodiments 28 to 30, further comprising coating the predetermined shape with a coating composition.
  • Embodiment 32 The method of embodiment 31, wherein the coating composition comprises a flavorant.
  • FIG. 1 is a perspective view of a pouched product embodiment, taken across the width of the product, showing a pouch loaded with a composition of the present disclosure.
  • FIG. 2 is a perspective view of a pouched product embodiment, taken across the length of the product, showing a pouch loaded with a composition of the present disclosure.
  • FIG. 3 is another perspective view of a pouched product embodiment, taken across the length of the product, showing a pouch loaded with a composition of the present disclosure.
  • the present disclosure provides a composition enclosed in a pouch to form a pouched product configured for oral use, wherein the composition is loaded within the pouch at a density of about 0.45 g/cm 3 or higher, the composition comprising: a filler in an amount of at least 20% by weight, based on the total weight of the composition; and at least one active ingredient, at least one flavorant, or both at least one active ingredient and at least one flavorant.
  • the present disclosure further provides a method for the preparation of such a composition.
  • the term “about” used throughout this specification is used to describe and account for small fluctuations.
  • the term “about” can refer to less than or equal to ⁇ 10%, such as less than or equal to ⁇ 5%, less than or equal to ⁇ 2%, less than or equal to ⁇ 1%, less than or equal to ⁇ 0.5%, less than or equal to ⁇ 0.2%, less than or equal to ⁇ 0.1% or less than or equal to ⁇ 0.05%. All numeric values herein are modified by the term “about,” whether or not explicitly indicated. A value modified by the term “about” of course includes the specific value. For instance, "about 5.0" must include 5.0.
  • dry weight percent or “dry weight basis” refers to weight on the basis of dry ingredients (i.e., all ingredients except water).
  • wet weight refers to the weight of the composition including water. Unless otherwise indicated, reference to “weight percent” of a composition reflects the total wet weight of the composition (i.e., including water).
  • the composition as described herein comprises a filler in an amount of at least 20% by weight, based on the total weight of the composition, and at least one active ingredient, at least one flavorant, or both at least one active ingredient and at least one flavorant.
  • the composition is loaded within the pouch at a density of at least about 0.45 g/cm 3 .
  • the composition may further comprise a salt, at least one sweetener, one or more organic acids, and various other additives.
  • the relative amounts of the various components within the composition may vary, and typically are selected so as to provide the desired sensory and performance characteristics to the oral product. The example individual components of the composition are described herein below.
  • compositions as described herein include at least one filler.
  • Such fillers may fulfill multiple functions, such as enhancing certain organoleptic properties such as texture and mouthfeel, enhancing cohesiveness or compressibility of the product, and the like.
  • the fillers are porous particulate materials and are cellulose-based.
  • suitable fillers are any non-tobacco plant material or derivative thereof, including cellulose materials derived from such sources.
  • cellulosic nontobacco plant material include cereal grains (e.g., maize, oat, barley, rye, buckwheat, and the like), sugar beet (e.g., FIBREX ® brand filler available from International Fiber Corporation), bran fiber, and mixtures thereof.
  • Non-limiting examples of derivatives of non-tobacco plant material include starches (e.g., from potato, wheat, rice, com), natural cellulose, and modified cellulosic materials. Additional examples of potential fillers include maltodextrin, dextrose, calcium carbonate, calcium phosphate, lactose, mannitol, xylitol, and sorbitol. Combinations of fillers can also be used.
  • the filler comprises a starch.
  • starch as used herein may refer to pure starch from any source, modified starch, or starch derivatives. Starch is present, typically in granular form, in almost all green plants and in various types of plant tissues and organs (e.g., seeds, leaves, rhizomes, roots, tubers, shoots, fruits, grains, and stems). Starch can vary in composition, as well as in granular shape and size. Often, starch from different sources has different chemical and physical characteristics. A specific starch can be selected for inclusion in the product based on the ability of the starch material to impart a specific organoleptic properly to the product. Starches derived from various sources can be used.
  • starch major sources include cereal grains (e.g., rice, wheat, and maize) and root vegetables (e.g., potatoes and cassava).
  • sources of starch include acorns, arrowroot, arracacha, bananas, barley, beans (e.g., favas, lentils, mung beans, peas, chickpeas), breadfruit, buckwheat, canna, chestnuts, colacasia, katakuri, kudzu, malanga, millet, oats, oca, Polynesian arrowroot, sago, sorghum, sweet potato, quinoa, rye, tapioca, taro, tobacco, water chestnuts, and yams.
  • modified starches are modified starches.
  • a modified starch has undergone one or more structural modifications, often designed to alter its high heat properties. Some starches have been developed by genetic modifications, and are considered to be "modified” starches. Other starches are obtained and subsequently modified.
  • modified starches can be starches that have been subjected to chemical reactions, such as esterification, etherification, oxidation, depolymerization (thinning) by acid catalysis or oxidation in the presence of base, bleaching, transglycosylation and depolymerization (e.g., dextrinization in the presence of a catalyst), cross-linking, enzyme treatment, acetylation, hydroxypropylation, and/or partial hydrolysis.
  • starches are modified by heat treatments, such as pregelatinization, dextrinization, and/or cold water swelling processes.
  • Certain modified starches include monostarch phosphate, distarch glycerol, distarch phosphate esterified with sodium trimetaphosphate, phosphate distarch phosphate, acetylated distarch phosphate, starch acetate esterified with acetic anhydride, starch acetate esterified with vinyl acetate, acetylated distarch adipate, acetylated distarch glycerol, hydroxypropyl starch, hydroxypropyl distarch glycerol, starch sodium octenyl succinate.
  • the filler comprises rice starch.
  • the filler comprises a cellulosic material.
  • One particularly suitable filler for use in the products described herein is microcrystalline cellulose ("mcc").
  • the mcc may be synthetic or semi-synthetic, or it may be obtained entirely from natural celluloses.
  • the mcc may be selected from the group consisting of AVICEL ® grades PH-100, PH-102, PH-103, PH-105, PH-112, PH-113, PH-200, PH- 300, PH-302, VIVACEL ® grades 101, 102, 12, 20 and EMOCEL ® grades 50M and 90M, and the like, and mixtures thereof.
  • the product comprises mcc.
  • the quantity of mcc present in the product as described herein may vary according to the desired properties.
  • the filler comprises a cellulose derivative, such as cellulose ethers (including carboxyalkyl ethers), meaning cellulose polymers with the hydrogen of one or more hydroxyl groups in the cellulose structure replaced with an alkyl, hydroxyalkyl, or aryl group.
  • cellulose derivatives include methylcellulose, hydroxypropylcellulose ("HPC”), hydroxypropylmethylcellulose (“HPMC”), hydroxyethyl cellulose, and carboxymethylcellulose ("CMC”).
  • Suitable cellulose ethers include hydroxypropylcellulose, such as Klucel H from Aqualon Co.; hydroxypropylmethylcellulose, such as Methocel K4MS from DuPont; hydroxyethylcellulose, such as Natrosol 250 MRCS from Aqualon Co.; methylcellulose, such as Methocel A4M, K4M, and E15 from DuPont.; and sodium carboxymethylcellulose, such as CMC 7HF, CMC 7LF, and CMC 7H4F from Aqualon Co.
  • at least one filler is one or more cellulose ethers (e.g., a single cellulose ether or a combination of several cellulose ethers, such as two or three, for example).
  • the filler is a cellulose ether selected from the group consisting of methylcellulose, hydroxypropylcellulose, hydroxypropylmethylcellulose, hydroxyethyl cellulose, carboxymethylcellulose, and combinations thereof. In some embodiments, the at least one filler is carboxymethylcellulose.
  • a natural gum refers to polysaccharide materials of natural origin that have binding properties, and which are also useful as a thickening or gelling agents.
  • Representative natural gums derived from plants, which are typically water soluble to some degree, include xanthan gum, guar gum, gum arabic, ghatti gum, gum tragacanth, karaya gum, locust bean gum, gellan gum, and combinations thereof.
  • fillers include maltodextrin, dextrose, calcium carbonate, calcium phosphate, lactose, mannitol, xylitol, and sorbitol.
  • the filler comprises calcium carbonate.
  • the filler comprises maltodextrin.
  • Combinations of fillers can also be used.
  • the filler is a combination of calcium carbonate, maltodextrin, microcrystalline cellulose, and rice starch.
  • the filler comprises one or more sugar alcohols.
  • _Sugar alcohols are polyols derived from monosaccharides or disaccharides that have a partially or fully hydrogenated form.
  • Sugar alcohols have, for example, about 4 to about 20 carbon atoms and include erythritol, arabitol, ribitol, isomalt, maltitol, dulcitol, iditol, mannitol, xylitol, lactitol, sorbitol, and combinations thereof (e.g., hydrogenated starch hydrolysates).
  • the filler comprises erythritol, isomalt, maltitol, mannitol, sorbitol, or a combination thereof. In some embodiments, filler is a combination of mannitol and maltodextrin. In some embodiments, the filler comprises isomalt. Isomalt is an equimolar mixture of two disaccharides, each composed of two sugars as follows: glucose and mannitol (a-D-glucopyranosido-1,6- mannitol); and glucose and sorbitol (a-D-glucopyranosido-1, 6-sorbitol).
  • the filler comprises a mixture of glucose and starch-derived polysaccharides.
  • One such suitable mixture of glucose and starch-derived polysaccharides is EMDEX ® , available from JRS PHARMA LP, USA, 2981 Route 22, Patterson, NY 12563-2359.
  • the filler comprises EMDEX ® .
  • the filler comprises a combination of isomalt and EMDEX ® .
  • filler is a combination of isomalt and maltodextrin.
  • filler is a combination of microcrystalline cellulose, isomalt, and maltodextrin.
  • the amount of filler can vary, but is typically greater than about 20%, and up to about 95% of the composition by weight, based on the total weight of the composition.
  • a typical range of filler within the composition can be from about 20 to about 95% by total weight of the composition, for example, from about 20, about 25, about 30, about 35, about 40, about 45, about 50, about 55, about 60, about 65, about 70, about 75, about 80, about 85, about 90, or about 95% by weight (e.g., about 20 to about 90%, or about 25 to about 85% by weight).
  • the amount of filler is at least about 20% by weight, such as at least about 25%, or at least about 30%, or at least about 35%, at least about 40%, or at least about 45%, or at least about 50%, or at least about 55%, or at least about 60%, or at least about 65%, or at least about 70%, or at least about 75%, or at least about 80%, or at least about 85%, or at least about 90%, based on the total weight of the composition. It is to be understood that in embodiments where the composition comprises more than one filler, the stated weight basis of the filler reflects the total weight of the combination of fillers, based on the total weight of the composition.
  • a binder (or combination of binders) may be employed in certain embodiments, in amounts sufficient to provide the desired physical attributes and physical integrity to the composition, and binders also often function as thickening or gelling agents.
  • Typical binders can be organic or inorganic, or a combination thereof.
  • Representative binders include cellulose derivatives (e.g., cellulose ethers), povidone, sodium alginate, starch-based binders, pectin, gums, carrageenan, pullulan, zein, and the like, and combinations thereof.
  • the binder comprises pectin or carrageenan or combinations thereof.
  • the amount of binder utilized in the composition can vary based on the binder and the desired composition properties, but is typically up to about 30% by weight, and certain embodiments are characterized by a binder content of at least about 0.1% by weight, such as about 0.5 to about 30% by weight, or about 1 to about 10% by weight, based on the total weight of the composition.
  • the binder comprises a cellulose derivative.
  • the cellulose derivative is a cellulose ether (including carboxyalkyl ethers), meaning a cellulose polymer with the hydrogen of one or more hydroxyl groups in the cellulose structure replaced with an alkyl, hydroxyalkyl, or aryl group.
  • Non-limiting examples of such cellulose derivatives include methylcellulose, hydroxypropylcellulose ("HPC"), hydroxypropylmethylcellulose (“HPMC”), hydroxyethyl cellulose, and carboxymethylcellulose (“CMC”).
  • the cellulose derivative is one or more of methylcellulose, HPC, HPMC, hydroxyethyl cellulose, and CMC. In some embodiments, the cellulose derivative is HPC.
  • the cellulose derivative is a combination of HPC and HPMC.
  • the composition comprises from about 1 to about 5% by weight of HPC, for example, from about 1%, about 2%, or about 3%, to about 4%, or about 5% by weight of the composition.
  • the binder includes a gum, for example, a natural gum.
  • a natural gum refers to polysaccharide materials of natural origin that have binding properties, and which are also useful as a thickening or gelling agents.
  • Representative natural gums derived from plants, which are typically water soluble to some degree, include xanthan gum, guar gum, gum arabic, ghatti gum, gum tragacanth, karaya gum, locust bean gum, gellan gum, and combinations thereof.
  • natural gum binder materials are typically present in an amount of up to about 5% by weight, for example, from about 0.1, about 0.2, about 0.3, about 0.4, about 0.5, about 0.6, about 0.7, about 0.8, about 0.9, or about 1%, to about 2, about 3, about 4, or about 5% by weight, based on the total weight of the composition.
  • the binder includes an alginate (e.g., sodium or ammonium alginate).
  • alginate binder materials are typically present in an amount of up to about 1% by weight, for example, from about 0.1, about 0.2, about 0.3, about 0.4, or about 0.5, to about 0.6, about 0.7, about 0.8, about 0.9, or about 1%, by weight, based on the total weight of the composition.
  • the composition as disclosed herein includes one or more active ingredients.
  • an "active ingredient” refers to one or more substances belonging to any of the following categories: API (active pharmaceutical substances), food additives, natural medicaments, and naturally occurring substances that can have an effect on humans.
  • Example active ingredients include any ingredient known to impact one or more biological functions within the body, such as ingredients that furnish pharmacological activity or other direct effect in the diagnosis, cure, mitigation, treatment, or prevention of disease, or which affect the structure or any function of the body of humans (e.g., provide a stimulating action on the central nervous system, have an energizing effect, an antipyretic or analgesic action, or an otherwise useful effect on the body).
  • the active ingredient may be of the type generally referred to as dietary supplements, nutraceuticals, "phytochemicals” or "functional foods”.
  • dietary supplements e.g., nutraceuticals, "phytochemicals” or “functional foods”.
  • Non-limiting examples of active ingredients include those falling in the categories of botanical ingredients (e.g., hemp, lavender, peppermint, eucalyptus, rooibos, fennel, cloves, chamomile, basil, rosemary, clove, citrus, ginger, cannabis, ginseng, maca, and tisanes), stimulants (e.g., caffeine or guarana), amino acids (e.g., taurine, theanine, phenylalanine, tyrosine, and tryptophan), vitamins (e.g., B6, B12, and C), antioxidants, nicotine components, pharmaceutical ingredients (e.g., nutraceutical and medicinal ingredients), cannabinoids (e.g., tetrahydrocannabinol (THC) or cannabidiol (CBD)) and/or melatonin.
