US4216318A
Expired / Lapsed
US
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Heterocyclic alkyl 4-pyrimidones
Assignee: Smith Kline & French Laboratories Ltd
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Filing: 1979-02-16
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Granted: 1980-08-05
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Expires: 1999-02-16
Abstract
Abstract The compounds are substituted isocytosines which are histamine H2-antagonists. Two specific compounds of the present invention are 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-(3-pyridylmethyl)- 4-pyrimidone and 2-[2-(3-bromo-2-pyridylmethylthio)-ethylamino]-5-(4-pyridylmethyl)-4-p yrimidone.
Inventors
- 👤 Thomas H. Brown
- 👤 Graham J. Durant
- 👤 Charon R. Ganellin
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 18:47
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/14; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/46; C07D239/56; C07D401/02; C07D401/06
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
155 words
A compound of the formula: ##STR12## wherein Q is lower alkylthio, benzylthio, chloro or bromo; Z is hydrogen or lower alkyl; A is a straight or branched alkylene chain containing from 1-5 carbon atoms or --(CH 2 ) p W(CH 2 ) q -- where W is oxygen or sulphur and p and q are such that their sum is from 1 to 4; and Het' is a 5 or 6 membered hetercyclic ring selected from pyridine, pyridine-N-oxide, furan, thiophen, thiazole, oxazole, isothiazole, imidazole, pyrimidine, pyrazine, pyridazine or thiadiazole, which ring is optionally substituted by or or two (which may be the same or different) of the groups selected from lower alkyl, lower alkoxy, halo, hydroxy and amino, or Het' is a pyridine ring with a carbocyclic or cyclic ether ring containing two oxygen atoms fused to it, or Het' is a pyridine, imidazole or thiazole ring which has a benzene ring fused to it.
Claim 2
Dependent Claim
155 words
A compound of the formula: ##STR12## wherein Q is lower alkylthio, benzylthio, chloro or bromo; Z is hydrogen or lower alkyl; A is a straight or branched alkylene chain containing from 1-5 carbon atoms or --(CH 2 ) p W(CH 2 ) q -- where W is oxygen or sulphur and p and q are such that their sum is from 1 to 4; and Het' is a 5 or 6 membered hetercyclic ring selected from pyridine, pyridine-N-oxide, furan, thiophen, thiazole, oxazole, isothiazole, imidazole, pyrimidine, pyrazine, pyridazine or thiadiazole, which ring is optionally substituted by or or two (which may be the same or different) of the groups selected from lower alkyl, lower alkoxy, halo, hydroxy and amino, or Het' is a pyridine ring with a carbocyclic or cyclic ether ring containing two oxygen atoms fused to it, or Het' is a pyridine, imidazole or thiazole ring which has a benzene ring fused to it.
Claim 3
Dependent Claim
31 words
A compound of claim 1 in which Z is hydrogen, A is methylene and Het' is pyridine which is substituted by a lower alkyl, lower alkoxy, halo, hydroxy or amino group.
Claim 4
Dependent Claim
28 words
A compound of claim 1 in which Z is hydrogen, A is methylene and Het' is 2-pyridyl, 3-pyridyl or 4-pyridyl optionally substituted by lower alkyl or lower alkoxy.
Claim 5
Dependent Claim
10 words
A compound of claim 1 in which Het' is 3-pyridyl.
Claim 6
Dependent Claim
9 words
A compound of claim 1, said compound being 5-(6-methyl-3-pyridylmethyl)-2-methylthio-4-pyrimidone.
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) | 1983-08-05 | 1984-02-04 | 1984-08-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-08-05 | 1988-02-04 | 1988-08-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-08-05 | 1992-02-04 | 1992-08-05 | $7700.00 | Window Closed / Lapsed |