RU2012139082A - Способы получения производных циклопропиламида и связанных с ними промежуточных соединений - Google Patents
Способы получения производных циклопропиламида и связанных с ними промежуточных соединений Download PDFInfo
- Publication number
- RU2012139082A RU2012139082A RU2012139082/04A RU2012139082A RU2012139082A RU 2012139082 A RU2012139082 A RU 2012139082A RU 2012139082/04 A RU2012139082/04 A RU 2012139082/04A RU 2012139082 A RU2012139082 A RU 2012139082A RU 2012139082 A RU2012139082 A RU 2012139082A
- Authority
- RU
- Russia
- Prior art keywords
- formula
- compound
- reacting
- interaction
- compounds
- Prior art date
Links
- NJJBLDDRYMCIMQ-NLNFPOJYSA-N C[C@H](CN(CC1)C2CCC2)N1C(C(C1)C1c(cc1)ccc1C(N)=O)=O Chemical compound C[C@H](CN(CC1)C2CCC2)N1C(C(C1)C1c(cc1)ccc1C(N)=O)=O NJJBLDDRYMCIMQ-NLNFPOJYSA-N 0.000 description 1
- WSQYKRGHTOZSOZ-UHFFFAOYSA-N NCCNC1CCC1 Chemical compound NCCNC1CCC1 WSQYKRGHTOZSOZ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
- C07C233/65—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/192—Radicals derived from carboxylic acids from aromatic carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/4965—Non-condensed pyrazines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
- A61P25/36—Opioid-abuse
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/06—Preparation of carboxylic acid amides from nitriles by transformation of cyano groups into carboxamide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/14—Preparation of carboxylic acid amides by formation of carboxamide groups together with reactions not involving the carboxamide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/70—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/84—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/04—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Psychiatry (AREA)
- Epidemiology (AREA)
- Addiction (AREA)
- Pain & Pain Management (AREA)
- Obesity (AREA)
- Psychology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Hospice & Palliative Care (AREA)
- Rheumatology (AREA)
- Anesthesiology (AREA)
- Child & Adolescent Psychology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Epoxy Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Hydrogenated Pyridines (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
1. Соединение формулы Ia или его фармацевтически приемлемая соль:2. Способ получения соединения по п.1, включающий взаимодействие соединения формулы IX;с основанием и перекисью; и затем взаимодействие полученной смеси с кислым раствором.3. Способ по п.2, где соединение формулы IX получают способом, включающим взаимодействие соединения формулы VIII:с металлом, цианидом металла и катализатором, иХ представляет собой Cl, Br или I.4. Способ по п.3, где соединение формулы VIII получают способом, включающим взаимодействие соединения формулы VII:со смесью первого основания и триCалкилфосфоноацетата; и затем взаимодействие полученной смеси со вторым основанием.5. Способ по п.4, где соединение формулы VII получают способом, включающим взаимодействие соединения формулы VI:с основанием; иLG представляет собой Cl, Br, I, тозилат, брозилат, нозилат, мезилат или трифлат.6. Способ по п.5, где соединение формулы VI получают способом, включающим взаимодействиее соединения формулы V:с восстановителем и хиральным оксазаборолидином.7. Способ получения соединения формулы Ib или его фармацевтически приемлемой соли:включающий взаимодействие соединения формулы Ia:с (1) активирующим агентом и (2) соединением формулы IVa или его подходящей солью:8. Способ по п.7, где указанный активирующий агент представляет собой 1,1'-карбонилдиимидазол.9. Способ по п.7, где соединение формулы IVa или его подходящую соль получают способом, включающим взаимодействие соединения формулы IIIa:с кислотой.10. Способ по п.9, где соединение формулы IIIa получают способом, включающим взаимодействие соединения формулы IIa:с циклобутаноном и восстановителем.11. Способ получения соединения формулы Ic или е�
Claims (15)
1. Соединение формулы Ia или его фармацевтически приемлемая соль:
2. Способ получения соединения по п.1, включающий взаимодействие соединения формулы IX;
с основанием и перекисью; и затем взаимодействие полученной смеси с кислым раствором.
3. Способ по п.2, где соединение формулы IX получают способом, включающим взаимодействие соединения формулы VIII:
с металлом, цианидом металла и катализатором, и
Х представляет собой Cl, Br или I.
4. Способ по п.3, где соединение формулы VIII получают способом, включающим взаимодействие соединения формулы VII:
со смесью первого основания и триC1-6алкилфосфоноацетата; и затем взаимодействие полученной смеси со вторым основанием.