  • botanical ingredients e.g., hemp, lavender, peppermint, eucalyptus, rooibos
  • any of the aforementioned types of active ingredients may be encapsulated in the composition, the final product, or both to avoid chemical degradation or reduce strong taste of these actives, including but not limited to caffeine, Vitamin A, and iron (Fe). Additionally, these encapsulated actives may need to be paired with an excipient in the composition to increase their solubility and or bioavailability. Non-limiting examples of these excipients include beta-carotene, lycopene, Vitamin D, Vitamin E, Co enzyme Q10, Vitamin K, and curcumin.
  • an active ingredient or combination thereof is present in a total concentration of at least about 0.001% by weight of the composition, such as in a range from about 0.001% to about 20%.
  • the active ingredient or combination of active ingredients is present in a concentration from about 0.1% w/w to about 10% by weight, such as, e.g., from about 0.5% w/w to about 10%, from about 1% to about 10%, from about 1% to about 5% by weight, based on the total weight of the composition.
  • the active ingredient or combination of active ingredients is present in a concentration of from about 0.001%, about 0.01%, about 0.1% , or about 1%, up to about 20% by weight, such as, e.g., from about 0.001%, about 0.002%, about 0.003%, about 0.004%, about 0.005%, about 0.006%, about 0.007%, about 0.008%, about 0.009%, about 0.01%, about 0.02%, about 0.03%, about 0.04%, about 0.05%, about 0.06%, about 0.07%, about 0.08%, about 0.09%, about 0.1%, about 0.2%, about 0.3%, about 0.4%, about 0.5% about 0.6%, about 0.7%, about 0.8%, or about 0.9%, to about 1%, about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 11%, about 12%, about 13%, about 14%, about 15%, about 16%, about 17%, about 18%,
  • the active ingredient comprises a botanical ingredient.
  • botanical ingredient or “botanical” refers to any plant material or fungal-derived material, including plant material in its natural form and plant material derived from natural plant materials, such as extracts or isolates from plant materials or treated plant materials (e.g., plant materials subjected to heat treatment, fermentation, bleaching, or other treatment processes capable of altering the physical and/or chemical nature of the material).
  • a “botanical” includes, but is not limited to, “herbal materials,” which refer to seed-producing plants that do not develop persistent woody tissue and are often valued for their medicinal or sensory characteristics (e.g., teas or tisanes).
  • Reference to botanical material as "non-tobacco” is intended to exclude tobacco materials (i.e., does not include any Nicotiana species).
  • a botanical When present, a botanical is typically at a concentration of from about 0.01% w/w to about 10% by weight, such as, e.g., from about 0.01% w/w, about 0.05%, about 0.1%, or about 0.5%, to about 1%, about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, or about 10%, about 11%, about 12%, about 13%, about 14%, or about 15% by weight, based on the total weight of the composition.
  • the botanical materials useful in the present disclosure may comprise, without limitation, any of the compounds and sources set forth herein, including mixtures thereof. Certain botanical materials of this type are sometimes referred to as dietary supplements, nutraceuticals, "phytochemicals” or “functional foods.” Certain botanicals, as the plant material or an extract thereof, have found use in traditional herbal medicine, and are described further herein.
  • Non-limiting examples of botanicals or botanical-derived materials include ashwagandha, Bacopa monniera, baobab, basil, Centella asiatica, Chai-hu, chamomile, cherry blossom, chlorophyll, cinnamon, citrus, cloves, cocoa, cordyceps, curcumin, damiana, Dorstenia arifolia, Dorstenia odorata, essential oils, eucalyptus, fennel, Galphimia glauca, ginger, Ginkgo biloba, ginseng (e.g., Panax ginseng), green tea, Griffonia simplicifolia, guarana, hemp, hops, jasmine, Kaempferia parviflora (Thai ginseng), kava, lavender, lemon balm, lemongrass, licorice, lutein, maca, matcha, Nardostachys chinensis, oil-based extract of Viola odorata, peppermint, quercetin, re
  • the active ingredient comprises or further comprises ashwagandha.
  • Ashwagandha Withania somnifera
  • Solanaceae nightshade
  • Ashwagandha has found use in the Indian Ayurvedic system of medicine, where it is also known as "Indian Winter cherry” or "Indian Ginseng.”
  • the active ingredient comprises or further comprises baobab.
  • Baobab is the common name of a family of deciduous trees of the genus Adansonia. The fruit pulp and seeds of the Baobab are consumed, generally after drying, as a food or nutritional supplement.
  • the active ingredient comprises or further comprises chlorophyll.
  • Chlorophyll is any of several related green pigments found in the mesosomes of cyanobacteria, as well as in the chloroplasts of algae and plants. Chlorophyll has been used as a food additive (colorant) and a nutritional supplement. Chlorophyll may be provided either from native plant materials (e.g., botanicals) or in an extract or dried powder form.
  • the active ingredient comprises or further comprises cordyceps.
  • Cordyceps is a diverse genus of ascomycete (sac) fungi which are abundant in humid temperate and tropical forests. Members of the cordyceps family are used extensively in traditional Chinese medicine.
  • the active ingredient comprises or further comprises damiana.
  • Damiana is a small, woody shrub of the family Passifloraceae. It is native to southern Texas, Central America, Mexico, South America, and the Caribbean. Damiana produces small, aromatic flowers, followed by fruits that taste similar to figs. The extract from damiana has been found to suppress aromatase activity, including the isolated compounds pinocembrin and acacetin.
  • the active ingredient comprises or further comprises guarana.
  • Guarana is a climbing plant in the family Sapindaceae, native to the Amazon basin.
  • the active ingredient comprises or further comprises ginseng.
  • Ginseng is the root of plants of the genus Panax, which are characterized by the presence of unique steroid saponin phytochemicals (ginsenosides) and gintonin. Ginseng finds use as a dietary supplement in energy drinks or herbal teas, and in traditional medicine. Cultivated species include Korean ginseng (P. ginseng), South China ginseng ( P . notoginseng), and American ginseng ( P . quinquefolius). American ginseng and Korean ginseng vary in the type and quantity of various ginsenosides present.
  • the ginseng is American ginseng or Korean ginseng.
  • the active ingredient comprises or further comprises Korean ginseng.
  • the active ingredient comprises or further comprises lemon balm extract.
  • Lemon balm ⁇ Melissa officinalis is a mildly lemon-scented herb from the same family as mint ⁇ Lamiaceae). The herb is native to Europe, North Africa, and West Asia. The tea of lemon balm, as well as the essential oil and the extract, are used in traditional and alternative medicine.
  • the active ingredient comprises maca.
  • Maca is a plant that grows in central Peru in the high plateaus of the Andes Mountains. It is a relative of the radish, and has an odor similar to butterscotch. Maca has been used in traditional (e.g., Chinese) medicine.
  • the active ingredient comprises one or more stimulants.
  • stimulants refers to a material that increases activity of the central nervous system and/or the body, for example, enhancing focus, cognition, vigor, mood, alertness, and the like.
  • Non-limiting examples of stimulants include caffeine, theacrine, theobromine, and theophylline.
  • Theacrine (1,3,7,9-tetrameihyluric acid) is a purine alkaloid which is structurally related to caffeine, and possesses stimulant, analgesic, and anti-inflammatory effects.
  • Present stimulants may be natural, naturally derived, or wholly synthetic.
  • certain botanical materials may possess a stimulant effect by virtue of the presence of e.g., caffeine or related alkaloids, and accordingly are “natural” stimulants.
  • the stimulant e.g., caffeine, theacrine
  • caffeine can be obtained by extraction and purification from botanical sources (e.g., tea).
  • whole synthetic it is meant that the stimulant has been obtained by chemical synthesis.
  • the active ingredient comprises caffeine.
  • the caffeine is present in an encapsulated form.
  • the active ingredient comprises theacrine. hr some embodiments, the active ingredient comprises a combination of caffeine and theacrine.
  • a stimulant or combination of stimulants is typically at a concentration of from about 0.1% w/w to about 15% by weight, such as, e.g., from about 0.1% w/w, about 0.2%, about 0.3%, about 0.4%, about 0.5% about 0.6%, about 0.7%, about 0.8%, or about 0.9%, to about 1%, about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 11%, about 12%, about 13%, about 14%, or about 15% by weight, based on the total weight of the composition.
  • the active ingredient comprises an amino acid.
  • amino acid refers to an organic compound that contains amine (-NH 2 ) and carboxyl (-COOH) or sulfonic acid (SO 3 H) functional groups, along with a side chain (R group), which is specific to each amino acid.
  • Amino acids may be proteinogenic or non-proteinogenic. By “proteinogenic” is meant that the amino acid is one of the twenty naturally occurring amino acids found in proteins.
  • the proteinogenic amino acids include alanine, arginine, asparagine, aspartic acid, cysteine, glutamine, glutamic acid, glycine, histidine, isoleucine, leucine, lysine, methionine, phenylalanine, proline, serine, threonine, tryptophan, tyrosine, and valine.
  • non-proteinogenic is meant that either the amino acid is not found naturally in protein, or is not directly produced by cellular machinery (e.g., is the product of post-tranlational modification).
  • Non-limiting examples of non-proteinogenic amino acids include gamma-aminobutyric acid (GABA), taurine (2- aminoethanesulfonic acid), theanine (L-y-glutamylethylamide), hydroxyproline, and beta-alanine.
  • GABA gamma-aminobutyric acid
  • taurine (2- aminoethanesulfonic acid
  • theanine L-y-glutamylethylamide
  • hydroxyproline hydroxyproline
  • beta-alanine beta-alanine
  • an amino acid or combination of amino acids is typically at a concentration of from about 0.1% w/w to about 15% by weight, such as, e.g., from about 0.1% w/w, about 0.2%, about 0.3%, about 0.4%, about 0.5% about 0.6%, about 0.7%, about 0.8%, or about 0.9%, to about 1%, about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, about 10%, about 11%, about 12%, about 13%, about 14%, or about 15% by weight, based on the total weight of the composition.
  • the amino acid is taurine, theanine, phenylalanine, tyrosine, tryptophan, or a combination thereof. In some embodiments, the amino acid is taurine. In some embodiments, the active ingredient comprises a combination of taurine and caffeine. In some embodiments, the active ingredient comprises a combination of taurine, caffeine, and guarana. In some embodiments, the active ingredient comprises a combination of taurine, maca, and cordyceps. In some embodiments, the active ingredient comprises a combination of theanine and caffeine. In some embodiments, the active ingredient comprises a combination of theanine and caffeine. In some embodiments, the active ingredient comprises a combination of theanine and GABA.
  • the active ingredient comprises a combination of theanine, GABA, and lemon balm. In some embodiments, the active ingredient comprises a combination of caffeine, taurine, and Vitamin C. In some embodiments, the active ingredient is a combination of caffeine, theanine, and ginseng. In some embodiments, the active ingredient comprises taurine.
  • the active ingredient comprises a vitamin or combination of vitamins.
  • vitamin refers to an organic molecule (or related set of molecules) that is an essential micronutrient needed for the proper functioning of metabolism in a mammal.
  • vitamins required by human metabolism which are: vitamin A (as all-trans-retinol, all-trans-retinyl-esters, as well as all-trans-beta-carotene and other provitamin A carotenoids), vitamin B 1 (thiamine), vitamin B2 (riboflavin), vitamin B3 (niacin), vitamin B5 (pantothenic acid), vitamin B6 (pyridoxine), vitamin B7 (biotin), vitamin B9 (folic acid or folate), vitamin B12 (cobalamins), vitamin C (ascorbic acid), vitamin D (calciferols), vitamin E (tocopherols and tocotrienols), and vitamin K (quinones).
  • the active ingredient comprises vitamin C. In some embodiments, the active ingredient is a combination of vitamin C, caffeine, and taurine. In some embodiments, the active ingredient comprises one or more of vitamin B6 and B12. In some embodiments, the active ingredient comprises theanine and one or more of vitamin B6 and B12.
  • a vitamin or combination of vitamins is typically at a concentration of from about 0.01% w/w to about 1% by weight, such as, e.g., from about 0.01%, about 0.02%, about 0.03%, about 0.04%, about 0.05%, about 0.06%, about 0.07%, about 0.08%, about 0.09%, or about 0.1% w/w, to about 0.2%, about 0.3%, about 0.4%, about 0.5% about 0.6%, about 0.7%, about 0.8%, about 0.9%, or about 1% by weight, based on the total weight of the composition.
  • the active ingredient comprises vitamin A. In some embodiments, the vitamin A is encapsulated. In some embodiments, the vitamin is vitamin B6, vitamin B12, vitamin E, vitamin C, or a combination thereof. In some embodiments, the active ingredient comprises a combination of vitamin B6, caffeine, and theanine. In some embodiments, the active ingredient comprises vitamin B6, vitamin B12, and taurine. In some embodiments, the active ingredient comprises a combination of vitamin B6, vitamin B12, ginseng, and theanine. In some embodiments, the active ingredient comprises a combination of vitamin C, baobab, and chlorophyll.
  • the active ingredient is selected from the group consisting of caffeine, taurine, GABA, theanine, vitamin C, lemon balm extract, ginseng, citicoline, sunflower lecithin, and combinations thereof.
  • the active ingredient can include a combination of caffeine, theanine, and optionally ginseng.
  • the active ingredient includes a combination of theanine, gamma-amino butyric acid (GABA), and lemon balm extract.
  • the active ingredient includes theanine, theanine and tryptophan, or theanine and one or more B vitamins (e.g., vitamin B6 or B12).
  • the active ingredient includes a combination of caffeine, taurine, and vitamin C, optionally further including one or more B vitaimins (e.g., vitamin B6 or B12).
  • a magnesium salt e.g., magnesium gluconate
  • the active ingredient comprises a mineral.
  • mineral refers to an inorganic molecule (or related set of molecules) that is an essential micronutrient needed for the proper functioning of various systems in a mammal.
  • minerals include iron, zinc, copper, selenium, chromium, cobalt, manganese, calcium, phosphoms, sulfur, magnesium, and the like.
  • the active ingredient comprises iron. Suitable sources of iron include, but are not limited to, ferrous salts such as ferrous sulfate and ferrous gluconate. In some embodiments, the iron is encapsulated.
  • the active ingredient as described herein may be sensitive to degradation (e.g., oxidative, photolytic, thermal, evaporative) during processing or upon storage of the oral product.
  • the active ingredient such as caffeine, vitamin A, and iron (Fe)
  • the active ingredient may be encapsulated, or the matrix otherwise modified with fillers, binders, and the like, to provide enhanced stability to the active ingredient.
  • binders such as functional celluloses (e.g., cellulose ethers including, but not limited to, hydroxypropyl cellulose) may be employed to enhance stability of such actives toward degradation.
  • encapsulated actives may need to be paired with an excipient in the composition to increase their solubility and/or bioavailability.
  • suitable excipients include beta- carotene, lycopene, Vitamin D, Vitamin E, Co-enzyme Q10, Vitamin K, and curcumin.
  • an initial quantity of the active ingredient may be increased to compensate for a gradual degradative loss. Accordingly, larger initial amounts than those disclosed herein are contemplated by the present disclosure.
