GB1380095A - Carboxamidobenzoic acids as hypolipemic agents - Google Patents

Carboxamidobenzoic acids as hypolipemic agents

Info

Publication number
GB1380095A
GB1380095A GB4999972A GB4999972A GB1380095A GB 1380095 A GB1380095 A GB 1380095A GB 4999972 A GB4999972 A GB 4999972A GB 4999972 A GB4999972 A GB 4999972A GB 1380095 A GB1380095 A GB 1380095A
Authority
GB
United Kingdom
Prior art keywords
preparation
carbomethoxy
treating
acid
compounds
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.)
Expired
Application number
GB4999972A
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.)
Pfizer Inc
Original Assignee
Pfizer Inc
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 Pfizer Inc filed Critical Pfizer Inc
Publication of GB1380095A publication Critical patent/GB1380095A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/06—Antihyperlipidemics
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/10—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
    • C07D211/14—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

1380095 Carboxamidobenzoic acids PFIZER Inc 30 Oct 1972 [2 Nov 1971] 49999/72 Heading C2C The invention comprises compounds of formula and the pharmaceutically acceptable salts thereof, wherein R 1 and R 2 independently represent H, C 1-4 alkyl, phenylalkyl and substituted phenylalkyl wherein said alkyl contains 1 to 2 carbon atoms and said substituent is F, Cl, Br, -CH 3 or -OCH 3 ; R 1 and R 2 when taken together with the nitrogen to which they are attached form a heterocyclic ring of formula wherein Z is O, S, NH and (CH 2 ) 0-3 , and methyl, benzyl and dimethyl substituted derivatives of said heterocyclic rings; and X is F, Cl, Br, -OCH 3 , -SCH 3 . -S-CH 2 -C 6 H 5 and substituted benzylthio wherein said substituent is selected from F, Cl, Br, -CF 3 , -CH 3 or a -OCH 3 group. These compounds are obtained by the following reaction scheme Preparation of the following intermediate compounds is given: in Preparation A(a), 3 - Carbomethoxy - 4 - chlorobenzoic acid by diazotizing 3-carboethoxy-4-aminobenzoic acid and treating the product compound with CuCl (in Preparation A(b) and A(c) 4-Br-and 4-Flderivatives are prepared); in Preparation A(d), 3-carbomethoxy-4-methoxybenzoic acid prepared by diazotizing 3-carbomethoxy-4-amino-benzoic acid to obtain 3-carbomethoxy-4-hydroxybenzoic acid which is later on treated with CH 3 I (for similar compounds see also Preparation "B"); in Preparation A(e), 3-carbomethoxy-4- methylthiobenzoic acid prepared by treating 3-carbomethoxy-4-chlorobenzoic acid with CH 3 SH (similar other compounds are also mentioned; N,α,dimethyl-p-methoxybenzylamine prepared by treating p-methoxyacetophenone with methyl amine in Preparation C(a); in Preparation C(b), N-ethyl-2-p-chloro-phenylamine is obtained by treating 2-p-chlorophenethylamine with CH 3 CHO, and reducing the product thus obtained with NaBH 4 ; in Preparation D, 4-fluorobenzyl mercaptan is obtained by treating 4-fluorobenzyl chloride with thiourea (preparation of other substituted mercaptans is also mentioned).
GB4999972A 1971-11-02 1972-10-30 Carboxamidobenzoic acids as hypolipemic agents Expired GB1380095A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US19492271A 1971-11-02 1971-11-02

Publications (1)

Publication Number Publication Date
GB1380095A true GB1380095A (en) 1975-01-08

Family

ID=22719403

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4999972A Expired GB1380095A (en) 1971-11-02 1972-10-30 Carboxamidobenzoic acids as hypolipemic agents

Country Status (6)

Country Link
US (1) US3725417A (en)
JP (1) JPS5653536B2 (en)
BE (1) BE790859A (en)
DE (1) DE2253748A1 (en)
FR (1) FR2158444B1 (en)
GB (1) GB1380095A (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1476633A (en) * 1973-10-03 1977-06-16 Unilever Ltd Dentifrice composition
DE2639935A1 (en) * 1976-09-04 1978-03-09 Hoechst Ag BENZOESAEURS AND METHOD FOR THEIR PRODUCTION
JPS6058224B2 (en) * 1978-07-31 1985-12-19 旭化成株式会社 Method for producing metoclopramide
US6525078B1 (en) 2002-06-25 2003-02-25 Cesare Casagrande Compound for the treatment of atherosclerotic-thrombotic pathological conditions
JP4931419B2 (en) * 2003-09-19 2012-05-16 中外製薬株式会社 Novel 4-phenylamino-benzaldoxime derivatives and their use as MEK inhibitors
TWI361066B (en) 2004-07-26 2012-04-01 Chugai Pharmaceutical Co Ltd 5-substituted-2-phenylamino benzamides as mek inhibitors

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3268526A (en) * 1962-09-12 1966-08-23 Monsanto Co Heterocyclic polyhalobenzamide derivatives

Also Published As

Publication number Publication date
DE2253748A1 (en) 1973-05-30
FR2158444B1 (en) 1975-10-31
US3725417A (en) 1973-04-03
JPS5653536B2 (en) 1981-12-19
BE790859A (en) 1973-04-30
JPS4861448A (en) 1973-08-28
FR2158444A1 (en) 1973-06-15

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee