Patent US4510152A successfully refreshed from Google Patents.
US4510152A
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Antihypertensive chromenes and chromans
Assignee: Beecham Group PLC
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Filing: 1983-04-21
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Granted: 1985-04-09
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Expires: 2003-04-21
Abstract
Abstract Compounds of formula (I): ##STR1## wherein: either one of R 1 and R 2 is hydrogen and the other is selected from the class of C 1-6 alkylcarbonyl, C 1-6 alkoxycarbonyl, C 1-6 alkylcarbonyloxy, C 1-6 alkylhydroxymethyl, nitro, cyano, chloro, trifluoromethyl, C 1-6 alkylsulphinyl, C 1-6 alkylsulphonyl, C 1-6 alkoxysulphinyl, C 1-6 alkoxysulphonyl, C 1-6 alkylcarbonylamino, C 1-6 alkoxycarbonylamino, C 1-6 alkyl-thiocarbonyl, C 1-6 alkoxy-thiocarbonyl, C 1-6 alkyl-thiocarbonyloxy, C 1-6 alkyl-thiolmethyl, formyl or aminosulphinyl, aminosulphonyl or aminocarbonyl, the amino moiety being optionally substituted by one or two C 1-6 alkyl groups, or C 1-6 alkylsulphinylamino, C 1-6 alkylsulphonylamino C 1-6 alkoxysulphinylamino or C 1-6 alkoxysulphonylamino or ethylenyl terminally substituted by C 1-6 alkylcarbonyl, nitro or cyano, or --C(C 1-6 alkyl)NOH or --C(C 1-6 alkyl)NNH 2 , or one of R 1 and R 2 is nitro, cyano or C 1-3 alkylcarbonyl and the other is methoxy or amino optionally substituted by one or two C 1-6 alkyl or by C 2-7 alkanoyl; one of R 3 and R 4 is hydrogen or C 1-4 alkyl and the other is C 1-4 alkyl or R 3 and R 4 together are C 2-5 polymethylene; X is oxygen or sulphur; Y and Z are each hydrogen or together represent a bond; n is 1 or 2; or when one or the other of R 1 and R 2 is an amino or an amino-containing group, a pharmaceutically acceptable salt thereof, having anti-hypertensive activity.
Inventors
- 👤 Erol A. Faruk
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 23:23
CPC Classifications
C; C07; C07D; C07D405/00; C07D405/02; C07D405/04; A; A61; A61P; A61P9/00; A61P9/12; C07D311/00; C07D311/02; C07D311/04; C07D311/58; C07D311/68; C07D311/70
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
239 words
A compound of formula (I) ##STR29## wherein: either one of R 1 and R 2 is hydrogen and the other is selected from the class of C 1-6 alkylcarbonyl, C 1-6 alkoxycarbonyl, C 1-6 alkylcarbonyloxy, C 1-6 alkylhydroxymethyl, nitro, cyano, chloro, trifluoromethyl, C 1-6 alkylsulphinyl, C 1-6 alkylsulphonyl, C 1-6 alkoxysulphinyl, C 1-6 alkoxysulphonyl, C 1-6 alkylcarbonylamino, C 1-6 alkoxycarbonylamino, C 1-6 alkyl-thiocarbonyl, C 1-6 alkoxy-thiocarbonyl, C 1-6 alkyl-thiocarbonyloxy, C 1-6 alkyl-thiolmethyl, formyl or aminosulphinyl, aminosulphonyl or aminocarbonyl, the amino moiety being optionally substituted by one or two C 1-6 alkyl groups, or C 1-6 alkylsulphinylamino, C 1-6 alkylsulphonylamino C 1-6 alkoxysulphinylamino or C 1-6 alkoxysulphonylamino or ethylenyl terminally substituted by C 1-6 alkylcarbonyl, nitro or cyano, or --C(C 1-6 alkyl)NOH or --C(C 1-6 alkyl)NNH 2 , or one of R 1 and R 2 is nitro, cyano or C 1-3 alkylcarbonyl and the other is methoxy or amino optionally substituted by one or two C 1-6 alkyl or by C 2-7 alkanoyl; one of R 3 and R 4 is hydrogen or C 1-4 alkyl and the other is C 1-4 alkyl or R 3 and R 4 together are C 2-5 polymethylene; X is oxygen or sulphur; Y and Z are each hydrogen or together represent a bond; n is 1 or 2; or when one or the other of R 1 and R 2 is an amino or an amino-containing group, a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
239 words