  • the active ingredient comprises one or more antioxidants.
  • antioxidant refers to a substance which prevents or suppresses oxidation by terminating free radical reactions, and may delay or prevent some types of cellular damage. Antioxidants may be naturally occurring or synthetic. Naturally occurring antioxidants include those found in foods and botanical materials. Non-limiting examples of antioxidants include certain botanical materials, vitamins, polyphenols, and phenol derivatives.
  • Examples of botanical materials which are associated with antioxidant characteristics include without limitation acai berry, alfalfa, allspice, annatto seed, apricot oil, basil, bee balm, wild bergamot, black pepper, blueberries, borage seed oil, bugleweed, cacao, calamus root, catnip, catuaba, cayenne pepper, chaga mushroom, chervil, cinnamon, dark chocolate, potato peel, grape seed, ginseng, gingko biloba, Saint John's Wort, saw palmetto, green tea, black tea, black cohosh, cayenne, chamomile, cloves, cocoa powder, cranberry, dandelion, grapefruit, honeybush, echinacea, garlic, evening primrose, feverfew, ginger, goldenseal, hawthorn, hibiscus flower, jiaogulan, kava, lavender, licorice, marjoram, milk thistle, mints (menthe), oo
  • Such botanical materials may be provided in fresh or dry form, essential oils, or may be in the form of an extracts.
  • the botanical materials (as well as their extracts) often include compounds from various classes known to provide antioxidant effects, such as minerals, vitamins, isoflavones, phytoesterols, allyl sulfides, dithiolthiones, isothiocyanates, indoles, lignans, flavonoids, polyphenols, and carotenoids.
  • Examples of compounds found in botanical extracts or oils include ascorbic acid, peanut endocarb, resveratrol, sulforaphane, beta-carotene, lycopene, lutein, co enzyme Q, carnitine, quercetin, kaempferol, and the like. See, e.g., Santhosh et al., Phytomedicine, 12(2005) 216-220, which is incorporated herein by reference.
  • Non-limiting examples of other suitable antioxidants include citric acid, Vitamin E or a derivative thereof, a tocopherol, epicatechol, epigallocatechol, epigallocatechol gallate, erythorbic acid, sodium erythorbate, 4-hexylresorcinol, theaflavin, theaflavin monogallate A or B, theaflavin digallate, phenolic acids, glycosides, quercitrin, isoquercitrin, hyperoside, polyphenols, catechols, resveratrols, oleuropein, butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), tertiary butylhydroquinone (TBHQ), and combinations thereof.
  • the antioxidant is Vitamin E or a derivative thereof, a flavonoid, a polyphenol, a carotenoid, or a combination thereof.
  • an antioxidant is typically at a concentration of from about 0.001% w/w to about 10% by weight, such as, e.g., from about 0.001%, about 0.005%, about 0.01% w/w, about 0.05%, about 0.1%, or about 0.5%, to about 1%, about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, or about 10%, based on the total weight of the composition.
  • the active ingredient comprises a nicotine component.
  • nicotine component is meant any suitable form of nicotine (e.g., free base or salt) for providing oral absorption of at least a portion of the nicotine present.
  • the nicotine component is selected from the group consisting of nicotine free base and a nicotine salt.
  • the nicotine component is nicotine in its free base form, which easily can be adsorbed in for example, a microcrystalline cellulose material to form a microcrystalline cellulose-nicotine carrier complex. See, for example, the discussion of nicotine in free base form in US Pat. Pub. No. 2004/0191322 to Hansson, which is incorporated herein by reference.
  • the nicotine component can be employed in the form of a salt.
  • Salts of nicotine can be provided using the types of ingredients and techniques set forth in US Pat. No. 2,033,909 to Cox et al. and Perfetti, Beitrage Tabak Kauutzforschung Int., 12: 43-54 (1983), which are incorporated herein by reference. Additionally, salts of nicotine are available from sources such as Pfaltz and Bauer, Inc. and K&K Laboratories, Division of ICN Biochemicals, Inc.
  • the nicotine component is selected from the group consisting of nicotine free base, a nicotine salt such as hydrochloride, dihydrochloride, monotartrate, bitartrate, sulfate, salicylate, and nicotine zinc chloride. In some embodiments, the nicotine component is nicotine bitartrate.
  • the nicotine can be in the form of a resin complex of nicotine, where nicotine is bound in an ion-exchange resin, such as nicotine polacrilex, which is nicotine bound to, for example, a polymethacrilic acid, such as Amberlite IRP64, Purolite C115HMR, or Doshion P551.
  • an ion-exchange resin such as nicotine polacrilex
  • a polymethacrilic acid such as Amberlite IRP64, Purolite C115HMR, or Doshion P551.
  • a nicotine-polyacrylic carbomer complex such as with Carbopol 974P.
  • nicotine may be present in the form of a nicotine polyacrylic complex.
  • the nicotine component when present, is in a concentration of at least about 0.001% by weight of the composition, such as in a range from about 0.001% to about 10%.
  • the nicotine component is present in a concentration from about 0.1% w/w to about 10% by weight, such as, e.g., from about 0.1% w/w, about 0.2%, about 0.3%, about 0.4%, about 0.5% about 0.6%, about 0.7%, about 0.8%, or about 0.9%, to about 1%, about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, or about 10% by weight, calculated as the free base and based on the total weight of the composition.
  • the nicotine component is present in a concentration from about 0.1% w/w to about 3% by weight, such as, e.g., from about 0.1% w/w to about 2.5%, from about 0.1% to about 2.0%, from about 0.1% to about 1.5%, or from about 0.1% to about 1% by weight, calculated as the free base and based on the total weight of the composition.
  • the products or compositions of the disclosure can be characterized as completely free or substantially free of any nicotine component (e.g., any embodiment as disclosed herein may be completely or substantially free of any nicotine component).
  • substantially free is meant that no nicotine has been intentionally added, beyond trace amounts that may be naturally present in e.g., a botanical material.
  • certain embodiments can be characterized as having less than 0.001% by weight of nicotine, or less than 0.0001%, or even 0% by weight of nicotine, calculated as the free base.
  • the active ingredient comprises a nicotine component (e.g., any product or composition of the disclosure, in addition to comprising any active ingredient or combination of active ingredients as disclosed herein, may further comprise a nicotine component).
  • the active ingredient comprises a combination of nicotine and ginseng.
  • the active ingredient comprises a combination of nicotine and caffeine.
  • the active ingredient comprises a combination of nicotine and guarana.
  • the active ingredient comprises one or more cannabinoids.
  • cannabinoid refers to a class of diverse natural or synthetic chemical compounds that acts on cannabinoid receptors (i.e., CB1 and CB2) in cells that alter neurotransmitter release in the brain.
  • Cannabinoids are cyclic molecules exhibiting particular properties such as the ability to easily cross the blood-brain barrier.
  • Cannabinoids may be naturally occurring (Phytocannabinoids) from plants such as cannabis, (endocannabinoids) from animals, or artificially manufactured (synthetic cannabinoids).
  • Cannabis species express at least 85 different phytocannabinoids, and these may be divided into subclasses, including cannabigerols, cannabichromenes, cannabidiols, tetrahydrocannabinols, cannabinols and cannabinodiols, and other cannabinoids, such as cannabigerol (CBG), cannabichromene (CBC), cannabidiol (CBD), tetrahydrocannabinol (THC), cannabinol (CBN) and cannabinodiol (CBDL), cannabicyclol (CBL), cannabivarin (CBV), tetrahydrocannabivarin (THCV), cannabidivarin (CBDV), cannabichromevarin (CBCV), cannabigerovarin (CBGV), cannabigerol monomethyl ether (CBGM), cannabinerolic acid, can
  • the cannabinoid is selected from the group consisting of cannabigerol (CBG), cannabichromene (CBC), cannabidiol (CBD), tetrahydrocannabinol (THC), cannabinol (CBN) and cannabinodiol (CBDL), cannabicyclol (CBL), cannabivarin (CBV), tetrahydrocannabivarin (THCV), cannabidivarin (CBDV), cannabichromevarin (CBCV), cannabigerovarin (CBGV), cannabigerol monomethyl ether (CBGM), cannabinerolic acid, cannabidiolic acid (CBDA), Cannabinol propyl variant (CBNV), cannabitriol (CBO), tetrahydrocannabmolic acid (THCA), tetrahydrocannabivarinic acid (THCV A), and mixtures thereof.
  • CBG
  • the cannabinoid comprises at least tetrahydrocannabinol (THC). In some embodiments, the cannabinoid is tetrahydrocannabinol (THC). In some embodiments, the cannabinoid comprises at least cannabidiol (CBD). In some embodiments, the cannabinoid is cannabidiol (CBD). In some embodiments, the CBD is synthetic CBD. Notably, CBD has a logP value of about 6.5, making it insoluble in an aqueous environment (e.g., saliva).
  • the cannabinoid e.g., CBD
  • an isolate is an extract from a plant, such as cannabis, where the active material of interest (in this case the cannabinoid, such as CBD) is present in a high degree of purity, for example greater than 95%, greater than 96%, greater than 97%, greater than 98%, or around 99% purity.
  • the cannabinoid is an isolate of CBD in a high degree of purity, and the amount of any other cannabinoid in the oral product is no greater than about 1% by weight of the oral product, such as no greater than about 0.5% by weight of the oral product, such as no greater than about 0.1% by weight of the oral product, such as no greater than about 0.01% by weight of the oral product.
  • cannabinoid and the particular percentages thereof which may be present within the disclosed oral product will vary depending upon the desired flavor, texture, and other characteristics of the oral product.
  • the cannabinoid (such as CBD) is present in the composition in a concentration of at least about 0.001% by weight of the oral product, such as in a range from about 0.001% to about 2% by weight of the oral product. In some embodiments, the cannabinoid (such as CBD) is present in the composition in a concentration of from about 0.1% to about 1.5% by weight, based on the total weight of the composition. In some embodiments, the cannabinoid (such as CBD) is present in a concentration from about 0.4% to about 1.5% by weight, based on the total weight of the oral composition.
  • the active ingredient may include a cannabimimetic, which is a class of compounds derived from plants other than cannabis that have biological effects on the endocannabinoid system similar to cannabinoids.
  • cannabimimetic is a class of compounds derived from plants other than cannabis that have biological effects on the endocannabinoid system similar to cannabinoids. Examples include yangonin, alpha-amyrin or beta-amyrin (also classified as terpenes), cyanidin, curcumin (tumeric), catechin, quercetin, salvinorin A, N- acylethanolamines, and N-alkylamide lipids. Such compounds can be used in the same amounts and ratios noted herein for cannabinoids.
  • Active ingredients suitable for use in the present disclosure can also be classified as terpenes, many of which are associated with biological effects, such as calming effects.
  • Terpenes are understood to have the general formula of (C5H 8 ) n and include monoterpenes, sesquiterpenes, and diterpenes.
  • Terpenes can be acyclic, monocyclic or bicyclic in structure. Some terpenes provide an entourage effect when used in combination with cannabinoids or cannabimimetics.
  • Examples include beta-caryophyllene, linalool, limonene, beta-citronellol, linalyl acetate, pinene (alpha or beta), geraniol, carvone, eucalyptol, menthone, iso-menthone, piperitone, myrcene, beta-bourbonene, and germacrene, which may be used singly or in combination.
  • the terpene is a terpene derivable from a phytocannabinoid producing plant, such as a plant from the stain of the cannabis sativa species, such as hemp.
  • Suitable terpenes in this regard include so-called “CIO” terpenes, which are those terpenes comprising 10 carbon atoms, and so-called “05” terpenes, which are those terpenes comprising 15 carbon atoms.
  • the active ingredient comprises more than one terpene.
  • the active ingredient may comprise one, two, three, four, five, six, seven, eight, nine, ten or more terpenes as defined herein.
  • the terpene is selected from pinene (alpha and beta), geraniol, linalool, limonene, carvone, eucalyptol, menthone, iso- menthone, piperitone, myrcene, beta-bourbonene, germacrene and mixtures thereof.
  • the pharmaceutical ingredient can be any known agent adapted for therapeutic, prophylactic, or diagnostic use. These can include, for example, synthetic organic compounds, proteins and peptides, polysaccharides and other sugars, lipids, inorganic compounds, and nucleic acid sequences, having therapeutic, prophylactic, or diagnostic activity.
  • Non-limiting examples of pharmaceutical ingredients include analgesics and antipyretics (e.g., acetylsalicylic acid, acetaminophen, 3-(4-isobutylphenyl)propanoic acid).
  • the composition as disclosed herein comprises a basic amine, such as may be present in an active ingredient.
  • basic amine is meant a molecule including at least one basic amine functional group. Examples of basic amines include, but are not limited to, alkaloids.
  • basic amine functional group is meant a group containing a nitrogen atom having a lone pair of electrons. The basic amine functional group is attached to or incorporated within the molecule through one or more covalent bonds to the said nitrogen atom.
  • the basic amine may be a primary, secondary, or tertiary amine, meaning the nitrogen bears one, two, or three covalent bonds to carbon atoms.
  • basic meaning the lone electron pair is available for hydrogen bonding.
  • the basicity (i.e., the electron density on the nitrogen atom and consequently the availability and strength of hydrogen bonding to the nitrogen atom) of the basic amine may be influenced by the nature of neighboring atoms, the steric bulk of the molecule, and the like.
  • the basic amine when present, the basic amine is released from the composition and absorbed through the oral mucosa, thereby entering the blood stream, where it is circulated systemically.
  • the basic amine is present in or as an active ingredient in the composition, as described herein below.
  • the basic amine is nicotine or a nicotine component.
  • nicotine component is meant any suitable form of nicotine (e.g., free base, salt, or ion pair) for providing oral absorption of at least a portion of the nicotine present. Nicotine is released from the composition and absorbed through the oral mucosa, thereby entering the blood stream, where it is circulated systemically.
  • the nicotine component is selected from the group consisting of nicotine free base, nicotine as an ion pair, and a nicotine salt.
  • at least a portion of the nicotine is in its free base form.
  • at least a portion of the nicotine is present as a nicotine salt, or at least a portion of the nicotine is present as an ion pair with at least a portion of an organic acid or the conjugate base thereof, as disclosed herein below.
  • the composition comprises a basic amine as described herein above.
  • at least a portion of the basic amine is associated with at least a portion of the organic acid or the alkali metal salt thereof, each as described herein below.
  • the association may be in the form of a basic amine-organic acid salt, an ion pair between the basic amine and a conjugate base of the organic acid, or both.
  • the basic amine present in the composition can exist in multiple forms, including ion paired, in solution (i.e., fully solvated), as the free base, as a cation, as a salt, or any combination thereof.
  • the association between the basic amine and at least a portion of the organic acid or the alkali metal salt thereof is in the form of an ion pair between the basic amine and a conjugate base of the organic acid.
  • Ion pairing describes the partial association of oppositely charged ions in relatively concentrated solutions to form distinct chemical species called ion pairs.