5. Способ по п.4, где соединение формулы VII получают способом, включающим взаимодействие соединения формулы VI:
с основанием; и
LG представляет собой Cl, Br, I, тозилат, брозилат, нозилат, мезилат или трифлат.
6. Способ по п.5, где соединение формулы VI получают способом, включающим взаимодействиее соединения формулы V:
с восстановителем и хиральным оксазаборолидином.
7. Способ получения соединения формулы Ib или его фармацевтически приемлемой соли:
включающий взаимодействие соединения формулы Ia:
с (1) активирующим агентом и (2) соединением формулы IVa или его подходящей солью:
8. Способ по п.7, где указанный активирующий агент представляет собой 1,1'-карбонилдиимидазол.
9. Способ по п.7, где соединение формулы IVa или его подходящую соль получают способом, включающим взаимодействие соединения формулы IIIa:
с кислотой.
10. Способ по п.9, где соединение формулы IIIa получают способом, включающим взаимодействие соединения формулы IIa:
с циклобутаноном и восстановителем.
11. Способ получения соединения формулы Ic или его фармацевтически приемлемой соли:
включающий взаимодействие соединения формулы Ia:
с (1) активирующим агентом и соединением формулы IVb или его подходящей солью:
и (2) основанием.
12. Способ по п.11, где активирующий агент представляет собой смесь 1-гидроксибензотриазола и 1-этил-3-(3-диметиламинопропил)карбодиимида гидрохлорида.
13. Способ по п.11, где соединение формулы IVb получают способом, включающим взаимодействие соединения формулы IIIb:
с кислотой.
14. Способ по п.13, где соединение формулы IIIb получают способом, включающим взаимодействие соединения формулы IIb:
с циклобутаноном и восстановителем.
15. Способ по п.10 или 14, где указанный восстановитель представляет собой триацетоксиборгидрид натрия.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US30558310P | 2010-02-18 | 2010-02-18 | |
| US61/305,583 | 2010-02-18 | ||
| PCT/SE2011/050171 WO2011102794A1 (en) | 2010-02-18 | 2011-02-17 | Processes for making cyclopropyl amide derivatives and intermediates associated therewith |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2012139082A true RU2012139082A (ru) | 2014-03-27 |
Family
ID=44370080
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2012139082/04A RU2012139082A (ru) | 2010-02-18 | 2011-02-17 | Способы получения производных циклопропиламида и связанных с ними промежуточных соединений |
| RU2012136148/04A RU2012136148A (ru) | 2010-02-18 | 2011-02-17 | Новая кристаллическая форма производного циклопропилбензамида |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2012136148/04A RU2012136148A (ru) | 2010-02-18 | 2011-02-17 | Новая кристаллическая форма производного циклопропилбензамида |
Country Status (20)
| Country | Link |
|---|---|
| US (2) | US9012452B2 (ru) |
| EP (2) | EP2536685B1 (ru) |
| JP (3) | JP2013520414A (ru) |
| KR (2) | KR20130002316A (ru) |
| CN (2) | CN102869651A (ru) |
| AR (2) | AR080204A1 (ru) |
| AU (2) | AU2011218491C1 (ru) |
| BR (2) | BR112012020782A2 (ru) |
| CA (2) | CA2788444A1 (ru) |
| CL (2) | CL2012002259A1 (ru) |
| CO (1) | CO6592109A2 (ru) |
| ES (1) | ES2541857T3 (ru) |
| HK (1) | HK1178142A1 (ru) |
| IL (1) | IL221431A (ru) |
| MX (2) | MX2012009473A (ru) |
| NZ (2) | NZ601920A (ru) |
| RU (2) | RU2012139082A (ru) |
| SG (3) | SG183274A1 (ru) |
| TW (2) | TWI520945B (ru) |
