Patent EP0051409A1 successfully refreshed from Google Patents.
EP0051409A1
Expired / Lapsed
EP
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2-(Substituted-phenyl)-thiazole derivatives suitable for peptic ulcer treatment
Assignee: Kureha Corp
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Filing: 1981-10-23
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Granted: —
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Expires: 2001-10-23
Abstract
Abstract Known agents for treating peptic ulcers are either not sufficiently effective or possess undesirable side effects. These problems can be overcome by 2-(substituted-phenyl)-thiazoles having the formula (I): wherein R 1 represents an alkyl group of 1 to 3 carbon atoms, R 2 represents a hydrogen atom or an alkyl group of 1 to 3 carbon atoms and n denotes an integer of 1 to 3, with the proviso that when R 2 represents a hyrogen atom the 3, 4-and 5-positions of the benzene ring are not simultaneously occupied by methoxy groups. These compounds can be formulated into pharmaceutical compositions for treating peptic ulcers.
Inventors
- 👤 Takao Kawasaki
- 👤 Daisaku Immaru
- 👤 Tadashi Tsuchiya
- 👤 Yukiharu Yamaguchi
- 👤 Katsumi Komatsu
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-04 06:42
CPC Classifications
C; C07; C07D; C07D277/00; C07D277/02; C07D277/20; C07D277/32; C07D277/56; A; A61; A61P; A61P1/00; A61P1/04
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
78 words
A compound which is a 2-(substituted-phenyl)-thiazole having the formula (I): wherein R 1 represents an alkyl group of from 1 to 3 carbon atoms, R 2 represents a hydrogen atom or an alkyl group of from 1 to 3 carbon atoms and n denotes an integer of from 1 to 3, with the proviso that when R 2 represents a hydrogen atom the 3-, 4- and 5-positions of the benzene ring are not simultaneously occupied by methoxy groups.
Claim 2
Dependent Claim
78 words
A compound which is a 2-(substituted-phenyl)-thiazole having the formula (I): wherein R 1 represents an alkyl group of from 1 to 3 carbon atoms, R 2 represents a hydrogen atom or an alkyl group of from 1 to 3 carbon atoms and n denotes an integer of from 1 to 3, with the proviso that when R 2 represents a hydrogen atom the 3-, 4- and 5-positions of the benzene ring are not simultaneously occupied by methoxy groups.
Claim 3
Dependent Claim
13 words
A compound according to claim 1, wherein R 1 is a methyl group.
Claim 4
Dependent Claim
13 words
A compound according to claim 1, which is selected from 2-(3,4,5-trimethoxyphenyl)-4-methylthiazole-5-methylcarboxamide and 2-(3,4,5-trimethoxyphenyl)-4-methylthiazole-5-n-propylcarboxamide.
Claim 5
Dependent Claim
14 words
A compound according to claim 1, which is selected from 2-(3,4-dimethoxyphenyl)-4-methylthiazole-5-carboxamide, 2-(3,4-dimethoxyphenyl)-4-methylthiazole-5-methylcarboxamide, and 2-(3,4-dimethoxyphenyl)-4-methylthiazole-5-n-propylcarboxamide.
Claim 6
Dependent Claim
18 words
A compound according to claim 1, which is selected from 2-(2-methoxyphenyl)-4-methylthiazole-5-carboxamide, 2-(2-methoxyphenyl)-4-methylthiazole-5-methyl- carboxamide, 2-(2-methoxyphenyl)-4-methylthiazole-5-n-propylcarboxamide, 2-(4-methoxyphenyl)-4-methylthiazole-5-carboxamide, 2-(4-methoxyphenyl)-4-methylthiazole-5-methylcarboxamide, and 2-(4-methoxyphenyl)-4-methylthiazole-5-n-propylcarboxamide.
Claim 7
Dependent Claim
61 words
A process for producing a compound of formula (I) as defined in claim 1, which process comprises effecting ammonolysis of an alkyl ester of a 2-(substituted phenyl)-4-methylthiazole-5-carboxylic acid, the ester being represented by the formula (II): wherein R 1 and n are as defined in claim 1 and R 3 is an alkyl group of from 1 to 3 carbon atoms.
Claim 8
Dependent Claim
20 words
A process according to claim 6, wherein the reaction is carried out at a temperature of from -30 to 150°C.
Claim 9
Dependent Claim
66 words
A process according to claim 6 or 7, wherein the ester of formula (II) has been obtained by refluxing together a substituted benzoic acid thioamide of the formula: wherein R 1 and n are as defined in claim 1, and an alpha- haloketone of the formula: wherein R 3 is as defined in claim 6, in the presence of phosphorus pentasulfide and in an organic solvent.
Claim 10
Dependent Claim
45 words
A pharmaceutical composition comprising as active ingredient a compound of formula (I) as claimed in any one of claims 1 to 5 or which has been produced by a process as claimed in any of claims 6 to 8, together with a pharmaceutically acceptable carrier.
Claim 11
Dependent Claim
36 words
A pharmaceutical composition suitable for treatment of peptic ulcers, which composition comprises in unit dosage form a therapeutically effective amount of a compound of formula (I) as defined in claim 1, and a pharmaceutically acceptable carrier.
References Cited (Backward Citations)
FR1546183A
Cited
FR2152056A5
Cited
GB2020661A
Cited
GB2020662A
Cited
GB2056440A
Cited
JPS5657776A
Cited
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