US4025527A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Certain thiazoles and oxazoles
Assignee: Smith Kline & French Laboratories Ltd
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Filing: 1975-12-15
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Granted: 1977-05-24
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Expires: 1995-12-15
Abstract
Abstract The compounds are N,N'-substituted thioureas, ureas and guanidines which are H-2 histamine receptor inhibitors. Two compounds of this invention are N,N'-bis[2-((4-methyl-5-imidazolyl)methylthio)ethyl]thiourea and N,N'-bis[2-((4-methyl-5-imidazolyl)methylthio)ethyl]-N''-cyanoguanidin e.
Inventors
- 👤 Graham John Durant
- 👤 Charon Robin Ganellin
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 08:14
CPC Classifications
C; C07; C07D; C07D233/00; C07D233/54; C07D233/64; C07D213/00; C07D213/02; C07D213/04; C07D213/24; C07D213/28; C07D213/32; C07D213/60; C07D213/62; C07D213/63; C07D213/65; C07D233/66; C07D233/68; C07D261/00; C07D261/02; C07D261/06; C07D261/08; C07D263/00; C07D263/02; C07D263/30; C07D263/34; C07D263/46; C07D275/00; C07D275/02; C07D285/00; C07D285/01; C07D285/02; C07D285/04; C07D285/12; C07D285/125; C07D285/135; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31551; Y10T428/31591
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
235 words
A compound of the formula: ##STR13## wherein Het 1 and Het 2 , which may be the same or different, are thiazole or oxazole, which is optionally monosubstituted by lower alkyl having 1 to 4 carbon atoms, hydroxyl, halogen or amino; Z 1 and Z 2 are sulphur or a methylene group; B 1 is (CH 2 ) n .sbsb.1 and B 2 is (CH 2 ) n .sbsb.2 and when Z 1 is sulphur and m 1 is 1, B 1 may also be CH 2 CHR, CHRCH 2 , CHRCH 2 CH 2 , CH 2 CHRCH 2 or CH 2 CH 2 CHR wherein R is methyl or ethyl or when Z 1 and Z 2 are sulphur and m 1 and m 2 are 1, both B 1 and B 2 may also be ##STR14## m 1 and m 2 are 0, 1 or 2 and n 1 and n 2 are 2 or 3, provided that the sum of m 1 and n 1 and the sum of m 2 and n 2 are from 2 to 4; and X is sulphur, oxygen or NY wherein Y is hydrogen, cyano, CONH 2 or SO 2 R 1 wherein R 1 is lower alkyl or phenyl, provided that when X is NH, at least one of Z 1 or Z 2 is sulphur or a pharmaceutically acceptable acid addition salt thereof.
Claim 2
Dependent Claim
235 words
A compound of the formula: ##STR13## wherein Het 1 and Het 2 , which may be the same or different, are thiazole or oxazole, which is optionally monosubstituted by lower alkyl having 1 to 4 carbon atoms, hydroxyl, halogen or amino; Z 1 and Z 2 are sulphur or a methylene group; B 1 is (CH 2 ) n .sbsb.1 and B 2 is (CH 2 ) n .sbsb.2 and when Z 1 is sulphur and m 1 is 1, B 1 may also be CH 2 CHR, CHRCH 2 , CHRCH 2 CH 2 , CH 2 CHRCH 2 or CH 2 CH 2 CHR wherein R is methyl or ethyl or when Z 1 and Z 2 are sulphur and m 1 and m 2 are 1, both B 1 and B 2 may also be ##STR14## m 1 and m 2 are 0, 1 or 2 and n 1 and n 2 are 2 or 3, provided that the sum of m 1 and n 1 and the sum of m 2 and n 2 are from 2 to 4; and X is sulphur, oxygen or NY wherein Y is hydrogen, cyano, CONH 2 or SO 2 R 1 wherein R 1 is lower alkyl or phenyl, provided that when X is NH, at least one of Z 1 or Z 2 is sulphur or a pharmaceutically acceptable acid addition salt thereof.
Claim 3
Dependent Claim
15 words
A compound of claim 1 wherein Het 1 and Het 2 are thiazole or oxazole.
Claim 4
Dependent Claim
20 words
A compound of claim 1 wherein Het 1 and Het 2 are thiazole optionally substituted by methyl, hydroxyl or halogen.
Claim 5
Dependent Claim
13 words
A compound of claim 3 wherein Het 1 and Het 2 are 2-thiazolyl.
Claim 6
Dependent Claim
23 words
A compound of claim 1 wherein B 1 is (CH 2 ) n .sbsb.1, and B 2 is (CH 2 ) n .sbsb.2.
Claim 7
Dependent Claim
33 words
A compound of claim 5 wherein Het 1 -(CH 2 ) m .sbsb.1 --Z 1 -- B 1 and Het 2 --(CH 2 ) n .sbsb.2 -Z 2 --B 2 are the same.
Claim 8
Dependent Claim
24 words
A compound of claim 1 wherein the sum of m 1 and n 1 or m 2 and n 2 is 3 or 4.
Claim 9
Dependent Claim
21 words
A compound of claim 7 wherein m 1 and m 2 are 1 and n 1 and n 2 are 2.
Claim 10
Dependent Claim
13 words
A compound of claim 1 wherein Z 1 and Z 2 are sulphur.
Claim 11
Dependent Claim
17 words
A compound of claim 1 wherein X is sulphur or N--Y wherein Y is hydrogen or cyano.
Claim 12
Dependent Claim
9 words
A compound of claim 1, said compound being N,N'-bis-[2-((2-thiazolyl)methylthio)ethyl]-N"-cyano-guanidine.
References Cited (Backward Citations)
US3736331A
Cited
US3868457A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-05-23 | 1980-11-22 | 1981-05-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-05-23 | 1984-11-22 | 1985-05-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-05-23 | 1988-11-22 | 1989-05-24 | $7700.00 | Window Closed / Lapsed |