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CA2111169A1 - Phenylacetic acid derivatives, process for the preparation thereof and corresponding use - Google Patents

Phenylacetic acid derivatives, process for the preparation thereof and corresponding use

Info

Publication number
CA2111169A1
CA2111169A1 CA002111169A CA2111169A CA2111169A1 CA 2111169 A1 CA2111169 A1 CA 2111169A1 CA 002111169 A CA002111169 A CA 002111169A CA 2111169 A CA2111169 A CA 2111169A CA 2111169 A1 CA2111169 A1 CA 2111169A1
Authority
CA
Canada
Prior art keywords
preparation
derivatives
phenylacetic acid
corresponding use
acid derivatives
Prior art date
Legal status (The legal status 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 status listed.)
Granted
Application number
CA002111169A
Other languages
French (fr)
Other versions
CA2111169C (en
Inventor
Juan Jose Artus Surroca
Lorenzo Jane Rafecas
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Almirall SA
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of CA2111169A1 publication Critical patent/CA2111169A1/en
Application granted granted Critical
Publication of CA2111169C publication Critical patent/CA2111169C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/02—Formation of carboxyl groups in compounds containing amino groups, e.g. by oxidation of amino alcohols
    • 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
    • A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/40—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino groups bound to carbon atoms of at least one six-membered aromatic ring and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/42—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino groups bound to carbon atoms of at least one six-membered aromatic ring and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton with carboxyl groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by saturated carbon chains

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

The invention relates to phenylacetic acid derivatives, a process for the preparation thereof and corresponding use. These derivatives are identified by the following formula:

where R1, R2 and R3 are the same or different and are a either methyl, ethyl or propyl radicals; or R2 and R3, which are attached as shown by -(R2....R3)-, jointly form a -(CH2)n- radical where n = 4 or 5, with the exception of the case where R1 = R2 =
R3 = CH3, and also with the exception of the case where R1 = R3 =
CH3 and R2 = ethyl; the process comprises the reaction of a diclofenac salt with the corresponding alkyl haloacetate of formula X-CH2-COO-CR1R2R3, (X = Cl or Br) in an homogenous medium.
They are used for the preparation of [2-(2,6-dichloroanilino)phenyl]acetoxyacetic acid, by treatment with acids in an anhydrous medium. The derivatives have therapeutic activity as analgesics or anti-inflammatories.
CA002111169A 1992-12-14 1993-12-10 Phenylacetic acid derivatives, process for the preparation thereof and corresponding use Expired - Fee Related CA2111169C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
ES9202523 1992-12-14
ES09202523A ES2065242B1 (en) 1992-12-14 1992-12-14 DERIVATIVES OF PHENYLACETIC ACID, PROCEDURE FOR ITS OBTAINING AND CORRESPONDING USE.

Publications (2)

Publication Number Publication Date
CA2111169A1 true CA2111169A1 (en) 1994-06-15
CA2111169C CA2111169C (en) 2001-05-01

Family

ID=8279093

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002111169A Expired - Fee Related CA2111169C (en) 1992-12-14 1993-12-10 Phenylacetic acid derivatives, process for the preparation thereof and corresponding use

Country Status (8)

Country Link
KR (1) KR100196240B1 (en)
AU (1) AU670139B2 (en)
CA (1) CA2111169C (en)
ES (1) ES2065242B1 (en)
GR (1) GR1002048B (en)
HU (1) HUT65711A (en)
NZ (1) NZ250409A (en)
PL (2) PL175116B1 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999055660A1 (en) * 1998-04-28 1999-11-04 Russinsky Limited Process for the preparation of aceclofenac
WO1999062865A1 (en) * 1998-06-03 1999-12-09 Jae Chul Kim Haloethyl-2-[ (2,6-dichlorophenyl) amino] phenylacetoxyacetate derivatives and their use as an intermediate to synthesize aceclofenac

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005073163A1 (en) * 2004-01-30 2005-08-11 J.B.Chemicals & Pharmaceuticals Ltd. A process for the preparation of [2-(2,6-dichloro anilino) phenyl] acetoxy acetic acid

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3811120A1 (en) * 1988-03-31 1989-10-12 Merckle Gmbh NEOPENTYL ESTER DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS MEDICINAL PRODUCTS
ES2020146A6 (en) * 1990-05-29 1991-07-16 Prodesfarma Sa Process for obtaining 2-[(2,6-dichlorophenyl)amino]- phenylacetoxyacetic acid
ES2020145A6 (en) * 1990-05-29 1991-07-16 Prodesfarma Sa Process for obtaining esters of 2-(2,6- dichlorophenyl)amino)phenylacetoxyacetic acid

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999055660A1 (en) * 1998-04-28 1999-11-04 Russinsky Limited Process for the preparation of aceclofenac
WO1999062865A1 (en) * 1998-06-03 1999-12-09 Jae Chul Kim Haloethyl-2-[ (2,6-dichlorophenyl) amino] phenylacetoxyacetate derivatives and their use as an intermediate to synthesize aceclofenac

Also Published As

Publication number Publication date
HUT65711A (en) 1994-07-28
NZ250409A (en) 1995-07-26
ES2065242A1 (en) 1995-02-01
GR930100500A (en) 1994-08-31
PL301415A1 (en) 1994-06-27
ES2065242B1 (en) 1995-10-01
HU9303551D0 (en) 1994-04-28
GR1002048B (en) 1995-11-16
KR100196240B1 (en) 1999-06-15
AU5217793A (en) 1994-06-23
PL175116B1 (en) 1998-11-30
PL174822B1 (en) 1998-09-30
AU670139B2 (en) 1996-07-04
CA2111169C (en) 2001-05-01
KR940014301A (en) 1994-07-18

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Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed
MKLA Lapsed

Effective date: 20101210

MKLA Lapsed

Effective date: 20101210