  • the strength of the association depends on the electrostatic force of attraction between the positive and negative ions (i.e., a protonated basic amine such as nicotine, and the conjugate base of the organic acid).
  • conjugate base is meant the base resulting from deprotonation of the corresponding acid (e.g., benzoate is the conjugate base of benzoic acid).
  • benzoate is the conjugate base of benzoic acid
  • the basic amine for example nicotine
  • the conjugate base of the organic acid exist at least partially in the form of an ion pair.
  • ion pairing may minimize chemical degradation of the basic amine and/or enhance the oral availability of the basic amine (e.g., nicotine).
  • alkaline pH values e.g., such as from about 7.5 to about 9
  • certain basic amines, for example nicotine are largely present in the free base form, which has relatively low water solubility, and low stability with respect to evaporation and oxidative decomposition, but high mucosal availability.
  • Lipophilicity is conveniently measured in terms of logP, the partition coefficient of a molecule between a lipophilic phase and an aqueous phase, usually octanol and water, respectively.
  • An octanol-water partitioning favoring distribution of a basic amine- organic acid ion pair into octanol is predictive of good absorption of the basic amine present in the composition through the oral mucosa.
  • the extent of ion pairing in the disclosed composition may vary based on, for example, pH, the nature of the organic acid, the concentration of basic amine, the concentration of the organic acid or conjugate base of the organic acid present in the composition, the moisture content of the composition, the ionic strength of the composition, and the like.
  • ion pairing is an equilibrium process influenced by the foregoing variables. Accordingly, quantification of the extent of ion pairing is difficult or impossible by calculation or direct observation.
  • the presence of ion pairing may be demonstrated through surrogate measures such as partitioning of the basic amine between octanol and water or membrane permeation of aqueous solutions of the basic amine plus organic acids and/or their conjugate bases.
  • the composition as described herein comprises an organic acid.
  • organic acid refers to an organic (i.e., carbon-based) compound that is characterized by acidic properties.
  • organic acids are relatively weak acids (i.e., they do not dissociate completely in the presence of water), such as carboxylic acids (-CO2H) or sulfonic acids (-SO2OH).
  • reference to organic acid means an organic acid that is intentionally added.
  • an organic acid may be intentionally added as a specific composition ingredient as opposed to merely being inherently present as a component of another composition ingredient (e.g., the small amount of organic acid which may inherently be present in a composition ingredient, such as a tobacco material).
  • the organic acid is present in the form of a salt or ion pair with a basic amine (e.g., nicotine).
  • a basic amine e.g., nicotine
  • Suitable organic acids will typically have a range of lipophilicitie s (i.e., a polarity giving an appropriate balance of water and organic solubility).
  • lipophilicities of suitable organic acids, as indicated by logP will vary between about 1 and about 12 (more soluble in octanol than in water).
  • the organic acid has a logP value of from about 3 to about 12, e.g., from about 3.0, about 3.5, about 4.0, about 4.5, about 5.0, about 5.5, about 6.0, about 6.5, about 7.0, about 7.5, or about 8.0, to about 8.5, about 9.0, about 9.5, about 10.0, about 10.5, about 11.0, about 11.5, or about 12.0.
  • lipophilicities of suitable organic acids, as indicated by logP will vary between about 1.4 and about 4.5 (more soluble in octanol than in water).
  • the organic acid has a logP value of from about 1.5 to about 4.0, e.g., from about 1.5, about 2.0, about 2.5, or about 3.0, to about 3.5, about 4.0, about 4.5, or about 5.0.
  • Particularly suitable organic acids have a logP value of from about 1.7 to about 4, such as from about 2.0, about 2.5, or about 3.0, to about 3.5, or about 4.0.
  • the organic acid has a logP value of about 2.5 to about 3.5.
  • organic acids outside this range may also be utilized for various purposes and in various amounts, as described further herein below.
  • the organic acid may have a logP value of greater than about 4.5, such as from about 4.5 to about 12.0.
  • the presence of certain solvents or solubilizing agents may extend the range of lipophilicity (i.e., values of logP higher than 4.5, such as from about 4.5 to about 12.0).
  • the organic acid is a carboxylic acid or a sulfonic acid.
  • the carboxylic acid or sulfonic acid functional group may be attached to any alkyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl group having, for example, from one to twenty carbon atoms (C1-C20).
  • the organic acid is an alkyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl carboxylic or sulfonic acid.
  • alkyl refers to any straight chain or branched chain hydrocarbon.
  • the alkyl group may be saturated (i.e., having all sp 3 carbon atoms), or may be unsaturated (i.e., having at least one site of unsaturation).
  • unsaturated refers to the presence of a carbon-carbon, sp 2 double bond in one or more positions within the alkyl group.
  • Unsaturated alkyl groups may be mono- or polyunsaturated.
  • Representative straight chain alkyl groups include, but are not limited to, methyl, ethyl, n- propyl, n-butyl, n-pentyl, and n-hexyl.
  • Branched chain alkyl groups include, but are not limited to, isopropyl, sec-butyl, isobutyl, tert-butyl, isopentyl, and 2-methylbutyl.
  • Representative unsaturated alkyl groups include, but are not limited to, ethylene or vinyl, allyl, 1-butenyl, 2-butenyl, isobutylenyl, 1-pentenyl, 2-pentenyl, 3 -methyl- 1-butenyl, 2-methyl-2-butenyl, 2,3-dimethyl-2-butenyl, and the like.
  • An alkyl group can be unsubstituted or substituted.
  • Cycloalkyl refers to a carbocyclic group, which may be mono- or bicyclic. Cycloalkyl groups include rings having 3 to 7 carbon atoms as a monocycle or 7 to 12 carbon atoms as a bicycle. Examples of monocyclic cycloalkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl. A cycloalkyl group can be unsubstituted or substituted, and may include one or more sites of unsaturation (e.g., cyclopentenyl or cyclohexenyl).
  • aryl refers to a carbocyclic aromatic group. Examples of aryl groups include, but are not limited to, phenyl and naphthyl. An aryl group can be unsubstituted or substituted.
  • Heteroaryl and “heterocycloalkyl” as used herein refer to an aromatic or non-aromatic ring system, respectively, in which one or more ring atoms is a heteroatom, e.g. nitrogen, oxygen, and sulfur.
  • the heteroaryl or heterocycloalkyl group comprises up to 20 carbon atoms and from 1 to 3 heteroatoms selected from N, O, and S.
  • a heteroaryl or heterocycloalkyl may be a monocycle having 3 to 7 ring members (for example, 2 to 6 carbon atoms and 1 to 3 heteroatoms selected from N, O, and S) or a bicycle having 7 to 10 ring members (for example, 4 to 9 carbon atoms and 1 to 3 heteroatoms selected from N, O, and S), for example: a bicyclo[4,5], [5,5], [5,6], or [6,6] system.
  • heteroaryl groups include by way of example and not limitation, pyridyl, thiazolyl, tetrahydrothiophenyl, pyrimidinyl, furanyl, thienyl, pyrrolyl, pyrazolyl, imidazolyl, tetrazolyl, benzofuranyl, thianaphthalenyl, indolyl, indolenyl, quinolinyl, isoquinolinyl, benzimidazolyl, isoxazolyl, pyrazinyl, pyridazinyl, indolizinyl, isoindolyl, 3H-indolyl, 1H- indazolyl, purinyl, 4H-quinolizinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, pteridinyl, 4aH-car
  • heterocycloalkyls include by way of example and not limitation, dihydroypyridyl, tetrahydropyridyl (piperidyl), tetrahydrothiophenyl, piperidinyl, 4-piperidonyl, pyrrolidinyl, 2-pyrrolidonyl, tetrahydrofuranyl, tetrahydropyranyl, bis-tetrahydropyranyl, tetrahydroquinolinyl, tetrahydroisoquinolinyl, decahydroquinolinyl, octahydroisoquinolinyl, piperazinyl, quinuclidinyl, and morpholinyl. Heteroaryl and heterocycloalkyl groups can be unsubstituted or substituted.
  • Substituted as used herein and as applied to any of the above alkyl, aryl, cycloalkyl, heteroaryl, heterocyclyl, means that one or more hydrogen atoms are each independently replaced with a substituent.
  • a group is described as “optionally substituted,” that group can be substituted with one or more of the above substituents, independently selected for each occasion.
  • the substituent may be one or more methyl groups or one or more hydroxyl groups.
  • the organic acid is an alkyl carboxylic acid.
  • alkyl carboxylic acids include formic acid, acetic acid, propionic acid, butyric acid, valeric acid, caproic acid, heptanoic acid, octanoic acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, stearic acid, oleic acid, linoleic acid, linolenic acid, and the like.
  • the organic acid is an alkyl sulfonic acid.
  • alkyl sulfonic acids include propanesulfonic acid, heptanesulfonic acid, and octanesulfonic acid.
  • the alkyl carboxylic or sulfonic acid is substituted with one or more hydroxyl groups.
  • Non-limiting examples include glycolic acid, 4-hydroxybutyric acid, and lactic acid.
  • an organic acid may include more than one carboxylic acid group or more than one sulfonic acid group (e.g., two, three, or more carboxylic acid groups).
  • Non-limiting examples include oxalic acid, fumaric acid, maleic acid, and glutaric acid.
  • organic acids containing multiple carboxylic acids e.g., from two to four carboxylic acid groups
  • one or more of the carboxylic acid groups may be esterified.
  • Non-limiting examples include succinic acid monoethyl ester, monomethyl fumarate, monomethyl or dimethyl citrate, and the like.
  • the organic acid may include more than one carboxylic acid group and one or more hydroxyl groups.
  • Non-limiting examples of such acids include tartaric acid, citric acid, and the like.
  • the organic acid is an aryl carboxylic acid or an aryl sulfonic acid.
  • aryl carboxylic and sulfonic acids include benzoic acid, toluic acids, salicylic acid, benzenesulfonic acid, and /Holucncsulfonic acid.
  • organic acids which may be useful in certain embodiments include 2,2-dichloroacetic acid, 2 -hydroxy ethanesulfonic acid, 2-oxoglutaric acid, 4-acetamidobenzoic acid, 4- aminosalicylic acid, adipic acid, ascorbic acid (L), aspartic acid (L), alpha-methylbutyric acid, camphoric acid (+), camphor-10-sulfonic acid (+), cinnamic acid, cyclamic acid, dodecylsulfuric acid, ethane-1, 2- disulfonic acid, ethanesulfonic acid, furoic acid, galactaric acid, gentisic acid, glucoheptonic acid, gluconic acid, glucuronic acid, glutamic acid, glycerophosphoric acid, glycolic acid, hippuric acid, isobutyric acid, isovaleric acid, lactobionic acid, lauric acid, levulinic acid, malic
  • suitable acids include, but are not limited to, the list of organic acids in Table 1. Table 1.
  • suitable organic acids include, but are not limited to, the list of organic acids in Table 1. Table 1.
  • suitable organic acids include, but are not limited to, the list of organic acids in Table 1. Table 1.
  • the organic acid is benzoic acid, a toluic acid, benzenesulfonic acid, toluenesulfonic acid, hexanoic acid, heptanoic acid, decanoic acid, or octanoic acid.
  • the organic acid is benzoic acid, octanoic acid, or decanoic acid.
  • the organic acid is octanoic acid.
  • the organic acid is a mono ester of a di- or poly -acid, such as mono-octyl succinate, mono-octyl fumarate, or the like.
  • the organic acid is a mono ester of a dicarboxylic acid or a poly-carboxylic acid.
  • the dicarboxylic acid is malonic acid, succinic acid, glutaric acid, adipic acid, fumaric acid, maleic acid, or a combination thereof.
  • the dicarboxylic acid is succinic acid, glutaric acid, fumaric acid, maleic acid, or a combination thereof.
  • the dicarboxylic acid is succinic acid, glutaric acid, or a combination thereof.
  • the alcohol forming the mono ester of the dicarboxylic acid is a lipophilic alcohol.
  • suitable lipophilic alcohols include, but are not limited to, octanol, menthol, and tocopherol.
  • the organic acid is an octyl mono ester of a dicarboxylic acid, such as monooctyl succinate, monooctyl fumarate, or the like.
  • the organic acid is a monomenthyl ester of a dicarboxylic acid.
  • Certain menthyl esters may be desirable in oral compositions as described herein by virtue of the cooling sensation they may provide upon use of the product comprising the composition.
  • the organic acid is monomenthyl succinate, monomenthyl fumarate, monomenthyl glutarate, or a combination thereof.
  • the organic acid is a monotocopheryl ester of a dicarboxylic acid. Certain tocopheryl esters may be desirable in oral compositions as described herein by virtue of the antioxidant effects they may provide.
  • the organic acid is tocopheryl succinate, tocopheryl fumarate, tocopheryl glutarate, or a combination thereof.
  • the organic acid is a carotenoid derivative having one or more carboxylic acids.
  • Carotenoids are tetraterpenes, meaning that they are produced from 8 isoprene molecules and contain 40 carbon atoms. Accordingly, they are usually lipophilic due to the presence of long unsaturated aliphatic chains, and are generally yellow, orange, or red in color.
  • Certain carotenoid derivatives can be advantageous in oral compositions by virtue of providing both ion pairing and serving as a colorant in the composition.
  • the organic acid is 2f?,4f?,6f?,8f?,10f?,12f?,14f?,16Z,18£)-20-methoxy- 4,8,13,17-tetramethyl-20-oxoicosa-2,4,6,8,10,12,14,16,18-nonaenoic acid (bixin) or an isomer thereof.
  • Bixin is an apocarotenoid found in annatto seeds from the achiote tree ( Bixa orellana), and is the naturally occurring pigment providing the reddish orange color to annatto.
  • Bixin is soluble in fats and alcohols but insoluble in water, and is chemically unstable when isolated, converting via isomerization into the double bond isomer, trans- bixin (b-bixin), having the structure:
  • the organic acid is (2E,4E,6E E, 10E, 12E, 14E, ⁇ 6E, 18£)-4,8, 13, 17- tetramethylicosa-2 4,6,8,10, 12,14, 16, 18-nonaenedioic acid (norbixin), a water soluble hydrolysis product of bixin having the structure:
  • organic acid may further depend on additional properties in addition to or without consideration to the logP value.
  • an organic acid should be one recognized as safe for human consumption, and which has acceptable flavor, odor, volatility, stability, and the like. Determination of appropriate organic acids is within the purview of one of skill in the art.
  • more than one organic acid may be present.
  • the composition may comprise two, or three, or four, or more organic acids.
  • an organic acid contemplates mixtures of two or more organic acids.
  • the relative amounts of the multiple organic acids may vary.
  • a composition may comprise equal amounts of two, or three, or more organic acids, or may comprise different relative amounts.
  • certain organic acids e.g., citric acid or myristic acid
  • it is possible to include certain organic acids e.g., citric acid or myristic acid which have a logP value outside the desired range, when combined with other organic acids to provide the desired average logP range for the combination.
  • organic acids in the composition which have logP values outside the desired range for purposes such as, but not limited to, providing desirable organoleptic properties, stability, as flavor components, and the like.