| WO (2) | WO2011102795A1 (ru) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2008290329B2 (en) | 2007-08-22 | 2011-12-22 | Astrazeneca Ab | Cyclopropyl amide derivatives |
| TW201039825A (en) | 2009-02-20 | 2010-11-16 | Astrazeneca Ab | Cyclopropyl amide derivatives 983 |
| KR20130034009A (ko) * | 2010-02-18 | 2013-04-04 | 아스트라제네카 아베 | 시클로프로필 아미드 유도체를 포함하는 고체 형태 |
| AU2011218491C1 (en) * | 2010-02-18 | 2015-05-14 | Astrazeneca Ab | Processes for making cyclopropyl amide derivatives and intermediates associated therewith |
| FR3003466B1 (fr) * | 2013-03-22 | 2015-08-07 | Servier Lab | Utilisation du 4-{3-[cis-hexahydrocyclopenta[c]pyrrol-2(1h)-yl]propoxy}benzamide pour le traitement des douleurs neuropathiques |
| CN111718281A (zh) * | 2013-03-22 | 2020-09-29 | 默克专利有限公司 | 用于制备有机电致发光器件用材料的合成结构单元 |
| CN103342655A (zh) * | 2013-07-02 | 2013-10-09 | 扬州大学 | 取代乙二酮双苯胺希夫碱合成取代酰胺的新方法 |
Family Cites Families (98)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL297170A (ru) | 1963-04-04 | 1900-01-01 | ||
| NL128365C (ru) | 1963-11-05 | |||
| US3449427A (en) | 1965-06-03 | 1969-06-10 | Smithkline Corp | Aminocyclopropane derivatives of 5h-dibenzo(a,d)cycloheptenes |
| US3697506A (en) | 1970-08-07 | 1972-10-10 | Pfizer | Crystalline alkali metal salts of {60 -carboxybenzylpenicillin and process therefor |
| US3686335A (en) | 1970-12-21 | 1972-08-22 | Smith Kline French Lab | 5-vinyl-5h-di benzo(a,d)cycloheptenes |
| US4432987A (en) * | 1982-04-23 | 1984-02-21 | Pfizer Inc. | Crystalline benzenesulfonate salts of sultamicillin |
| US4547505A (en) | 1983-03-25 | 1985-10-15 | Degussa Aktiengesellschaft | N-Phenyl-N-'-cycloalkylalkanoylpiperazine useful as analgetics and process for its production |
| CS244821B2 (en) | 1983-06-16 | 1986-08-14 | Boehringer Ingelheim Ltd | Production method of new substituted phenylalkyl(piperazinyl or homopiperazinyle)-prpylureas or thioureas |
| DE3418167A1 (de) | 1984-05-16 | 1985-11-21 | Bayer Ag, 5090 Leverkusen | Verwendung von amiden zur verbesserung der kulturpflanzen-vertraeglichkeit von herbizid wirksamen heteroaryloxyacetamiden |
| DE3600288A1 (de) | 1986-01-08 | 1987-07-16 | Bayer Ag | Verwendung von amiden zur verbesserung der kulturpflanzen-vertraeglichkeit von herbizid wirksamen sulfonylharnstoff-derivaten |
| DE3618004A1 (de) | 1986-05-28 | 1987-12-03 | Bayer Ag | Verwendung von amiden zur verbesserung der kulturpflanzen-vertraeglichkeit von herbizid wirksamen sulfonyliso(thio)-harnstoff-derivaten |
| JPH05503517A (ja) | 1989-12-18 | 1993-06-10 | バージニア・コモンウェルス・ユニバーシティ | シグマレセプターリガンド及びその用途 |
| DE69013131T2 (de) | 1989-12-29 | 1995-05-24 | Banyu Pharma Co Ltd | 2-(2-Cyclopropylpyrrolidin-4-ylthio)carbapenemderivate. |
| EP0603240B1 (en) | 1991-08-22 | 1998-12-02 | Monsanto Company | Safening herbicidal pyrazolylsulfonylureas |
| DE4131139A1 (de) | 1991-09-19 | 1993-03-25 | Bayer Ag | Verfahren zur herstellung von 1-fluor-cyclopropan-1-carbonsaeure |
| EP0690864B1 (en) | 1993-03-12 | 2001-06-13 | PHARMACIA & UPJOHN COMPANY | Crystalline ceftiofur free acid |
| EP0793653A1 (en) | 1994-11-23 | 1997-09-10 | Neurogen Corporation | Certain 4-aminomethyl-2-substituted imidazole derivatives and 2-aminomethyl-4-substituted imidazole derivatives; new classes of dopamine receptor subtype specific ligands |
