Patent US4305945A successfully refreshed from Google Patents.
US4305945A
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Isoureas and isothioureas
Assignee: Smith Kline & French Laboratories Ltd
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Filing: 1979-07-10
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Granted: 1981-12-15
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Expires: 1999-07-10
Abstract
Abstract The compounds are isoureas and isothioureas which have an O- or S- alkylpyrimidone substituent and which are histamine H2-antagonists and antiinflammatory agents. A specific compound of this invention is 2-[5-(O-isoureido)pentylamino]-5-(6-methyl-3-pyridylmethyl)-4-pyrimido ne.
Inventors
- 👤 Charon R. Ganellin
- 👤 Robert J. Ife
- 👤 David A. A. Owen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 01:09
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/32; C07D239/46; C07D239/47; A; A61; A61P; A61P43/00; C07D239/42; C07D239/52; C07D239/54; C07D239/545
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
124 words
A compound of the formula ##STR10## in which R 1 and R 2 are hydrogen or lower alkyl; Y is sulphur or oxygen; n is from 3 to 8; X is oxygen or sulphur; Z is hydrogen or lower alkyl; A is straight or branched C 1 -C 5 alkylene or --(CH 2 ) p W(CH 2 ) q --where W is oxygen or sulphur and the sum of p and q is 1 to 4; and B is a heteroaryl group selected from pyridyl, N-oxopyridyl, pyrimidyl, pyrazyl, pyridazyl, quinolyl, isoquinolyl, 5,6,7,8-tetrahydroquinolyl and 1,3-dioxolopyridyl optionally substituted by one or two lower alkyl, lower alkoxy, halo, hydroxy or amino groups, in the form of the free base or a pharmaceutically acceptable acid addition salt thereof.
Claim 2
Dependent Claim
124 words
A compound of the formula ##STR10## in which R 1 and R 2 are hydrogen or lower alkyl; Y is sulphur or oxygen; n is from 3 to 8; X is oxygen or sulphur; Z is hydrogen or lower alkyl; A is straight or branched C 1 -C 5 alkylene or --(CH 2 ) p W(CH 2 ) q --where W is oxygen or sulphur and the sum of p and q is 1 to 4; and B is a heteroaryl group selected from pyridyl, N-oxopyridyl, pyrimidyl, pyrazyl, pyridazyl, quinolyl, isoquinolyl, 5,6,7,8-tetrahydroquinolyl and 1,3-dioxolopyridyl optionally substituted by one or two lower alkyl, lower alkoxy, halo, hydroxy or amino groups, in the form of the free base or a pharmaceutically acceptable acid addition salt thereof.
Claim 3
Dependent Claim
11 words
A compound according to claim 1 in which X is oxygen.
Claim 4
Dependent Claim
11 words
A compound according to claim 2 in which Z is hydrogen.
Claim 5
Dependent Claim
22 words
A compound according to any one of claims 1, 2 or 3 in which R 1 and R 2 are both hydrogen.
Claim 6
Dependent Claim
11 words
A compound according to claim 1 in which Y is oxygen.
Claim 7
Dependent Claim
13 words
A compound according to claim 1 in which n is 5 or 6.
Claim 8
Dependent Claim
29 words
A compound according to claim 1 in which B is a heteroaryl group selected from a pyridyl optionally substituted by one or two lower alkyl or lower alkoxy groups.
Claim 9
Dependent Claim
20 words
A compound according to claim 7 in which B is a heteroaryl group selected from 3-pyridyl, 6-methyl-3-pyridyl, 5,6-dimethyl-3-pyridyl and 6-methoxy-3-pyridyl.
Claim 10
Dependent Claim
10 words
A compound according to claim 1 which A is methylene.
Claim 11
Dependent Claim
11 words
A compound according to claim 1, said compound being 2-[5-(S-isothioureido)pentylamino]-5-(3-pyridylmethyl)-4-pyrimidone trihydrochloride.
Claim 12
Dependent Claim
13 words
A compound according to claim 1, said compound being 2-[6-(S-isothioureido)hexylamino]-5-(3-pyridylmethyl)-4-pyrimidone, acetic acid salt.
Claim 13
Dependent Claim
10 words
A compound according to claim 1, said compound being 2-[5-(O-isoureido)-pentylamino]-5-(3-pyridylmethyl)-4-pyrimidone.
Claim 14
Dependent Claim
12 words
A compound according to claim 1, said compound being 2-[5-(N,N'-dimethyl-S-isothioureido)pentylamino]-5-(3-pyridylmethyl)-4-pyrimidone trihydrochloride monohydrate.
Claim 15
Dependent Claim
10 words
A compound according to claim 1, said compound being 2-[5-(O-isoureido)pentylamino]-5-(6-methyl-3-pyridylmethyl)-4-pyrimidone.
Claim 16
Dependent Claim
23 words
A pharmaceutical composition to block histamine H 2 -receptors comprising a compound according to claim 1 and a pharmaceutically acceptable diluent or carrier.
Claim 17
Dependent Claim
20 words
A method of blocking histamine H 2 -receptors which comprises administering to an animal a compound according to claim 1.
Claim 18
Dependent Claim
26 words
A method of simultaneously blocking histamine H 1 -receptors and histamine H 2 -receptors which comprises administering to an animal a compound according to claim 1.
Claim 19
Dependent Claim
18 words
A method of producing antiinflammatory activity which comprises administering to an animal a compound according to claim 1.
References Cited (Backward Citations)
US3980781A
Cited
GB1223686A
Cited
US3932644A
Cited
US4145546A
Cited
US4218452A
Cited
US4084001A
Cited
US4154834A
Cited
US4234588A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-12-14 | 1985-06-15 | 1985-12-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-12-14 | 1989-06-15 | 1989-12-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-12-14 | 1993-06-15 | 1993-12-15 | $7700.00 | Window Closed / Lapsed |