  • certain lipophilic organic acids have undesirable flavor and or aroma characteristics which would preclude their presence as the sole organic acid (e.g., in equimolar or greater quantities relative to a basic amine containing active ingredient, such as nicotine).
  • a combination of different organic acids may provide the desired attributes to the composition, while the concentration of any single organic acid in the composition remains below the threshold which would be found objectionable from a sensory perspective.
  • the organic acid may comprise from about 1 to about 5 or more molar equivalents of benzoic acid relative to a basic amine-containing active ingredient (e.g., nicotine), combined with e.g., about 0.2 molar equivalents of octanoic acid or a salt thereof, and 0.2 molar equivalents of decanoic acid or a salt thereof.
  • a basic amine-containing active ingredient e.g., nicotine
  • the organic acid is a combination of any two organic acids selected from the group consisting of benzoic acid, a toluic acid, benzenesulfonic acid, toluenesulfonic acid, hexanoic acid, heptanoic acid, decanoic acid, and octanoic acid.
  • the organic acid is a combination of benzoic acid, octanoic acid, and decanoic acid, or benzoic and octanoic acid.
  • the composition comprises citric acid in addition to one or more of benzoic acid, a toluic acid, benzenesulfonic acid, toluenesulfonic acid, hexanoic acid, heptanoic acid, decanoic acid, and octanoic acid.
  • the composition comprises an alkali metal salt of an organic acid.
  • the organic acid may be present in the composition in the form of an alkali metal salt.
  • Suitable alkali metal salts include lithium, sodium, and potassium.
  • the alkali metal is sodium or potassium.
  • the alkali metal is sodium.
  • the composition comprises an organic acid and a sodium salt of the organic acid.
  • the composition comprises benzoic acid and sodium benzoate, octanoic acid and sodium octanoate, decanoic acid and sodium decanoate, or a combination thereof. In some embodiments, the composition comprises benzoic acid and sodium benzoate.
  • the ratio of the organic acid to the sodium salt of the organic acid is from about 0.1 to about 10, such as from about 0.1, about 0.25, about 0.3, about 0.5, about 0.75, or about 1, to about 2, about 5, or about 10.
  • both an organic acid and the sodium salt thereof are added to the other components of the composition, wherein the organic acid is added in excess of the sodium salt, in equimolar quantities with the sodium salt, or as a fraction of the sodium salt.
  • the relative amounts will be determined by the desired pH of the composition, as well as the desired ionic strength.
  • the organic acid may be added in a quantity to provide a desired pH level of the composition, while the alkali metal (e.g., sodium) salt is added in a quantity to provide the desired extent of ion pairing.
  • the quantity of organic acid (i.e., the protonated form) present in the composition, relative to the alkali metal salt or conjugate base form present in the composition will vary according to the pH of the composition and the pKa of the organic acid, as well as according to the actual relative quantities initially added to the composition.
  • the amount of organic acid or an alkali metal salt thereof present in the composition, relative to a basic amine-containing active ingredient (e.g., nicotine) may vary.
  • the percent of basic amine-containing active ingredient (e.g., nicotine) that is ion paired with the organic acid increases.
  • the composition comprises from about 0.05, about 0.1, about 1, about 1.5, about 2, or about 5, to about 10, about 15, or about 20 molar equivalents of the organic acid, the alkali metal salt thereof, or the combination thereof, relative to the basic amine-containing active ingredient (e.g., nicotine), calculated as the free base amine-containing active ingredient.
  • the basic amine-containing active ingredient e.g., nicotine
  • the composition comprises from about 2 to about 10, or from about 2 to about 5 molar equivalents of the organic acid, the alkali metal salt thereof, or the combination thereof, to nicotine, on a free-base nicotine basis.
  • the organic acid, the alkali metal salt thereof, or the combination thereof is present in a molar ratio with the nicotine from about 2, about 3, about 4, or about 5, to about 6, about 7, about 8, about 9, or about 10.
  • more than one organic acid, alkali metal salt thereof, or both, are present, it is to be understood that such molar ratios reflect the totality of the organic acids present.
  • the organic acid inclusion is sufficient to provide a composition pH of from about 4.0 to about 9.5, such as from about 4.0 to about 9.0, or from about 4.0 to about 8.5, or from about 4.0 to about 8.0, or from about 4.5 to about 7.5, or from about 4.5 to about 7.0, or from about 5.5 to about 7.0, or from about 4.0 to about 5.5, or from about 7.0 to about 9.5.
  • the organic acid inclusion is sufficient to provide a composition pH of about 4.0, about 4.5, about 5.0, about 5.5, about 6.0, about 6.5, about 7.0, about 7.5, about 8.0, about 8.5, or about 9.0.
  • the organic acid inclusion is sufficient to provide a composition pH of from about 4.5 to about 6.5, for example, from about 4.5, about 5.0, or about 5.5, to about 6.0, or about 6.5.
  • the organic acid is provided in a quantity sufficient to provide a pH of the composition of from about 5.5 to about 6.5, for example, from about 5.5, about 5.6, about 5.7, about 5.8, about 5.9, or about 6.0, to about 6.1, about 6.2, about 6.3, about 6.4, or about 6.5.
  • a mineral acid e.g., hydrochloric acid, sulfuric acid, phosphoric acid, or the like
  • hydrochloric acid e.g., hydrochloric acid, sulfuric acid, phosphoric acid, or the like
  • the organic acid is added as the free acid, either neat (i.e., native solid or liquid form) or as a solution in, e.g., water, to the other composition components.
  • the alkali metal salt of the organic acid is added, either neat or as a solution in, e.g., water, to the other composition components.
  • the organic acid and the amine-containing active ingredient e.g., nicotine
  • the organic acid and the amine-containing active ingredient are combined to form a salt, either before addition to the composition, or the salt is formed within and is present in the composition as such.
  • the organic acid and amine- containing active ingredient e.g., nicotine
  • the composition further comprises a solubility enhancer to increase the solubility of one or more of the organic acid or salt thereof.
  • Suitable solubility enhancers include, but are not limited to, humectants as described herein such as glycerol or propylene glycol.
  • the composition comprises an active ingredient as disclosed herein, wherein the active ingredient is characterized as bleached.
  • a bleached active ingredient may be desirable e.g., to prevent tooth discoloration during use of the oral product, or so that any residue remaining in the mouth of the user after use of the product is less visible, and is less likely to cause staining of fibrous materials, such as clothing, that may contact the residue.
  • bleached active ingredient is meant an active ingredient (e.g., a botanical material or derivative thereof), which, in its natural state possesses a color, and which has been treated to reduce or eliminate the color.
  • color is meant the characteristic of human visual perception described through color categories, with names such as red, blue, yellow (primary colors) or brown, orange, green, purple, and the like, resulting from combinations of primary colors.
  • This perception of color derives from the stimulation of cone cells in the human eye by electromagnetic radiation in the visible spectrum, associated with objects through the wavelength of the light that is reflected from them. This reflection is governed by the object's physical properties such as e.g., absorption and emission spectra across the electromagnetic spectrum.
  • Certain active ingredients by virtue of naturally occurring chemical compounds therein which reflect light in the visible range of the electromagnetic spectrum, impart a color to the active ingredient (e.g., chlorophyll or pigment decomposition products in certain botanical materials, responsible for green color and brown colors, respectively).
  • a color e.g., chlorophyll or pigment decomposition products in certain botanical materials, responsible for green color and brown colors, respectively.
  • Such chemical compounds, or a portion thereof, which are responsible for the color of the active ingredient may be chemically altered or removed by various treatments.
  • the treatment is effective to eliminate at least 70% of the chemicals present in the active ingredient having maximum transmission of wavelengths in the visible range of the electromagnetic spectrum, based on the weight of the naturally occurring compounds. For example, such treatment may be effective to remove 70%, 80%, 90%, 95%, 99%, or even 100% of the naturally occurring compounds responsible for the visible color of the active ingredient.
  • the treatment for bleaching includes extraction, chemical bleaching, or a combination thereof.
  • One particularly suitable extraction method is supercritical carbon dioxide (CO2) extraction.
  • CO2 supercritical carbon dioxide
  • Methods of chemical bleaching of e.g., botanical materials, including tobacco, are known, and include as non-limiting examples, treatment with hydrogen peroxide, ozone, or other oxidizing agents.
  • bleached active ingredients e.g., a bleached botanical or tobacco material
  • bleached active ingredients may be produced by various whitening methods using various bleaching or oxidizing agents.
  • Example oxidizing agents include peroxides (e.g., hydrogen peroxide), chlorite salts, chlorate salts, perchlorate salts, hypochlorite salts, ozone, ammonia, potassium permanganate, and combinations thereof.
  • Oxidation catalysts can be used.
  • Example oxidation catalysts are titanium dioxide, manganese dioxide, and combinations thereof.
  • the bleached active agent, or the composition or product comprising the bleached active agent can have an ISO brightness of at least about 50%, at least about 60%, at least about 65%, at least about 70%, at least about 75%, or at least about 80%. In some embodiments, the bleached active agent or the composition or product comprising the bleached active agent, can have an ISO brightness in the range of about 50% to about 90%, about 55% to about 75%, or about 60% to about 70%. ISO brightness can be measured according to ISO 3688:1999 or ISO 2470-1:2016.
  • the bleached active agent can be characterized as lightened in color (e.g., "whitened") in comparison to an untreated active agent.
  • White colors are often defined with reference to the International Commission on Illumination's (CIE's) chromaticity diagram.
  • CIE's International Commission on Illumination's
  • the bleached active agent or the composition or product comprising the bleached active agent can, in certain embodiments, be characterized as closer on the chromaticity diagram to pure white than an untreated active agent or composition or product comprising an untreated active agent.
  • CIE Commission Internationale de l'Eclairage
  • the composition comprises a flavoring agent.
  • a flavoring agent or “flavorant” is any flavorful or aromatic substance capable of altering the sensory characteristics associated with the oral product. Examples of sensory characteristics that can be modified by the flavoring agent include taste, mouthfeel, moistness, coolness/heat, and/or fragrance/aroma. Flavoring agents may be natural or synthetic, and the character of the flavors imparted thereby may be described, without limitation, as fresh, sweet, herbal, confectionary, floral, fruity, or spicy.
  • flavors include, but are not limited to, vanilla, coffee, chocolate/cocoa, cream, mint, spearmint, menthol, peppermint, wintergreen, eucalyptus, lavender, cardamon, nutmeg, cinnamon, clove, cascarilla, sandalwood, honey, jasmine, ginger, anise, sage, licorice, lemon, orange, apple, peach, lime, cherry, strawberry, trigeminal sensates, terpenes and any combinations thereof. See also, Leffingwell et al, Tobacco Flavoring for Smoking Products, R. J. Reynolds Tobacco Company (1972), which is incorporated herein by reference.
  • Flavoring agents also may include components that are considered moistening, cooling or smoothening agents, such as eucalyptus. These flavors may be provided neat (i.e., alone) or in a composite, and may be employed as concentrates or flavor packages (e.g., spearmint and menthol, orange and cinnamon; lime, pineapple, and the like). Representative types of components also are set forth in US Pat. No. 5,387,416 to White et al.; US Pat. App. Pub. No. 2005/0244521 to Strickland et al.; and PCT Application Pub. No. WO 05/041699 to Quinter et al., each of which is incorporated herein by reference. In some instances, the flavoring agent may be provided in a spray -dried form or a liquid form.
  • the amount of flavoring agent utilized in the composition can vary, but is typically up to about 10% by weight, and certain embodiments are characterized by a flavoring agent content of at least about 0.1% by weight, such as about 0.5 to about 10%, about 1 to about 5%, or about 2 to about 4% weight, based on the total weight of the composition.
  • the composition may include one or more taste modifying agents ("taste modifiers") which may serve to mask, alter, block, or improve e.g., the flavor of a composition as described herein.
  • taste modifiers include analgesic or anesthetic herbs, spices, and flavors which produce a perceived cooling (e.g., menthol, eucalyptus, mint), warming (e.g., cinnamon), or painful (e.g., capsaicin) sensation.
  • Certain taste modifiers fall into more than one overlapping category.
  • the taste modifier modifies one or more of bitter, sweet, salty, or sour tastes.
  • the taste modifier targets pain receptors.
  • the composition comprises an active ingredient having a bitter taste, and a taste modifier which masks or blocks the perception of the bitter taste.
  • the taste modifier is a substance which targets pain receptors (e.g., vanilloid receptors) in the user's mouth to mask e.g., a bitter taste of another component (e.g., an active ingredient).
  • the taste modifier is capsaicin.
  • the taste modifier is the amino acid gamma-amino butyric acid (GABA), referenced herein above with respect to amino acids.
  • GABA amino acid gamma-amino butyric acid
  • the composition comprises caffeine and GABA.
  • the taste modifier is adenosine monophosphate (AMP).
  • AMP is a naturally occurring nucleotide substance which can block bitter food flavors or enhance sweetness. It does not directly alter the bitter flavor, but may alter human perception of "bitter” by blocking the associated receptor.
  • the taste modifier is lactisole.
  • Lactisole is an antagonist of sweet taste receptors. Temporarily blocking sweetness receptors may accentuate e.g., savory notes.
  • a representative amount of taste modifier is about 0.01% by weight or more, about 0.1% by weight or more, or about 1.0% by weight or more, but will typically make up less than about 10% by weight of the total weight of the composition, (e.g., from about 0.01%, about 0.05%, about 0.1%, or about 0.5%, to about 1%, about 5%, or about 10% by weight of the total weight of the composition).
  • the composition comprises a salt (e.g., an alkali metal salt), typically employed in an amount sufficient to provide desired sensory attributes to the composition.
  • a salt e.g., an alkali metal salt
  • suitable salts include sodium chloride, potassium chloride, ammonium chloride, flour salt, sodium acetate, sodium citrate, and the like.
  • the salt is sodium chloride, ammonium chloride, or a combination thereof.
  • a representative amount of salt is about 0.5% by weight or more, about 1.0% by weight or more, or about 1.5% by weight or more, but will typically make up about 10% or less of the total weight of the composition, or about 7.5% or less, or about 5% or less (e.g., from about 0.5 to about 5% by weight).
  • sweeteners may be added.
  • the sweeteners can be any sweetener or combination of sweeteners, in natural or artificial form, or as a combination of natural and artificial sweeteners.
  • natural sweeteners include fructose, sucrose, glucose, maltose, isomaltulose, mannose, galactose, lactose, stevia, honey, and the like.
  • artificial sweeteners include sucralose, maltodextrin, saccharin, aspartame, acesulfame K, neotame, and the like.
  • the sweetener comprises one or more sugar alcohols.
  • Sugar alcohols are polyols derived from monosaccharides or disaccharides that have a partially or fully hydrogenated form.
  • Sugar alcohols have, for example, about 4 to about 20 carbon atoms and include erythritol, arabitol, ribitol, isomalt, maltitol, dulcitol, iditol, mannitol, xylitol, lactitol, sorbitol, and combinations thereof (e.g., hydrogenated starch hydrolysates).