| US5604253A (en) | 1995-05-22 | 1997-02-18 | Merck Frosst Canada, Inc. | N-benzylindol-3-yl propanoic acid derivatives as cyclooxygenase inhibitors |
| US5859246A (en) | 1997-01-30 | 1999-01-12 | Neurogen Corporation | 1-phenyl-4-benzylpiperazines: dopamine receptor subtype specific ligands |
| JP3476203B2 (ja) | 1997-02-24 | 2003-12-10 | ザイモジュネティックス インコーポレイテッド | カルシトニン擬似体 |
| US6160134A (en) | 1997-12-24 | 2000-12-12 | Bristol-Myers Squibb Co. | Process for preparing chiral cyclopropane carboxylic acids and acyl guanidines |
| PL342243A1 (en) | 1998-01-27 | 2001-06-04 | Aventis Pharm Prod Inc | Substituted oxoazaheterocyclic inhibitors of the factor xa |
| US6268367B1 (en) | 1998-02-23 | 2001-07-31 | Zymogenetics, Inc. | Piperazine derivatives for treating bone deficit conditions |
| WO2000000492A1 (fr) | 1998-06-26 | 2000-01-06 | Chugai Seiyaku Kabushiki Kaisha | DERIVE D'ACIDE L-α-AMINOADIPIQUE EN POUDRE FINE, PREPARATIONS SOLIDES ORALES CONTENANT LEDIT DERIVE ET PROCEDE DE TRAITEMENT DE POUDRES EN VRAC |
| CA2359989A1 (en) | 1999-01-08 | 2000-07-13 | Xiaoyan Zhang | 1-phenyl-4-(1-[2-aryl]cyclopropyl) methylpiperazines: dopamine receptor ligands |
| US6284761B1 (en) | 1999-01-08 | 2001-09-04 | Neurogen Corporation | 1-phenyl-4-(1-[2-aryl]cyclopropyl)methylpiperazines: dopamine receptor ligands |
| GB9913083D0 (en) * | 1999-06-04 | 1999-08-04 | Novartis Ag | Organic compounds |
| AU5426500A (en) | 1999-06-16 | 2001-01-02 | Takeda Chemical Industries Ltd. | Benzazepine derivatives, process for the preparation of the same and uses thereof |
| AU7715300A (en) | 1999-09-27 | 2001-04-30 | Merck & Co., Inc. | Method of preventing osteoporosis |
| EP1248869A2 (en) * | 2000-01-07 | 2002-10-16 | Transform Pharmaceuticals, Inc. | High-throughput formation, identification, and analysis of diverse solid-forms |
| WO2002002522A1 (en) | 2000-06-29 | 2002-01-10 | Abbott Laboratories | Aryl phenycyclopropyl sulfide derivatives and their use as cell adhesion-inhibiting anti-inflammatory and immune-suppressive agents |
| US6521619B2 (en) | 2000-06-29 | 2003-02-18 | Icos Corporation | Aryl phenylcyclopropyl sulfide derivatives and their use as cell adhesion inhibiting anti-inflammatory and immune suppressive agents |
| US6723730B2 (en) | 2000-07-20 | 2004-04-20 | Neurogen Corporation | Capsaicin receptor ligands |
| KR20030062447A (ko) | 2000-12-25 | 2003-07-25 | 아지노모토 가부시키가이샤 | 광학 활성 할로하이드린 화합물의 제조방법 |
| GEP20063741B (en) * | 2001-02-23 | 2006-02-10 | Merck & Co Inc | Nonaryl-Heterocyclic NMDA/NR2B Antagonists |
| EP1763350B1 (en) | 2004-07-06 | 2011-12-21 | Xenon Pharmaceuticals Inc. | Nicotinamide derivatives and their use as therapeutic agents |
| WO2003004480A2 (en) | 2001-07-02 | 2003-01-16 | Novo Nordisk A/S | Substituted piperazine and diazepanes as histamine h3 receptor agonists |
| WO2003014110A1 (fr) | 2001-08-08 | 2003-02-20 | Takeda Chemical Industries, Ltd. | Derive de benzazepine, son procede de preparation et d'utilisation |
| USRE40794E1 (en) | 2001-09-26 | 2009-06-23 | Merck & Co., Inc. | Crystalline forms of carbapenem antibiotics and methods of preparation |
| WO2003037271A2 (en) | 2001-10-30 | 2003-05-08 | Millennium Pharmaceuticals,Inc. | Compounds, pharmaceutical compositions and methods of use therefor |
