WO1992003412A3 - Benzamide derivatives - Google Patents

Benzamide derivatives Download PDF

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Publication number
WO1992003412A3
WO1992003412A3 PCT/GB1991/001375 GB9101375W WO9203412A3 WO 1992003412 A3 WO1992003412 A3 WO 1992003412A3 GB 9101375 W GB9101375 W GB 9101375W WO 9203412 A3 WO9203412 A3 WO 9203412A3
Authority
WO
WIPO (PCT)
Prior art keywords
carbon
alkyl
groups
optionally
sulphinyl
Prior art date
Application number
PCT/GB1991/001375
Other languages
French (fr)
Other versions
WO1992003412A2 (en
Inventor
Andrew William Bridge
Original Assignee
Rhone Poulenc Rorer Ltd
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 Rhone Poulenc Rorer Ltd filed Critical Rhone Poulenc Rorer Ltd
Publication of WO1992003412A2 publication Critical patent/WO1992003412A2/en
Publication of WO1992003412A3 publication Critical patent/WO1992003412A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/45—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
    • C07C233/46—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/49—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a carbon atom of an acyclic unsaturated carbon skeleton
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/45—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
    • C07C233/46—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/47—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
    • C07C237/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having carbon atoms of carboxamide groups, amino groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/39—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
    • C07C323/40—Y being a hydrogen or a carbon atom
    • C07C323/42—Y being a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/62—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
    • C07C323/63—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/125—Saturated compounds having only one carboxyl group and containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Obesity (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

A benzamide derivative of formula (I) wherein R1 represents alkyl optionally containing one or more carbon-carbon double or triple bonds, and optionally interrupted by one or more hetero atoms, or sulphinyl or sulphonyl groups, optionally carrying one or more substituents selected from halogen, amino, alkoxy, alkylthio, alkylamino, or -CONR6R7 groups wherein R6 represents hydrogen or methyl and R7 represents methyl, trifluoromethyl or trichloromethyl, the symbols R2 represent hydrogen, alkyl or optionally substituted phenyl or the two groups R2 form a ring, R3 represents hydrogen or alkyl, R4 represents alkoxy, alkylthio, dimethylamino, or a 5- to 8-membered heterocyclo group, and R5 represents -NR?8R9 or -OR10¿ wherein R?8 and R9¿ represents hydrogen or alkyl optionally containing one or more carbon-carbon double or triple bonds, and optionally interrupted by one or more hetero atoms, or sulphinyl or sulphonyl groups, and R10 represents hydrogen or alkyl optionally containing one or more carbon-carbon double or triple bonds, and optionally interrupted by one or more hetero atoms, or sulphinyl or sulphonyl groups, and pharmaceutically acceptable salts thereof, possess useful pharmacological properties.
PCT/GB1991/001375 1990-08-13 1991-08-13 Benzamide derivatives WO1992003412A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB909017711A GB9017711D0 (en) 1990-08-13 1990-08-13 New compositions of matter
GB9017711.4 1990-08-13

Publications (2)

Publication Number Publication Date
WO1992003412A2 WO1992003412A2 (en) 1992-03-05
WO1992003412A3 true WO1992003412A3 (en) 1992-04-30

Family

ID=10680576

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB1991/001375 WO1992003412A2 (en) 1990-08-13 1991-08-13 Benzamide derivatives

Country Status (10)

Country Link
EP (1) EP0543865A1 (en)
JP (1) JPH06500315A (en)
AU (1) AU8427591A (en)
CA (1) CA2089151A1 (en)
GB (1) GB9017711D0 (en)
IE (1) IE912848A1 (en)
IL (1) IL99159A0 (en)
PT (1) PT98666A (en)
WO (1) WO1992003412A2 (en)
ZA (1) ZA916338B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2894445B2 (en) 1997-02-12 1999-05-24 日本たばこ産業株式会社 Compounds effective as CETP activity inhibitors
AU2004222436A1 (en) 2003-03-17 2004-09-30 Japan Tobacco Inc. Method for increasing the oral bioavailability of S-(2-(((1- (2-ethylbutyl) cyclohexyl)carbonyl) amino) phenyl)-2-methylpropanethioate
US11021430B2 (en) * 2016-04-05 2021-06-01 Moresco Corporation Oxa acid compound

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2476074A1 (en) * 1979-12-13 1981-08-21 Lilly Co Eli Acylated amino poly:cyclic peptide antibiotics - useful for controlling fungal infections
EP0077534A2 (en) * 1981-10-15 1983-04-27 Chugai Seiyaku Kabushiki Kaisha Benzamide derivatives, a process for preparing the same, and pharmaceutical compositions containing the same
US4536346A (en) * 1983-05-06 1985-08-20 American Cyanamid Company Aralkanamidophenyl compounds
WO1986003199A1 (en) * 1984-11-29 1986-06-05 Italfarmaco S.P.A. Amino-salicylic acid derivatives and pharmaceutical compositions
EP0195582A1 (en) * 1985-03-14 1986-09-24 SMITH KLINE DAUELSBERG GmbH 5-Aminosalicylic acid derivatives of non-steroidal antiinflammatory acids
EP0318859A2 (en) * 1987-12-03 1989-06-07 Dainippon Pharmaceutical Co., Ltd. N-substituted mercaptopropanamide derivatives

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2476074A1 (en) * 1979-12-13 1981-08-21 Lilly Co Eli Acylated amino poly:cyclic peptide antibiotics - useful for controlling fungal infections
EP0077534A2 (en) * 1981-10-15 1983-04-27 Chugai Seiyaku Kabushiki Kaisha Benzamide derivatives, a process for preparing the same, and pharmaceutical compositions containing the same
US4536346A (en) * 1983-05-06 1985-08-20 American Cyanamid Company Aralkanamidophenyl compounds
WO1986003199A1 (en) * 1984-11-29 1986-06-05 Italfarmaco S.P.A. Amino-salicylic acid derivatives and pharmaceutical compositions
EP0195582A1 (en) * 1985-03-14 1986-09-24 SMITH KLINE DAUELSBERG GmbH 5-Aminosalicylic acid derivatives of non-steroidal antiinflammatory acids
EP0318859A2 (en) * 1987-12-03 1989-06-07 Dainippon Pharmaceutical Co., Ltd. N-substituted mercaptopropanamide derivatives

Also Published As

Publication number Publication date
AU8427591A (en) 1992-03-17
IE912848A1 (en) 1992-02-26
GB9017711D0 (en) 1990-09-26
WO1992003412A2 (en) 1992-03-05
JPH06500315A (en) 1994-01-13
EP0543865A1 (en) 1993-06-02
CA2089151A1 (en) 1992-02-14
ZA916338B (en) 1992-05-27
IL99159A0 (en) 1992-07-15
PT98666A (en) 1992-06-30

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