  • the sweetener is xylitol, sucralose, or a combination thereof.
  • a sweetener or combination of sweeteners may make up from about 0.1 to about 20% or more of the of the composition by weight, for example, from about 0.1 to about 1%, from about 1 to about 5%, from about 5 to about 10%, or from about 10 to about 20% by weight, based on the total weight of the composition.
  • a combination of sweeteners is present at a concentration of from about 1% to about 3% by weight of the composition.
  • the water content of the composition may vary according to the desired properties.
  • the composition is less than about 15% by weight of water, and generally is from about 0.1 to about 10% by weight of water, for example, from about 0.1 to about 1, about 1 to about 10, or about 1 to about 5% by weight, based on the total weight of the composition.
  • the composition of the present disclosure can comprise pH adjusters or buffering agents.
  • pH adjusters and buffering agents that can be used include, but are not limited to, metal hydroxides (e.g., alkali metal hydroxides such as sodium hydroxide and potassium hydroxide), and other alkali metal buffers such as metal carbonates (e.g., potassium carbonate or sodium carbonate), or metal bicarbonates such as sodium bicarbonate, and the like.
  • suitable buffers include alkali metals acetates, glycinates, phosphates, glycerophosphates, citrates, carbonates, hydrogen carbonates, borates, or mixtures thereof.
  • the buffer is sodium bicarbonate.
  • the buffering agent is typically present in an amount less than about 5% by weight, based on the weight of the composition, for example, from about 0.1% to about 5%, such as, e.g., from about 0.1% to about 1%, or from about 0.1% to about 0.5% by weight, based on the total weight of the composition.
  • a colorant may be employed in amounts sufficient to provide the desired physical attributes to the composition.
  • colorants include various dyes and pigments, such as caramel coloring and titanium dioxide.
  • the amount of colorant utilized in the composition can vary, but when present is typically up to about 3% by weight, such as from about 0.1%, about 0.5%, or about 1%, to about 3% by weight, based on the total weight of the composition.
  • Humectants include various dyes and pigments, such as caramel coloring and titanium dioxide.
  • one or more humectants may be employed in the composition.
  • humectants include, but are not limited to, glycerin, propylene glycol, and the like.
  • the humectant is typically provided in an amount sufficient to provide desired moisture attributes to the composition.
  • the humectant may impart desirable flow characteristics to the composition for depositing in a mold.
  • the humectant is propylene glycol.
  • a humectant When present, a humectant will typically make up about 5% or less of the weight of the composition (e.g., from about 0.1 to about 5% by weight), for example, from about 0.1% to about 1% by weight, or about 1% to about 5% by weight, based on the total weight of the composition.
  • the composition may include a tobacco material.
  • the tobacco material can vary in species, type, and form. Generally, the tobacco material is obtained from for a harvested plant of the Nicotiana species.
  • Example Nicotiana species include N. tabacum, N. rustica, N. alata, N. arentsii, N. excelsior, N. forgetiana, N. glauca, N. glutinosa, N. gossei, N. kawakamii, N. knightiana, N. langsdorffi, N. otophora, N. setchelli, N. sylvestris, N. tomentosa, N. tomentosiformis, N. undulata, N.
  • Nicotiana species from which suitable tobacco materials can be obtained can be derived using genetic -modification or crossbreeding techniques (e.g., tobacco plants can be genetically engineered or crossbred to increase or decrease production of components, characteristics or attributes). See, for example, the types of genetic modifications of plants set forth in US Pat. Nos. 5,539,093 to Fitzmaurice et al.; 5,668,295 to Wahab et al.; 5,705,624 to Fitzmaurice et al.; 5,844,119 to Weigh 6,730,832 to Dominguez et al.; 7,173,170 to Liu et al.; 7,208,659 to Colliver et al.
  • Nicotiana species can, in some embodiments, be selected for the content of various compounds that are present therein.
  • plants can be selected on the basis that those plants produce relatively high quantities of one or more of the compounds desired to be isolated therefrom.
  • plants of the Nicotiana species e.g., Galpao commun tobacco
  • Tobacco plants can be grown in greenhouses, growth chambers, or outdoors in fields, or grown hydroponically.
  • the plant of the Nicotiana species can be included within a composition as disclosed herein.
  • virtually all of the plant e.g., the whole plant
  • various parts or pieces of the plant can be harvested or separated for further use after harvest.
  • the flower, leaves, stem, stalk, roots, seeds, and various combinations thereof, can be isolated for further use or treatment.
  • the tobacco material comprises tobacco leaf (lamina).
  • composition disclosed herein can include processed tobacco parts or pieces, cured and aged tobacco in essentially natural lamina and/or stem form, a tobacco extract, extracted tobacco pulp (e.g., using water as a solvent), or a mixture of the foregoing (e.g., a mixture that combines extracted tobacco pulp with granulated cured and aged natural tobacco lamina).
  • the tobacco material comprises solid tobacco material selected from the group consisting of lamina and stems.
  • the tobacco that is used for the mixture most preferably includes tobacco lamina, or a tobacco lamina and stem mixture (of which at least a portion is smoke-treated).
  • Portions of the tobaccos within the mixture may have processed forms, such as processed tobacco stems (e.g., cut-rolled stems, cut-rolled-expanded stems or cut-puffed stems), or volume expanded tobacco (e.g., puffed tobacco, such as dry ice expanded tobacco (DIET)). See, for example, the tobacco expansion processes set forth in US Pat. Nos.
  • the d mixture optionally may incorporate tobacco that has been fermented. See, also, the types of tobacco processing techniques set forth in PCT W02005/063060 to Atchley et al., which is incorporated herein by reference.
  • the tobacco material is typically used in a form that can be described as particulate (i.e., shredded, ground, granulated, or powder form).
  • the manner by which the tobacco material is provided in a finely divided or powder type of form may vary.
  • plant parts or pieces are comminuted, ground or pulverized into a particulate form using equipment and techniques for grinding, milling, or the like.
  • the plant material is relatively dry in form during grinding or milling, using equipment such as hammer mills, cutter heads, air control mills, or the like.
  • tobacco parts or pieces may be ground or milled when the moisture content thereof is less than about 15% by weight, or less than about % by weight.
  • the tobacco material is employed in the form of parts or pieces that have an average particle size between 1.4 millimeters and 250 microns.
  • the tobacco particles may be sized to pass through a screen mesh to obtain the particle size range required.
  • air classification equipment may be used to ensure that small sized tobacco particles of the desired sizes, or range of sizes, may be collected.
  • differently sized pieces of granulated tobacco may be mixed together.
  • tobacco parts or pieces are comminuted, ground or pulverized into a powder type of form using equipment and techniques for grinding, milling, or the like.
  • the tobacco is relatively dry in form during grinding or milling, using equipment such as hammer mills, cutter heads, air control mills, or the like.
  • tobacco parts or pieces may be ground or milled when the moisture content thereof is less than about 15% by weight to less than about 5% by weight.
  • the tobacco plant or portion thereof can be separated into individual parts or pieces (e.g., the leaves can be removed from the stems, and/or the stems and leaves can be removed from the stalk).
  • the harvested plant or individual parts or pieces can be further subdivided into parts or pieces (e.g., the leaves can be shredded, cut, comminuted, pulverized, milled or ground into pieces or parts that can be characterized as filler-type pieces, granules, particulates or fine powders).
  • the plant, or parts thereof can be subjected to external forces or pressure (e.g., by being pressed or subjected to roll treatment).
  • the plant or portion thereof can have a moisture content that approximates its natural moisture content (e.g., its moisture content immediately upon harvest), a moisture content achieved by adding moisture to the plant or portion thereof, or a moisture content that results from the drying of the plant or portion thereof.
  • powdered, pulverized, ground or milled pieces of plants or portions thereof can have moisture contents of less than about 25% by weight, often less than about 20%, and frequently less than about 15% by weight.
  • tobacco materials that can be employed include flue-cured or Virginia (e.g., K326), burley, sun-cured (e.g., Indian Kumool and Oriental tobaccos, including Katerini, Prelip, Komotini, Xanthi and Yambol tobaccos), Maryland, dark, dark-fired, dark air cured (e.g., Madole, Passanda, Cubano, Jatin and Bezuki tobaccos), light air cured (e.g., North Wisconsin and Galpao tobaccos), Indian air cured, Red Russian and Rustica tobaccos, as well as various other rare or specialty tobaccos and various blends of any of the foregoing tobaccos.
  • the tobacco material may also have a so-called "blended" form.
  • the tobacco material may include a mixture of parts or pieces of flue-cured, burley (e.g., Malawi burley tobacco) and Oriental tobaccos (e.g., as tobacco composed of, or derived from, tobacco lamina, or a mixture of tobacco lamina and tobacco stem).
  • a representative blend may incorporate about 30 to about 70 parts burley tobacco (e.g., lamina, or lamina and stem), and about 30 to about 70 parts flue cured tobacco (e.g., stem, lamina, or lamina and stem) on a dry weight basis.
  • example tobacco blends incorporate about 75 parts flue-cured tobacco, about 15 parts burley tobacco, and about 10 parts Oriental tobacco; or about 65 parts flue-cured tobacco, about 25 parts burley tobacco, and about 10 parts Oriental tobacco; or about 65 parts flue-cured tobacco, about 10 parts burley tobacco, and about 25 parts Oriental tobacco; on a dry weight basis.
  • Other example tobacco blends incorporate about 20 to about 30 parts Oriental tobacco and about 70 to about 80 parts flue-cured tobacco on a dry weight basis.
  • Tobacco materials used in the present disclosure can be subjected to, for example, fermentation, bleaching, and the like.
  • the tobacco materials can be, for example, irradiated, pasteurized, or otherwise subjected to controlled heat treatment.
  • controlled heat treatment processes are detailed, for example, in US Pat. No. 8,061,362 to Mua et al., which is incorporated herein by reference.
  • tobacco materials can be treated with water and an additive capable of inhibiting reaction of asparagine to form acrylamide upon heating of the tobacco material (e.g., an additive selected from the group consisting of lysine, glycine, histidine, alanine, methionine, cysteine, glutamic acid, aspartic acid, proline, phenylalanine, valine, arginine, compositions incorporating di- and trivalent cations, asparaginase, certain non-reducing saccharides, certain reducing agents, phenolic compounds, certain compounds having at least one free thiol group or functionality, oxidizing agents, oxidation catalysts, natural plant extracts (e.g., rosemary extract), and combinations thereof.
  • an additive selected from the group consisting of lysine, glycine, histidine, alanine, methionine, cysteine, glutamic acid, aspartic acid, proline, phenylalanine, valine, arginine, compositions incorporating di
  • the tobacco material can be treated to extract a soluble component of the tobacco material therefrom.
  • tobacco extract refers to the isolated components of a tobacco material that are extracted from solid tobacco pulp by a solvent that is brought into contact with the tobacco material in an extraction process.
  • extraction techniques of tobacco materials can be used to provide a tobacco extract and tobacco solid material. See, for example, the extraction processes described in US Pat. Appl. Pub. No. 2011/0247640 to Beeson et al., which is incorporated herein by reference.
  • Other example techniques for extracting components of tobacco are described in US Pat. Nos. 4,144,895 to Fiore; 4,150,677 to Osborne, Jr.
  • the type of tobacco material is selected such that it is initially visually lighter in color than other tobacco materials to some degree (e.g., whitened or bleached).
  • Tobacco pulp can be whitened in certain embodiments according to any means known in the art, and as described above in reference to color-eliminated active ingredients.
  • Typical inclusion ranges for tobacco materials can vary depending on the nature and type of the tobacco material, and the intended effect on the final composition, with an example range of up to about 30% by weight (or up to about 20% by weight or up to about 10% by weight or up to about 5% by weight), based on total weight of the composition (e.g., about 0.1 to about 15% by weight).
  • the products of the disclosure can be characterized as completely free or substantially free of tobacco material (other than purified nicotine as an active ingredient).
  • certain embodiments can be characterized as having less than 1% by weight, or less than 0.5% by weight, or less than 0.1% by weight of tobacco material, or less than 0.01% by weight of tobacco material, or 0% by weight of tobacco material.
  • the composition comprises an oral care ingredient (or mixture of such ingredients).
  • Oral care ingredients provide the ability to inhibit tooth decay or loss, inhibit gum disease, relieve mouth pain, whiten teeth, or otherwise inhibit tooth staining, elicit salivary stimulation, inhibit breath malodor, freshen breath, or the like.
  • effective amounts of ingredients such as thyme oil, eucalyptus oil and zinc (e.g., such as the ingredients of formulations commercially available as ZYTEX® from Discus Dental) can be incorporated into the composition.
  • ingredients that can be incorporated in desired effective amounts within the present composition can include those that are incorporated within the types of oral care compositions set forth in Takahashi et al., Oral Microbiology and Immunology, 19(1), 61-64 (2004); U.S. Pat. No. 6,083,527 to Thistle; and US Pat. Appl. Pub. Nos. 2006/0210488 to Jakubowski and 2006/02228308 to Cummins et al.
  • Other exemplary ingredients of tobacco containing-formulation include those contained in formulations marketed as MALTISORB® by Roquette and DENTIZYME® by NatraRx.
  • a representative amount of oral care additive is at least about 1%, often at least about 3%, and frequently at least about 5% of the total dry weight of the composition.
  • the amount of oral care additive within the composition will not typically exceed about 30%, often will not exceed about 25%, and frequently will not exceed about 20%, of the total dry weight of the composition.
  • Processing aids If necessary for downstream processing of ingredients of the product, such as granulation or mixing, or of the product itself, such as tableting, a processing aid (e.g., a flow aid) can also be included among the product ingredients in order to enhance e.g., flowability or compression of ingredients.
  • Example processing aids include microcrystalline cellulose, silica, polyethylene glycol, stearic acid, calcium stearate, magnesium stearate, zinc stearate, sodium stearyl fumarate, canauba wax, and combinations thereof.
  • the processing aid is a flow aid or lubricant.
  • the flow aid or lubricant is silica, stearic acid, magnesium stearate, or a combination thereof.
  • a representative amount of processing aid may make up at least about 0.5 percent or at least about 1 percent of the total weight of the product.
  • the amount of processing aid within the product will not exceed about 5 percent, and frequently will not exceed about 3 percent of the total weight of the product.
  • additives can be included in the disclosed composition.
  • the composition can be processed, blended, formulated, combined, and/or mixed with other materials or ingredients.
  • the additives can be artificial, or can be obtained or derived from herbal or biological sources.
  • further types of additives include thickening or gelling agents (e.g., fish gelatin), emulsifiers, preservatives (e.g., potassium sorbate and the like), disintegration aids, zinc or magnesium salts selected to be relatively water soluble for compositions with greater water solubility (e.g., magnesium or zinc gluconate) or selected to be relatively water insoluble for compositions with reduced water solubility (e.g., magnesium or zinc oxide), or combinations thereof.
  • thickening or gelling agents e.g., fish gelatin
  • emulsifiers e.g., preservatives (e.g., potassium sorbate and the like)
  • disintegration aids e.g., zinc or magnesium salts selected to be relatively water
  • Typical inclusion ranges for such additional additives can vary depending on the nature and function of the additive and the intended effect on the final composition, with an example range of up to about 10% by weight, based on total weight of the composition (e.g., about 0.1 to about 5% by weight).
  • additives can be employed together (e.g., as additive formulations) or separately (e.g., individual additive components can be added at different stages involved in the preparation of the final composition).
  • aforementioned types of additives may be encapsulated as provided in the final product or composition. Exemplary encapsulated additives are described, for example, in WO2010/132444 to Atchley, which has been previously incorporated by reference herein.
  • any one or more component of the composition, or the composition as a whole, can be described as a particulate material or as in particulate form.
  • the term "particulate” refers to a material in the form of a plurality of individual particles, some of which can be in the form of an agglomerate of multiple particles, wherein the particles have an average length to width ratio less than 2:1, such as less than 1.5:1, such as about 1:1.
  • the particles of a particulate material can be described as substantially spherical or granular.
  • the particle size of a particulate material may be measured by sieve analysis.
  • sieve analysis is a method used to measure the particle size distribution of a particulate material.
  • sieve analysis involves a nested column of sieves which comprise screens, preferably in the form of wire mesh cloths. A pre-weighed sample may be introduced into the top or uppermost sieve in the column, which has the largest screen openings or mesh size (i.e. the largest pore diameter of the sieve). Each lower sieve in the column has progressively smaller screen openings or mesh sizes than the sieve above.
  • a receiver portion to collect any particles having a particle size smaller than the screen opening size or mesh size of the bottom or lowermost sieve in the column (which has the smallest screen opening or mesh size).
  • the column of sieves may be placed on or in a mechanical agitator.
  • the agitator causes the vibration of each of the sieves in the column.
  • the mechanical agitator may be activated for a pre-determined period of time in order to ensure that all particles are collected in the correct sieve.
  • the column of sieves is agitated for a period of time from 0.5 minutes to 10 minutes, such as from 1 minute to 10 minutes, such as from 1 minute to 5 minutes, such as for approximately 3 minutes.
  • the screen opening sizes or mesh sizes for each sieve in the column used for sieve analysis may be selected based on the granularity or known maximum/minimum particle sizes of the sample to be analysed.
  • a column of sieves may be used for sieve analysis, wherein the column comprises from 2 to 20 sieves, such as from 5 to 15 sieves.
  • a column of sieves may be used for sieve analysis, wherein the column comprises 10 sieves.
  • the largest screen opening or mesh sizes of the sieves used for sieve analysis may be 1000 pm, such as 500 pm, such as 400 pm, such as 300 pm.
  • any material referenced herein e.g., filler, tobacco material, and the overall oral product characterized as being in particulate form may have at least 50% by weight of particles with a particle size as measured by sieve analysis of no greater than about 1000 pm, such as no greater than about 500 pm, such as no greater than about 400 pm, such as no greater than about 350 pm, such as no greater than about 300 pm.
  • at least 60% by weight of the particles of any particulate material referenced herein have a particle size as measured by sieve analysis of no greater than about 1000 pm, such as no greater than about 500 pm, such as no greater than about 400 pm, such as no greater than about 350 pm, such as no greater than about 300 pm.
  • At least 70% by weight of the particles of any particulate material referenced herein have a particle size as measured by sieve analysis of no greater than about 1000 mih, such as no greater than about 500 mhi, such as no greater than about 400 mhi, such as no greater than about 350 mhi, such as no greater than about 300 mhi. In some embodiments, at least 80% by weight of the particles of any particulate material referenced herein have a particle size as measured by sieve analysis of no greater than about 1000 pm, such as no greater than about 500 pm, such as no greater than about 400 pm, such as no greater than about 350 pm, such as no greater than about 300 pm.
  • At least 90% by weight of the particles of any particulate material referenced herein have a particle size as measured by sieve analysis of no greater than about 1000 pm, such as no greater than about 500 pm, such as no greater than about 400 pm, such as no greater than about 350 pm, such as no greater than about 300 pm. In some embodiments, at least 95% by weight of the particles of any particulate material referenced herein have a particle size as measured by sieve analysis of no greater than about 1000 pm, such as no greater than about 500 pm, such as no greater than about 400 pm, such as no greater than about 350 pm, such as no greater than about 300 pm.
  • At least 99% by weight of the particles of any particulate material referenced herein have a particle size as measured by sieve analysis of no greater than about 1000 pm, such as no greater than about 500 pm, such as no greater than about 400 pm, such as no greater than about 350 pm, such as no greater than about 300 pm. In some embodiments, approximately 100% by weight of the particles of any particulate material referenced herein have a particle size as measured by sieve analysis of no greater than about 1000 pm, such as no greater than about 500 pm, such as no greater than about 400 pm, such as no greater than about 350 pm, such as no greater than about 300 pm.
  • At least 50% by weight, such as at least 60% by weight, such as at least 70% by weight, such as at least 80% by weight, such as at least 90% by weight, such as at least 95% by weight, such as at least 99% by weight of the particles of any particulate material referenced herein have a particle size as measured by sieve analysis of from about 0.01 pm to about 1000 pm, such as from about 0.05 pm to about 750 pm, such as from about 0.1 pm to about 500 pm, such as from about 0.25 pm to about 500 pm.
  • At least 50% by weight, such as at least 60% by weight, such as at least 70% by weight, such as at least 80% by weight, such as at least 90% by weight, such as at least 95% by weight, such as at least 99% by weight of the particles of any particulate material referenced herein have a particle size as measured by sieve analysis of from about 10 pm to about 400 pm, such as from about 50 pm to about 350 pm, such as from about 100 pm to about 350 pm, such as from about 200 pm to about 300 pm.
  • composition configured for oral use.
  • the term "configured for oral use” as used herein means that the composition is provided in a form such that during use, saliva in the mouth of the user causes one or more of the components of the composition (e.g., flavoring agents and/or active ingredients) to pass into the mouth of the user.
  • the composition is adapted to deliver components to a user through mucous membranes in the user's mouth, the user's digestive system, or both, and, in some instances, said component is an active ingredient (including, but not limited to, for example, a stimulant, vitamin, taste modifier, or combination thereof) that can be absorbed through the mucous membranes in the mouth or absorbed through the digestive tract when the product is used.
  • compositions configured for oral use as described herein may take various forms, including gels, pastilles, gums, chews, melts, tablets, pellets, lozenges, beads, and powders, any of which may be contained within a pouch.
  • Certain compositions of the disclosure are in the form of solids.
  • Certain compositions can exhibit, for example, one or more of the following characteristics: crispy, granular, chewy, syrupy, pasty, fluffy, smooth, and/or creamy.
  • the desired textural property can be selected from the group consisting of adhesiveness, cohesiveness, density, dryness, fracturability, graininess, gumminess, hardness, heaviness, moisture absorption, moisture release, mouthcoating, roughness, slipperiness, smoothness, viscosity, wetness, and combinations thereof.
  • compositions as disclosed herein can be formed into a variety of shapes, including pills, tablets, spheres, strips, films, sheets, coins, cubes, beads, ovoids, obloids, cylinders, bean-shaped, sticks, or rods.
  • Cross-sectional shapes of the composition can vary, and example cross-sectional shapes include circles, squares, ovals, rectangles, and the like. Such shapes can be formed in a variety of manners using equipment such as moving belts, nips, extruders, granulation devices, compaction devices, and the like.
  • the composition is in the form of a compressed or molded pellet or tablet.
  • the pellet or tablet can have any of a variety of shapes, including traditional pill or tablet shapes.
  • Example pellet or tablet weights range from about 25 mg to about 1500 mg, such as from about 25 mg to about 250 mg, from about 250 mg to about 500 mg, from about 500 to about 700 mg, or from about 700 mg to about 1500 mg.
  • compositions of the present disclosure may be dissolvable.
  • dissolve refers to compositions having aqueous-soluble components that interact with moisture in the oral cavity and enter into solution, thereby causing gradual consumption of the composition.
  • the dissolvable composition is capable of lasting in the user’s mouth for a given period of time until it substantially completely or completely dissolves. Dissolution rates can vary over a wide range, from about 1 minute or less to about 60 minutes.
  • fast release compositions typically dissolve and/or release the desired component(s) (e.g., active ingredient, flavor, and the like) in about 2 minutes or less, often about 1 minute or less (e.g., about 50 seconds or less, about 40 seconds or less, about 30 seconds or less, or about 20 seconds or less).
  • the dissolution rate is more gradual, such as dissolving and/or releasing the desired component(s) (e.g., active ingredient, flavor, and the like) over a period of time of about 60 minutes or less, such as about 45 minutes, about 30 minutes, or about 15 minutes.
  • Dissolution can occur by any means, such as melting, mechanical disruption (e.g., chewing), enzymatic or other chemical degradation, or by disruption of the interaction between the components of the composition.
  • compositions configured for oral use as described herein comprise the composition of the present disclosure disposed within a moisture-permeable container (e.g., a water-permeable pouch).
  • a moisture-permeable container e.g., a water-permeable pouch
  • Such compositions in the water-permeable pouch format are typically used by placing one pouch containing the composition in the mouth of a human subject/user.
  • the pouch is placed somewhere in the oral cavity of the user, for example under the lips, in the same way as moist snuff products are generally used.
  • the pouch preferably is not chewed or swallowed.
  • the composition as disclosed herein is disposed within a moisture-permeable packet or pouch that acts as a container for use of the composition to provide a pouched product configured for oral use.
  • the pouch may be dissolvable as well.
  • the composition is in particulate form (e.g., granular) enclosed within a pouch, and is substantially dissolved in less than about 10 minutes, such as from about 5 to about 10 minutes.
  • the composition is in a beaded form (e.g., roughly spherical beads) enclosed within a pouch, and is substantially dissolved in less than about 15 minutes, such as from about 10 to about 15 minutes.
  • the composition is in the form of one or more compressed or molded pellets (e.g., one or more tablets) enclosed within a pouch, and is substantially dissolved in less than about 30 minutes, such as from about 20 to about 30 minutes.
  • the dissolution rate may vary depending on such factors as the size, density, and surface area of the powder, granules, beads, pellets, or the like present within the pouch, as well as the quantity of composition by weight present within the pouch. Further, the dissolution rate may vary depending on the choice of filler and the solubility of other components present within the composition.
  • the compressed or molded pellet within the pouch is subjected to a mechanical force prior to or when placed in the mouth of the user, such as breaking, crushing, or biting down on the pouched composition in order to increase the rate of dissolution of the composition and the individual components therein (e.g., flavorants, active ingredients, and the like).
  • a mechanical force prior to or when placed in the mouth of the user, such as breaking, crushing, or biting down on the pouched composition in order to increase the rate of dissolution of the composition and the individual components therein (e.g., flavorants, active ingredients, and the like).
  • compositions of the disclosure may generally be prepared, for example, by dry-blending dry ingredients, such as fillers, active ingredients, salts, buffers, flavoring agents, and the like, and combining the dry mixture with any liquid ingredients, such as water, binders, and the like, followed by placing the composition in a pouch.
  • dry ingredients such as fillers, active ingredients, salts, buffers, flavoring agents, and the like
  • liquid ingredients such as water, binders, and the like
  • the various components of the composition may vary.
  • the overall composition with e.g., powdered composition components may be relatively uniform in nature.
  • the components noted above, which may be in liquid or dry solid form, can be admixed in a pretreatment step prior to mixture with any remaining components of the composition, or simply mixed together with all other liquid or dry ingredients.
  • the various components of the composition may be contacted, combined, or mixed together using any mixing technique or equipment known in the art. Any mixing method that brings the composition ingredients into intimate contact can be used, such as a mixing apparatus featuring an impeller or other structure capable of agitation.
  • mixing equipment examples include casing drums, conditioning cylinders or drums, liquid spray apparatus, conical-type blenders, ribbon blenders, mixers available as FKM130, FKM600, FKM1200, FKM2000 and FKM3000 from Littleford Day, Inc., Plough Share types of mixer cylinders, Hobart mixers, and the like. See also, for example, the types of methodologies set forth in US Pat. Nos. 4,148,325 to Solomon et ak; 6,510,855 to Korte et ak; and 6,834,654 to Williams, each of which is incorporated herein by reference.
  • the components forming the composition are prepared such that the mixture thereof may be used in a starch molding process for forming the composition.
  • a method of preparing a composition as disclosed herein comprising mixing a filler, at least one active ingredient, and a salt to form a dry blend.
  • the method further comprises adding one or more binders to the dry blend.
  • the method further comprises adding a buffer, one or more sweeteners, a humectant, a flavoring, or a combination thereof, to the dry blend.
  • the method further comprises adding water to the dry blend.
  • the composition e.g., the dry blend
  • the composition is then placed in a pouch to form a pouched product.
  • the composition is loaded within the pouch using vacuum filling.
  • vacuum filling techniques allows a higher loading density of the composition within the pouch volume by eliminating air pockets within the composition.
  • high density loading may be desirable, for example, to provide a longer lasting product, or to provide more flavor and/or active ingredient to the consumer without increasing pouch size.
  • the density of the composition is increased prior to enclosing in the pouch.
  • Increasing the density of the composition may comprise decreasing an average particle size of the composition, increasing a moisture level of the composition, compressing the composition, or combinations thereof.
  • Increasing the density of the composition allows higher loading of the composition within the available pouch volume. As noted herein above, such higher loading may be desirable, for example, to provide a longer lasting product, or to provide more flavor and/or active ingredient to the consumer without increasing pouch size.
  • the composition is loaded within the pouch at a density which is generally greater than about 0.45 g/cm 3 , such as from about 0.45 to about 2 g/cm 3 , or from about 0.5 g/cm 3 to about 1.5 g/cm 3 .
  • the composition is loaded within the pouch at a density from about 0.45, about 0.5, about 0.55, about 0.6, about 0.65, about 0.7, about 0.75, about 0.8, about 0.85, about 0.9, about 0.95, or about 1 g/cm 3 , to about 1.1, about 1.2, about 1.3, about 1.4, about 1.5, about 1.6, about 1.7, about 1.8, about 1.9, or about 2.0 g/cm 3 .
  • the term "density” refers to apparent density or bulk density, defined as the mass of a particulate material divided by the total volume occupied by the material, including pores and water (apparent volume). The total volume includes particle volume, inter-particle void volume, and internal pore volume. Apparent or bulk density is not an intrinsic property of a material, and may change based on e.g., compaction of the material. Apparent volume can be measured by volumetric displacement in an immersion liquid, the buoyant force method, in which a sample is weighed inside and outside of an immersion liquid of known density, caliper measurement of dimensions and corresponding volume calculation, or by gas (e.g., helium) pycnometry.
  • gas e.g., helium
  • density of a composition within the present disclosure is the bulk density determined by volumetric displacement or caliper measurement.
  • the density may refer to the density of the composition itself, the density of loading of the composition within the volume of the pouch enclosing it, or both.