| US6861432B2 (en) | 2001-11-23 | 2005-03-01 | Schering Aktiengesellschaft | Piperazine derivatives that destabilize androgen receptors |
| PL372597A1 (en) | 2002-03-22 | 2005-07-25 | Lg Life Sciences Ltd. | New crystalline forms of (2s)-n-5-(amino(imino)methyl)-2-thienylmethyl-1-(2r)-2-((carboxymethyl)amino)-3,3-diphenylpropanoyl-2-pyrrolidinecarboxamide.nh2o |
| AU2003236686A1 (en) | 2002-06-07 | 2003-12-22 | Altana Pharma Ag | 4,5-dihydro-imidazo(4,5,1-j) quinolin-6-ones as parp inhibitors |
| US20040209858A1 (en) * | 2002-10-22 | 2004-10-21 | Bennani Youssef L. | Cycloalkylamides and their therapeutic applications |
| US20040077618A1 (en) | 2002-10-22 | 2004-04-22 | Bennani Youssef L. | Cycloalkylamides and their therapeutic applications |
| JPWO2004046110A1 (ja) | 2002-11-15 | 2006-03-16 | アステラス製薬株式会社 | メラニン凝集ホルモン受容体拮抗剤 |
| WO2004055010A2 (en) | 2002-12-13 | 2004-07-01 | Smithkline Beecham Corporation | Cyclopropyl compounds as ccr5 antagonists |
| TW200503713A (en) | 2003-04-23 | 2005-02-01 | Glaxo Group Ltd | Novel compounds |
| KR20060022649A (ko) | 2003-05-01 | 2006-03-10 | 브리스톨-마이어스 스큅 컴퍼니 | 키나아제 억제제로서 유용한 아릴 치환 피라졸-아미드화합물 |
| TWI339206B (en) | 2003-09-04 | 2011-03-21 | Vertex Pharma | Compositions useful as inhibitors of protein kinases |
| DE602004026629D1 (de) | 2003-12-15 | 2010-05-27 | Japan Tobacco Inc | Cyclopropanderivate und ihre pharmazeutische verwendung |
| AR050865A1 (es) | 2004-09-09 | 2006-11-29 | Sanofi Aventis | Derivados de 2- morfolino-4-pirimidona |
| PL1805164T3 (pl) | 2004-09-29 | 2011-07-29 | Mitsubishi Tanabe Pharma Corp | Pochodne 6-(pirydynylo)-4-pirymidonu jako inhibitory kinazy 1 białka tau |
| SI1802307T1 (sl) | 2004-10-15 | 2008-08-31 | Glaxo Group Ltd | Derivati pirolidina kot ligandi histaminskih receptorjev |
| CA2591003A1 (en) | 2004-12-27 | 2006-07-06 | Astrazeneca Ab | Pyrazolone compounds as metabotropic glutamate receptor agonists for the treatment of neurological and psychiatric disorders |
| WO2006079916A1 (en) * | 2005-01-26 | 2006-08-03 | Pharmacia & Upjohn Company Llc | Thieno [2,3-d] pyrimidine compounds as inhibitors of adp-mediated platelets aggregation |
| US7790758B2 (en) * | 2005-02-15 | 2010-09-07 | Glaxo Group Limited | Compounds which potentiate glutamate receptor and uses thereof in medicine |
| ES2433290T3 (es) | 2005-02-17 | 2013-12-10 | Astellas Pharma Inc. | Derivados de piperazina para el tratamiento de la incontinencia urinaria y el dolor |
| WO2006100591A1 (en) | 2005-03-25 | 2006-09-28 | Pharmacia & Upjohn Company Llc | 4-piperazinnylthieno [2,3-d] pyrimidine compounds as platelet aggregation inhibitors |
| CA2603041A1 (en) | 2005-03-28 | 2006-10-05 | Pharmacia & Upjohn Company Llc | 4-piperazinylthieno [2, 3-d] pyrimidine compounds as platelet aggregation inhibitors |
| WO2006103545A1 (en) | 2005-03-28 | 2006-10-05 | Pharmacia & Upjohn Company Llc | 4-piperazinylthieno [2,3-d] pyrimidine compounds as platelet aggregation inhibitors |
| US20080200475A1 (en) | 2005-03-28 | 2008-08-21 | Pfizer Inc. | 4-Piperazinothieno[2,3-D] Pyrimidine Compounds As Platelet Aggregation Inhibitors |
| MX2008000745A (es) | 2005-07-15 | 2008-03-14 | Schering Corp | Derivados de quinazolina utiles en el tratamiento del cancer. |
| TW200740779A (en) * | 2005-07-22 | 2007-11-01 | Mitsubishi Pharma Corp | Intermediate compound for synthesizing pharmaceutical agent and production method thereof |