A compound of formula (I) ##STR29## wherein: either one of R 1 and R 2 is hydrogen and the other is selected from the class of C 1-6 alkylcarbonyl, C 1-6 alkoxycarbonyl, C 1-6 alkylcarbonyloxy, C 1-6 alkylhydroxymethyl, nitro, cyano, chloro, trifluoromethyl, C 1-6 alkylsulphinyl, C 1-6 alkylsulphonyl, C 1-6 alkoxysulphinyl, C 1-6 alkoxysulphonyl, C 1-6 alkylcarbonylamino, C 1-6 alkoxycarbonylamino, C 1-6 alkyl-thiocarbonyl, C 1-6 alkoxy-thiocarbonyl, C 1-6 alkyl-thiocarbonyloxy, C 1-6 alkyl-thiolmethyl, formyl or aminosulphinyl, aminosulphonyl or aminocarbonyl, the amino moiety being optionally substituted by one or two C 1-6 alkyl groups, or C 1-6 alkylsulphinylamino, C 1-6 alkylsulphonylamino C 1-6 alkoxysulphinylamino or C 1-6 alkoxysulphonylamino or ethylenyl terminally substituted by C 1-6 alkylcarbonyl, nitro or cyano, or --C(C 1-6 alkyl)NOH or --C(C 1-6 alkyl)NNH 2 , or one of R 1 and R 2 is nitro, cyano or C 1-3 alkylcarbonyl and the other is methoxy or amino optionally substituted by one or two C 1-6 alkyl or by C 2-7 alkanoyl; one of R 3 and R 4 is hydrogen or C 1-4 alkyl and the other is C 1-4 alkyl or R 3 and R 4 together are C 2-5 polymethylene; X is oxygen or sulphur; Y and Z are each hydrogen or together represent a bond; n is 1 or 2; or when one or the other of R 1 and R 2 is an amino or an amino-containing group, a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
41 words
A compound according to claim 1 wherein one of R 1 and R 2 is hydrogen and the other is selected from the class of C 1-6 alkylcarbonyl, C 1-6 alkoxycarbonyl, C 1-6 alkylcarbonyloxy, C 1-6 alkylhydroxymethyl, nitro, cyano or chloro.
Claim 4
Dependent Claim
39 words
A compound according to claim 1 of formula (II): ##STR30## wherein one of R 1 1 and R 2 1 is hydrogen and the other is cyano or nitro and the remaining variables are as defined in claim 1.
Claim 5
Dependent Claim
6 words
6-Cyano-3,4-dihydro-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-2H-1-benzopyran; 6-Cyano-2,2-dimethyl-4-(2-oxo-1-piperidinyl)-2H-1-benzopyran; 2,2-dimethyl-6-nitro-4-(2-oxo-1-pyrrolidinyl)-2H-1-benzopyran; 6-Chloro-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-2H-1-benzopyran; or 6-Acetyl-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-2H-1-benzopyran.
Claim 6
Dependent Claim
6 words
6-Cyano-3,4-dihydro-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-2H-1-benzopyran; 6-Cyano-2,2-dimethyl-4-(2-oxo-1-piperidinyl)-2H-1-benzopyran; 2,2-dimethyl-6-nitro-4-(2-oxo-1-pyrrolidinyl)-2H-1-benzopyran; 6-Chloro-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-2H-1-benzopyran; or 6-Acetyl-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-2H-1-benzopyran.
Claim 7
Dependent Claim
3 words
6-Amino-7-nitro-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-2H-1-benzopyran; or 7-amino-6-nitro-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-2H-1-benzopyran.
Claim 8
Dependent Claim
3 words
6-Amino-7-nitro-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-2H-1-benzopyran; or 7-amino-6-nitro-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-2H-1-benzopyran.
Claim 9
Dependent Claim
1 words
6-Cyano-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-2H-1-benzopyran.
Claim 10
Dependent Claim
1 words
6-Cyano-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-2H-1-benzopyran.
Claim 11
Dependent Claim
50 words
A compound according to claim 1 of the formula IV ##STR31## wherein one of R 1 2 and R 2 2 is nitro or cyano and the other is amino optionally substituted as in claim 1 and R 3 , R 4 and n are as defined in claim 1.
Claim 12
Dependent Claim
25 words
A pharmaceutical composition for the treatment of hypertension, comprising an antihypertensive effective amount of a compound according to claim 1 and a pharmaceutically acceptable carrier.
Claim 13
Dependent Claim
34 words
A method of treatment of hypertension in mammals including humans comprising the administration of an anti-hypertensive effective amount of a compound according to claim 1 or a pharmaceutically acceptable salt thereof to the sufferer.
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) | 1988-04-08 | 1988-10-08 | 1989-04-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-04-08 | 1992-10-08 | 1993-04-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-04-08 | 1996-10-08 | 1997-04-09 | $7700.00 | Window Closed / Lapsed |