  • the composition (e.g., the dry blend) is compressed to the desired density prior to enclosing in a pouch.
  • the method further comprises compressing the composition (e.g., the dry blend).
  • the composition may be compressed using conventional tableting techniques.
  • Compressed pellets or tablets can be produced by compacting the dry blend in granular form, including any associated formulation components, in the form of a lozenge, pellet, tablet, or the like.
  • Example compaction devices such as compaction presses, are available as Colton 2216 and Colton 2247 from Vector Corporation and as 1200i, 2200i, 3200, 2090, 3090 and 4090 from Fette Compacting.
  • Devices for providing outer coating layers to compacted pelletized products are available as CompuLab 24, CompuLab 36, Accela-Cota 48 and Accela-Cota 60 from Thomas Engineering.
  • the composition is in a compressed shape of predetermined form.
  • Cross-sectional shapes of the composition can vary, and example cross-sectional shapes include circles, squares, ovals, rectangles, and the like.
  • the composition is in the form of a compressed or molded pellet, wherein the pellet can have any of a variety of shapes, including traditional pill or tablet shapes. The precise shape and size will depend on the desired application.
  • the density of the composition following compression may vary, but generally allows a higher density of loading of the composition within a pouch than would be possible in the absence of such compression. In other words, the compression allows a small pouch volume to contain a larger quantity of composition than would be possible in the absence of compression.
  • the dry blend prior to compressing, is granulated, forming a plurality of granules.
  • Granulation is the process in which particles of the individual components, in e.g., powder form, are made to adhere to form large, homogenous, multi-particle entities called granules.
  • Granulation is particularly suitable in embodiments where the product includes a milled non-tobacco botanical material, a botanical extract, or certain flavorants. Milled botanical materials and extracts, as well as certain flavorants, by virtue of their high moisture and/or oil content, have a tendency to stick together, forming clumps which may result in a non-homogenous product in the absence of granulation.
  • clumping is also undesirable during processing, as clumping may lead to difficulty in achieving adequate flow, and is particularly undesirable in compressed (e.g., tableted) embodiments.
  • Any suitable means for granulation may be employed. For example, granulation can be conducted in a granulator under high-shear, low-shear, fluid bed, rotor, or melt granulation.
  • the dry blend may be mixed with a liquid binder or binder solution (e.g., by spraying a binder solution into the granulator) and granulated to a desired particle size, such as about 100 to about 200 microns.
  • the dry blend is generally granulated with a binder solution to form a plurality of granules.
  • the binder solution facilitates agglomeration of the dry powder granulation mixture into larger granules.
  • the binder solution used in the granulation process can be any aqueous or alcohol-based solution containing an appropriate binder or combination of binders.
  • the binder comprises a cellulose ether as described herein above.
  • the binder comprises polyvinylpyrrolidone, or a combiniation of a cellulose ether and polyvinylpyrrolidone.
  • the binder is polyvinylpyrrolidone.
  • the molecular weight of the polyvinylpyrrolidone may vary, and is generally specified by reference to the letter "K" followed by a number.
  • the polyvinylpyrrolidone is K29/32 or K30, meaning the polyvinylpyrrolidone has a mean molecular weight from 29,000 to 32,000, or 30,000, respectively.
  • the binder solution will typically have a solids content of about 3 to about 20 percent (w/w), and suitable solvents include water and ethanol.
  • suitable solvents include water and ethanol.
  • the binder solution used in the granulation process can be aqueous in nature.
  • the binder solution includes at least one active ingredient, at least one flavorant, or a combination thereof.
  • the binder solution, the dry blend, or both can contain other additives, including any of the additives discussed herein, such as salts, buffers, non-tobacco botanical material, sweeteners, processing aids, and the like. Such additives may be added before or after granulation.
  • the composition in the form of a compressed pellet or tablet can include an optional outer coating, which can help to improve storage stability of the composition as well as improve the packaging process by reducing friability and dusting.
  • the method further comprises coating the compressed composition in the predetermined shape.
  • the coating typically comprises a film-forming polymer, such as a cellulosic material, an optional plasticizer, and optional flavorants, colorants, salts, sweeteners or other additives of the types set forth herein.
  • the coating compositions are usually aqueous in nature and can be applied using any pellet or tablet coating technique known in the art, such as pan coating.
  • Example film-forming polymers include cellulosic materials such as methylcellulose, hydroxypropyl cellulose (HPC), hydroxypropyl methylcellulose (HPMC), hydroxyethyl cellulose, and carboxymethylcellulose (CMC).
  • Example plasticizers include aqueous solutions or emulsions of glyceryl monostearate and triethyl citrate. Additional potential coatings include food grade shellac, waxes such as camuaba wax, and combinations thereof.
  • the coating composition comprises up to about 75 weight percent of a filmforming polymer solution (e.g., about 40 to about 70 weight percent based on total weight of the coating formulation), up to about 5 weight percent of a plasticizer (e.g., about 0.5 to about 2 weight percent), up to about 5 weight percent of a sweetener (e.g., about 0.5 to about 2 weight percent), up to about 10 weight percent of one or more colorants (e.g., about 1 to about 5 weight percent), up to about 5 weight percent of one or more flavorants (e.g., about 0.5 to about 3 weight percent), up to about 2 weight percent of a salt such as NaCl (e.g., about 0.1 to about 1 weight percent), and the balance water.
  • the coating comprises at least one flavorant.
  • the product can be dried to a final desired moisture level.
  • the moisture content of the product prior to use by a consumer can vary.
  • the moisture content of the product, as present within a single unit of product prior to insertion into the mouth of the user is within the range of about 2 to about 6 weight percent (e.g., about 4 percent) based on the total weight of the product unit. Control of the final moisture of the product can be important for storage stability.
  • the manner by which the moisture content of the product is controlled may vary.
  • the product can be subjected to thermal or convection heating.
  • the product may be oven- dried, in warmed air at temperatures of about 40 ' C to about 95 ' C, with a preferred temperature range of about 60 ' C to about 80 ' C, for a length of time appropriate to attain the desired moisture content.
  • the composition in compressed (e.g., tablet or pellet form) is then placed within a pouch.
  • a pouch e.g., a pouch
  • FIG. 1 there is shown an embodiment of a pouched product 100.
  • the pouched product 100 includes a moisture-permeable container in the form of a pouch 102, which contains a material 104 comprising the composition as described herein.
  • FIG. 1 there is shown an embodiment of a pouched product 100.
  • the pouched product 100 includes a moisture-permeable container in the form of a pouch 102, which contains a material 104 comprising the composition as described herein.
  • a pouched product 100 including a moisture-permeable container in the form of a pouch 102, which contains the composition as described herein in tablet form 105.
  • FIG. 3 there is shown an embodiment of a pouched product 100 including a moisture-permeable container in the form of a pouch 102, which contains the composition as described herein as multiple compressed pellets, tablets, or beads 106.
  • Suitable packets, pouches or containers of the type used for the manufacture of smokeless tobacco products are available under the tradenames CatchDry, Ettan, General, Granit, Goteborgs Rape, Grovsnus White, Metropol Kaktus, Mocca Anis, Mocca Mint, Mocca Wintergreen, Kicks, Probe, Prince, Skruf and TreAnkrare.
  • the composition may be contained in pouches and packaged, in a manner and using the types of components used for the manufacture of conventional snus types of products.
  • the pouch provides a liquid-permeable container of a type that may be considered to be similar in character to the mesh-like type of material that is used for the construction of a tea bag. Components of the composition readily diffuse through the pouch and into the mouth of the user.
  • Non-limiting examples of suitable types of pouches are set forth in, for example, US Pat. Nos. 5,167,244 to Kjerstad and 8,931,493 to Sebastian et al; as well as US Patent App. Pub. Nos. 2016/0000140 to Sebastian et al.; 2016/0073689 to Sebastian et al.; 2016/0157515 to Chapman et al.; and 2016/0192703 to Sebastian et al., each of which is incorporated herein by reference.
  • Pouches can be provided as individual pouches, or a plurality of pouches (e.g., 2, 4, 5, 10, 12, 15, 20, 25 or 30 pouches) can be connected or linked together (e.g., in an end-to-end manner) such that a single pouch or individual portion can be readily removed for use from a one-piece strand or matrix of pouches.
  • a plurality of pouches e.g., 2, 4, 5, 10, 12, 15, 20, 25 or 30 pouches
  • An example pouch may be manufactured from materials, and in such a manner, such that during use by the user, the pouch undergoes a controlled dispersion or dissolution.
  • Such pouch materials may have the form of a mesh, screen, perforated paper, permeable fabric, or the like.
  • pouch material manufactured from a mesh-like form of rice paper, or perforated rice paper may dissolve in the mouth of the user.
  • the pouch and composition each may undergo complete dispersion within the mouth of the user during normal conditions of use, and hence the pouch and composition both may be ingested by the user.
  • pouch materials may be manufactured using water dispersible film forming materials (e.g., binding agents such as alginates, carboxymethylcellulose, xanthan gum, pullulan, and the like), as well as those materials in combination with materials such as ground cellulosics (e.g., fine particle size wood pulp).
  • Preferred pouch materials though water dispersible or dissolvable, may be designed and manufactured such that under conditions of normal use, a significant amount of the composition contents permeate through the pouch material prior to the time that the pouch undergoes loss of its physical integrity. If desired, flavoring ingredients, disintegration aids, and other desired components, may be incorporated within, or applied to, the pouch material.
  • Pouches as described herein have three dimensions: a length, a width, and a thickness.
  • a length may vary depending on the intended overall size and volume of the pouch, and the quantity of material desired within the pouch.
  • each of said length, width, and thickness are in a range from about 0.1 mm to about 40 mm prior to being filled with the composition as disclosed herein.
  • the amount of material contained within each product unit may vary.
  • the weight of the composition within each pouch is at least about 50 mg, for example, from about 50 mg to about 2 grams, from about 100 mg to about 1.5 grams, or from about 200 to about 700 mg.
  • the weight of the composition within each pouch may be from about 100 to about 300 mg.
  • the weight of the material within each pouch may be from about 300 mg to about 700 mg.
  • a single compressed tablet or pellet is placed within a pouch.
  • a single tablet having a weight of about 700 mg or more is placed within a pouch, the pouch having a volume of about 1.6 cm 3 or less.
  • multiple compressed tablets, pellets, or beads are placed within the pouch, the total weight of the compressed tablets, pellets, or beads being about 700 mg or more, and the pouch having a volume of about 1.6 cm 3 or less.
  • other components can be contained within each pouch.
  • at least one flavored strip, piece or sheet of flavored water dispersible or water soluble material may be disposed within each pouch along with or without at least one capsule.
  • Such strips or sheets may be folded or crumpled in order to be readily incorporated within the pouch. See, for example, the types of materials and technologies set forth in US Pat. Nos. 6,887,307 to Scott et al. and 6,923,981 to Leung et al.; and The EFSA Journal (2004) 85, 1-32; which are incorporated herein by reference.
  • a pouched product as described herein can be packaged within any suitable inner packaging material and/or outer container. See also, for example, the various types of containers for smokeless types of products that are set forth in US Pat. Nos. 7,014,039 to Henson et al.; 7,537,110 to Kutsch et al.; 7,584,843 to Kutsch et al.; 8,397,945 to Gelardi et al., D592,956 to Thiellier; D594,154 to Patel et al.; and D625,178 to Bailey et al.; US Pat. Pub. Nos.
  • a pouched product according to an embodiment of the present disclosure is prepared from a dry blend formulation is provided in Table 2, along with optional components (binders, buffers, humectants, flavoring agents, water, and the like).
  • the actual ingredients and percentages can be varied depending on the desired properties of the final product.
  • the dry blend materials are mixed in a blender until homogenous.
  • a lubricant e.g., stearic acid, magnesium stearate, silica, sodium stearyl fumarate, or combinations thereof
  • Tablets are prepared using a punch or rotary press, forming tablets each having a weight of about 700 mg.
  • the tableted composition is placed into fleece pouches to form the pouched product having a loading density of the composition within the pouch volume of at least about 0.45 g/cm 3 .
  • Table 2 Exemplary tablet formulation
  • a pouched product according to an embodiment of the present disclosure is prepared as in Example 1, but with multiple small tablets enclosed in the pouch.
  • the small compressed tablets are prepared using a punch or rotary press, forming tablets having various weights.
  • the compressed tablets are placed into fleece pouches to form the pouched product having a loading density of the composition within the pouch volume of at least about 0.45 g/cm 3 .
  • the total quantity of composition by weight in each pouch is about 700 mg.
  • a reference pouched product is prepared from a dry blend formulation as provided in Example 1.
  • the dry blend is prepared as in Example 1, and is placed directly into fleece pouches at a loading density of approximately 0.3 g/cm 3 to form the pouched product.
  • a reference pouched product is prepared from a dry blend formulation as provided in Example 1.
  • the dry blend is prepared as in Example 1, and the dry blend is contacted with a binder solution in a granulator. Granulation is continued until the desired granule size is obtained. To the granulate, any additional flavorant is added.
  • the composition is placed into fleece pouches to form a pouched product having a loading density of the composition within the pouch volume of approximately 0.3 g/cm 3 .
  • Example 4 To the granulated composition of Example 4, prior to placing in the fleece pouch, is added a lubricant (e.g., stearic acid, magnesium stearate, silica, sodium stearyl fumarate, or combinations thereof) as necessary for processing, followed by mixing. Tablets are then prepared using a punch or rotary press, forming tablets having various weights.
  • the tableted composition is placed into fleece pouches to form the pouched product having a loading density of the composition within the pouch volume of at least about 0.45 g/cm 3 .
  • the quantity of composition by weight in each pouch is about 700 mg, either as a single tablet or as multiple, mini- or micro-tablets.
  • a lubricant e.g., stearic acid, magnesium stearate, silica, sodium stearyl fumarate, or combinations thereof
  • Tablets are then prepared using a punch or rotary press, forming tablets having various weights.
  • the tableted composition is placed into fleece pouches to
  • Tablets prepared according to Example 1 are coated in a pan coater with an aqueous coating solution comprising primarily 10% hydroxypropylmethylcellulose solution with minor amounts of titanium dioxide, sweetener, flavorant, colorant, and PlasACRYL ® coating plasticizer.
  • the coated tablets are placed into fleece pouches to form the pouched product, the pouched product having a loading density of the composition within the pouch volume of at least about 0.45 g/cm 3 .

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Abstract

L'invention concerne une composition enfermée dans un sachet pour former un produit en sachet destiné à être administré par voie orale, la composition comprenant une charge à raison d'au moins 20 % en poids, sur la base du poids total de la composition, et au moins un principe actif, au moins un agent aromatisant, ou une combinaison de ceux-ci. La composition est chargée à l'intérieur du sachet à une densité d'environ 0,45 g/ cm3 ou plus. L'invention concerne en outre des procédés de préparation du produit en sachet.
PCT/IB2022/054009 2021-04-30 2022-04-29 Produits destinés à être administrés par voie orale à charge de haute densité WO2022229929A1 (fr)

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