| WO2007016496A2 (en) | 2005-08-02 | 2007-02-08 | Neurogen Corporation | Dipiperazinyl ketones and related analogues |
| ME01181B (me) * | 2005-09-16 | 2013-03-20 | Janssen Pharmaceutica Nv | Ciklopropil amini kao modulatori histaminskog h3 receptora |
| US8158673B2 (en) | 2005-10-27 | 2012-04-17 | Pfizer Inc. | Histamine-3 receptor antagonists |
| AU2006309124B2 (en) | 2005-10-31 | 2013-02-14 | Janssen Pharmaceutica N.V. | Processes for the preparation of cyclopropyl-amide derivatives |
| CA2633653A1 (en) | 2005-12-21 | 2007-07-05 | Vertex Pharmaceuticals Incorporated | Heterocyclic derivatives as modulators of ion channels |
| US8119668B2 (en) | 2005-12-23 | 2012-02-21 | Nelson Erik B | Treatment methods employing histamine H3 receptor antagonists, including betahistine |
| RU2008132966A (ru) | 2006-01-13 | 2010-02-20 | Ф.Хоффманн-Ля Рош Аг (Ch) | Производные циклогексилпиперазинилметанона и их применение в качестве модуляторов гистамин н3 рецептора |
| CN101384581B (zh) | 2006-02-17 | 2013-09-18 | 弗·哈夫曼-拉罗切有限公司 | 作为5ht2/d3调节剂的苯甲酰基-哌啶衍生物 |
| JP2009528240A (ja) | 2006-03-01 | 2009-08-06 | セメンテク・ピーティーワイ・リミテッド | メーソンリー部材用マトリックス及びその製造方法 |
| JP2009132621A (ja) | 2006-03-13 | 2009-06-18 | Ajinomoto Co Inc | シクロプロピルアミド化合物の製造方法 |
| JP2009530390A (ja) | 2006-03-23 | 2009-08-27 | アムゲン インコーポレイティッド | １−フェニルスルホニル−ジアザ複素環アミド化合物およびヒドロキシステロイドデヒドロゲナーゼ調節因子としてのその使用 |
| JP5301270B2 (ja) | 2006-05-26 | 2013-09-25 | 株式会社カネカ | 光学活性３−アミノ−２−ヒドロキシプロピオン酸シクロプロピルアミド誘導体およびその塩の製造方法 |
| US9108948B2 (en) * | 2006-06-23 | 2015-08-18 | Abbvie Inc. | Cyclopropyl amine derivatives |
| UA98772C2 (ru) | 2006-06-23 | 2012-06-25 | Эбботт Леборетриз | Производные циклопропиламина как модуляторы н3-гистаминового рецептора |
| JP2009541460A (ja) | 2006-07-03 | 2009-11-26 | ベレナギング ヴォー クリスタラク ホガー オンダーヴェイル ヴェーテンザパーリク オンダージーク エン パシェンテンゾーク | ヒスタミンｈ４受容体と相互作用する縮合二環式化合物 |
| GB0615620D0 (en) * | 2006-08-05 | 2006-09-13 | Astrazeneca Ab | A process for the preparation of optically active intermediates |
| WO2008024284A2 (en) * | 2006-08-21 | 2008-02-28 | Merck & Co., Inc. | Sulfonylated piperazines as cannabinoid-1 receptor modulators |
| TW200828371A (en) | 2006-09-21 | 2008-07-01 | Matsushita Electric Ind Co Ltd | Chip-type filter |
| DE102006056526A1 (de) | 2006-11-30 | 2008-06-05 | Archimica Gmbh | Verfahren zur stereoselektiven Synthese von chiralen Epoxiden durch ADH-Reduktion von alpha-Abgangsgruppen-substituierten Ketonen und Cyclisierung |
| US7737149B2 (en) * | 2006-12-21 | 2010-06-15 | Astrazeneca Ab | N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]-4-(3,5-dimethylpiperazin-1-yl)benzamide and salts thereof |
| WO2008147864A2 (en) | 2007-05-22 | 2008-12-04 | Xenon Pharmaceuticals Inc. | Methods of using piperazine compounds in treating sodium channel-mediated diseases or conditions |
| JP2010528007A (ja) | 2007-05-23 | 2010-08-19 | メルク・シャープ・エンド・ドーム・コーポレイション | シクロプロピルピロリジンオレキシン受容体アンタゴニスト |
| ES2350511T3 (es) | 2007-06-11 | 2011-01-24 | F. Hoffmann-La Roche Ag | Derivados ciclohexilo. |
| AU2008290329B2 (en) * | 2007-08-22 | 2011-12-22 | Astrazeneca Ab | Cyclopropyl amide derivatives |
| AU2008307195B2 (en) * | 2007-10-04 | 2012-11-22 | F. Hoffmann-La Roche Ag | Cyclopropyl aryl amide derivatives and uses thereof |
