US4080459A
Expired / Lapsed
US
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Pyridyl-alkylaminoethylene compounds
Assignee: Smith Kline & French Laboratories Ltd
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Filing: 1976-11-19
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Granted: 1978-03-21
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Expires: 1996-11-19
Abstract
Abstract The compounds are ethylene derivatives which are inhibitors of histamine activity, in particular, inhibitors of H-2 histamine receptors. A compound of this invention is 1-nitro-2-[2-((4-methyl-5-imidazolyl)methylthio)ethylamino]2-[2-((3-ch loro-2-pyridyl)methylthio)ethylamino]ethylene.
Inventors
- 👤 Graham John Durant
- 👤 John Colin Emmett
- 👤 Charon Robin Ganellin
- 👤 Hunter Douglas Prain
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 23:36
CPC Classifications
C; C07; C07D; C07D275/00; C07D275/02; C07D213/00; C07D213/02; C07D213/04; C07D213/24; C07D213/28; C07D213/32; C07D249/00; C07D249/02; C07D249/08; C07D261/00; C07D261/02; C07D261/06; C07D261/08; C07D285/00; C07D285/01; C07D285/02; C07D285/04; C07D285/08
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
156 words
A compound of the formula: ##STR6## wherein X and Y, which may be the same or different, are hydrogen, nitro, cyano or SO 2 Ar but are not both hydrogen; or both nitro R is Het'(CH 2 ) m .sbsb.1 Z'(CH 2 ) n .sbsb.1 ; Z and Z' are sulphur or methylene; m and m 1 are 0, 1 or 2 and n and n 1 are 2 or 3, provided that each of the sum of m and n and the sum of m 1 and n 1 is 3 or 4; Het is a pyridine ring which ring is optionally substituted by lower alkyl, hydroxyl, halogen or amino; Het' is a nitrogen containing 5 membered heterocyclic ring selected from thiazole, isothiazole or thiadiazole which ring is optionally substituted by lower alkyl, hydroxyl, halogen or amino; and Ar is phenyl optionally substituted by halogen or methyl, or a pharmaceutically acceptable acid addition salt thereof.
Claim 2
Dependent Claim
156 words
A compound of the formula: ##STR6## wherein X and Y, which may be the same or different, are hydrogen, nitro, cyano or SO 2 Ar but are not both hydrogen; or both nitro R is Het'(CH 2 ) m .sbsb.1 Z'(CH 2 ) n .sbsb.1 ; Z and Z' are sulphur or methylene; m and m 1 are 0, 1 or 2 and n and n 1 are 2 or 3, provided that each of the sum of m and n and the sum of m 1 and n 1 is 3 or 4; Het is a pyridine ring which ring is optionally substituted by lower alkyl, hydroxyl, halogen or amino; Het' is a nitrogen containing 5 membered heterocyclic ring selected from thiazole, isothiazole or thiadiazole which ring is optionally substituted by lower alkyl, hydroxyl, halogen or amino; and Ar is phenyl optionally substituted by halogen or methyl, or a pharmaceutically acceptable acid addition salt thereof.
Claim 3
Dependent Claim
22 words
A compound of claim 1 wherein X and Y are hydrogen, nitro or cyano but are not both hydrogen or both nitro.
Claim 4
Dependent Claim
25 words
A compound of claim 1 wherein R is Het'CH 2 SCH 2 CH 2 , Z is sulphur, m is 1 and n is 2.
Claim 5
Dependent Claim
21 words
A compound of claim 1 wherein Het' is thiazole or isothiazole and is optionally substituted by methyl, hydroxyl, halogen or amino.
Claim 6
Dependent Claim
13 words
A compound of claim 1 wherein X is nitro and Y is hydrogen.
Claim 7
Dependent Claim
9 words
A compound of claim 1, said compound being 1-nitro-2-[2-(2-thiazolylmethylthio)ethylamino]-2-[2-((3-chloro-2-pyridyl)methylthio)ethylamino]ethylene.
Claim 8
Dependent Claim
40 words
A compound of claim 1 wherein one of X and Y is nitro, cyano or SO 2 Ar and the other is hydrogen or one of X and Y is cyano and the other is cyano or SO 2 Ar.
Claim 9
Dependent Claim
26 words
A pharmaceutical composition to inhibit H-2 histamine receptors comprising a pharmaceutical carrier and, in an effective amount to inhibit said receptors, a compound of claim 1.
Claim 10
Dependent Claim
32 words
A method of inhibiting H-2 histamine receptors which comprises administering orally or parenterally to an animal in need thereof, in an effective amount to inhibit said receptors, a compound of claim 1.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-03-20 | 1981-09-19 | 1982-03-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-03-20 | 1985-09-19 | 1986-03-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-03-20 | 1989-09-19 | 1990-03-21 | $7700.00 | Window Closed / Lapsed |