| TW200934772A (en) * | 2008-01-15 | 2009-08-16 | Lilly Co Eli | Crystalline(R)-2-(4-cyclopropanesulphonyl-phenyl)-N-pyrazin-2-yl-3-(tetrahydropyran-4-yl)-propionamide |
| DE102008049371A1 (de) | 2008-03-06 | 2009-09-10 | Mühlbauer Ag | Einrichtung mit einem RFID-Transponder in einem elektrisch leitfähigen Gegenstand und Herstellungsverfahren hierfür |
| EP2307023A4 (en) * | 2008-03-20 | 2011-07-20 | Forest Lab Holdings Ltd | NEW PIPERAZINE DERIVATIVES AS INHIBITORS OF STEAROYL COA DESATURASE |
| EP2300422B1 (en) | 2008-05-08 | 2014-11-05 | Evotec AG | Azetidines as histamine h3 receptor antagonists |
| JP2012503595A (ja) | 2008-07-28 | 2012-02-09 | シダンスク ユニバーシティ | 代謝病の治療用の化合物 |
| CN101462980B (zh) * | 2009-01-05 | 2013-01-09 | 扬州天辰精细化工有限公司 | 2，6—二氟苯甲酰胺的工业化生产方法 |
| TW201039825A (en) | 2009-02-20 | 2010-11-16 | Astrazeneca Ab | Cyclopropyl amide derivatives 983 |
| KR20130034009A (ko) | 2010-02-18 | 2013-04-04 | 아스트라제네카 아베 | 시클로프로필 아미드 유도체를 포함하는 고체 형태 |
| AU2011218491C1 (en) | 2010-02-18 | 2015-05-14 | Astrazeneca Ab | Processes for making cyclopropyl amide derivatives and intermediates associated therewith |
-
2011
- 2011-02-17 AU AU2011218491A patent/AU2011218491C1/en not_active Ceased
- 2011-02-17 CN CN2011800196365A patent/CN102869651A/zh active Pending
- 2011-02-17 RU RU2012139082/04A patent/RU2012139082A/ru not_active Application Discontinuation
- 2011-02-17 MX MX2012009473A patent/MX2012009473A/es active IP Right Grant
- 2011-02-17 SG SG2012059473A patent/SG183274A1/en unknown
- 2011-02-17 WO PCT/SE2011/050172 patent/WO2011102795A1/en active Application Filing
- 2011-02-17 TW TW100105296A patent/TWI520945B/zh not_active IP Right Cessation
- 2011-02-17 SG SG10201501226VA patent/SG10201501226VA/en unknown
- 2011-02-17 KR KR20127021548A patent/KR20130002316A/ko not_active Application Discontinuation
- 2011-02-17 AR ARP110100485 patent/AR080204A1/es unknown
- 2011-02-17 EP EP20110744974 patent/EP2536685B1/en not_active Not-in-force
- 2011-02-17 KR KR20127024174A patent/KR20130004296A/ko not_active Application Discontinuation
- 2011-02-17 CA CA 2788444 patent/CA2788444A1/en not_active Abandoned
- 2011-02-17 CA CA 2790040 patent/CA2790040A1/en not_active Abandoned
- 2011-02-17 AU AU2011218492A patent/AU2011218492B2/en not_active Ceased
- 2011-02-17 TW TW100105300A patent/TWI494301B/zh not_active IP Right Cessation
- 2011-02-17 JP JP2012553850A patent/JP2013520414A/ja active Pending
- 2011-02-17 BR BR112012020782A patent/BR112012020782A2/pt not_active IP Right Cessation
- 2011-02-17 BR BR112012020629A patent/BR112012020629A2/pt not_active IP Right Cessation
- 2011-02-17 JP JP2012553849A patent/JP2013520413A/ja not_active Ceased
- 2011-02-17 MX MX2012009480A patent/MX336333B/es unknown
- 2011-02-17 CN CN201180019632.7A patent/CN103168027B/zh not_active Expired - Fee Related
- 2011-02-17 RU RU2012136148/04A patent/RU2012136148A/ru not_active Application Discontinuation
- 2011-02-17 WO PCT/SE2011/050171 patent/WO2011102794A1/en active Application Filing
- 2011-02-17 SG SG2012055240A patent/SG182732A1/en unknown
- 2011-02-17 AR ARP110100486 patent/AR080205A1/es unknown
- 2011-02-17 US US13/579,605 patent/US9012452B2/en not_active Expired - Fee Related
- 2011-02-17 ES ES11744974.4T patent/ES2541857T3/es active Active
- 2011-02-17 US US13/029,362 patent/US20110201623A1/en not_active Abandoned
- 2011-02-17 EP EP11744975.1A patent/EP2536702A4/en not_active Withdrawn
- 2011-02-17 NZ NZ60192011A patent/NZ601920A/en not_active IP Right Cessation
- 2011-02-17 NZ NZ60211011A patent/NZ602110A/en not_active IP Right Cessation
-
2012
- 2012-08-13 IL IL221431A patent/IL221431A/en not_active IP Right Cessation
- 2012-08-16 CL CL2012002259A patent/CL2012002259A1/es unknown
- 2012-08-17 CL CL2012002286A patent/CL2012002286A1/es unknown
- 2012-08-17 CO CO12140266A patent/CO6592109A2/es unknown
-
2013
- 2013-04-30 HK HK13105221.5A patent/HK1178142A1/xx not_active IP Right Cessation
-
2015
- 2015-08-14 JP JP2015160029A patent/JP2016006103A/ja active Pending
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| RU2012139082A (ru) | Способы получения производных циклопропиламида и связанных с ними промежуточных соединений | |
| JP2013520413A5 (ru) | ||
| NZ599684A (en) | Processes for producing cycloalkylcarboxamido-pyridine benzoic acids | |
| RU2010145171A (ru) | Аналоги галихондрина в | |
| PE20071223A1 (es) | Procedimiento de preparacion de derivados de acil-amino-alquilen-amida | |
| JP2009533369A5 (ru) | ||
| CY1113873T1 (el) | Παραγωγα hydroxybenzamide σαν παραγοντες καταστολης της hsp90 | |
| EA200701470A1 (ru) | Способы получения производных 4-(фенокси-5-метилпиримидин-4-илокси)пиперидин-1-карбоновой кислоты и родственных соединений | |
| PE20070007A1 (es) | Metodos para sintetizar derivados de 6-alquilaminoquinolina | |
| EA201490831A1 (ru) | Способ получения хинолиновых производных | |
| UY31986A (es) | Derivados n- sustituídos de la 2-metil-propionamida;{1-[5-sustiuido-4-sustituido-tiazol-2-il-carbamoil]-1-metil-etil} amidas de ácidos carboxílicos sustituidos, derivados farmacéuticamente aceptables de los mismos, composiciones y aplicaciones. | |
| RU2009141611A (ru) | Способ получения амидного соединения | |
| RU2018132264A (ru) | Промежуточные продукты в синтезе эрибулина и соответствующие способы синтеза | |
| RU2013112946A (ru) | Способ получения промежуточных соединений для получения ингибиторов nep | |
| RU2014145819A (ru) | Бициклическое соединение | |
| CY1111277T1 (el) | Μεθοδος παραγωγης κιλοσταζολης | |
| RU2008128566A (ru) | Органические соединения | |
| RU2015111236A (ru) | Способ получения производного оксазола | |
| CY1112979T1 (el) | Διαδικασια για την παρασκευη της ενωσης (s)-1-αλκυλ-2',6'-πιπεκολοξυλιδιδιου | |
| EA201592167A1 (ru) | Способ получения производных пирролидин-2-карбоновой кислоты | |
| AR056750A1 (es) | Procesos para la preparacion de derivados de piperazinil benzamida, sales mono-succinato de los mismos, composiciones farmaceutucas que los contienen y un metodo de elaboracion de las mismas. | |
| GEP20156350B (en) | New process for synthesis of ivabradine and their additional salts with pharmaceutically acceptable acid | |
| AR082593A1 (es) | Proceso para la preparacion de pirazoles | |
| MA35806B1 (fr) | Nouveau procede de synthese du 3-(2-bromo-4,5-dimethoxyphenil) propanenitrile, et application a la synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable | |
| UA102091C2 (ru) | Способ получения сульфонилпиролов как ингибиторов hdac |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA94 | Acknowledgement of application withdrawn (non-payment of fees) |
Effective date: 20151116 |