Patent US2954119A successfully refreshed from Google Patents.
US4366163A
Expired / Lapsed
US
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Anti-hypertensive chromanol derivatives
Assignee: Beecham Group PLC
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Filing: 1980-09-12
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Granted: 1982-12-28
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Expires: 2000-09-12
Abstract
Abstract Compounds of the formula (I) ##STR1## and salts and pro-drugs thereof, wherein: R 1 is a hydrogen atom or a lower alkyl group; R 2 is a hydrogen atom or a lower alkyl group; R 3 is a hydrogen atom or a lower alkyl group; R 4 is a hydrogen atom or an alkyl group; R 5 is a lower alkyl or a substituted alkyl group; or R 4 and R 5 are joined so that together with the nitrogen atom to which they are attached they form a 5-, 6- or 7-membered ring optionally containing an oxygen or sulphur atom; R 6 is an electron donating group; R 7 is an electron withdrawing group; and the NR 4 R 5 and OR 3 moieties are trans having compositions containing them and processes for their preparation.
Inventors
- 👤 John M. Evans
- 👤 Graham A. Showell
- 👤 Charles S. Fake
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 01:37
CPC Classifications
C; C07; C07D; C07D311/00; C07D311/02; C07D311/04; C07D311/58; C07D311/70; C07D311/22; C07D311/68
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
166 words
A compound of the formula: ##STR16## or a pharmaceutically acceptable salt or ester thereof, wherein R 1 is hydrogen or lower alkyl; R 2 is hydrogen or lower alkyl; R 3 is hydrogen or lower alkyl; R 4 is hydrogen or lower alkyl; R 5 is lower alkyl or alkyl of 3 to 5 carbon atoms terminally substituted by chlorine; or R 4 and R 5 are joined so that together with the nitrogen atom to which they are attached they form a 6- or 7-membered saturated heterocyclic ring containing said nitrogen atom as the sole hetero atom or a 5- membered saturated heterocyclic ring optionally containing an oxygen or sulphur atom as an additional hetero atom; R 6 is amino, carboxylic acylamino of up to 3 carbon atoms, alkylamino of up to 3 carbon atoms, or dialkylamino of up to 3 carbon atoms in each alkyl moiety; R 7 is nitro or cyano; and the NR 4 R 5 and OR 3 groups are trans.
Claim 2
Dependent Claim
166 words
A compound of the formula: ##STR16## or a pharmaceutically acceptable salt or ester thereof, wherein R 1 is hydrogen or lower alkyl; R 2 is hydrogen or lower alkyl; R 3 is hydrogen or lower alkyl; R 4 is hydrogen or lower alkyl; R 5 is lower alkyl or alkyl of 3 to 5 carbon atoms terminally substituted by chlorine; or R 4 and R 5 are joined so that together with the nitrogen atom to which they are attached they form a 6- or 7-membered saturated heterocyclic ring containing said nitrogen atom as the sole hetero atom or a 5- membered saturated heterocyclic ring optionally containing an oxygen or sulphur atom as an additional hetero atom; R 6 is amino, carboxylic acylamino of up to 3 carbon atoms, alkylamino of up to 3 carbon atoms, or dialkylamino of up to 3 carbon atoms in each alkyl moiety; R 7 is nitro or cyano; and the NR 4 R 5 and OR 3 groups are trans.
Claim 3
Dependent Claim
48 words
A compound according to claim 1 of the formula ##STR17## or a pharmaceutically acceptable salt or ester thereof wherein R 3 , R 6 and R 7 are as defined in claim 1 and n is 1 or 2, the cyclic amino and OR 3 groups being trans.
Claim 4
Dependent Claim
10 words
A compound according to claim 2 of the formula: ##STR18##
Claim 5
Dependent Claim
10 words
A compound according to claim 2 of the formula: ##STR19##
Claim 6
Dependent Claim
31 words
A compound according to claim 1, wherein R 4 and R 5 are joined so that together with the nitrogen atom to which they are attached they form pyrrolidino or piperidino.
Claim 7
Dependent Claim
11 words
A compound according to claim 3 wherein R 6 is amino.
Claim 8
Dependent Claim
11 words
A compound according to claim 1 wherein R 7 is nitro.
Claim 9
Dependent Claim
1 words
7-Amino-6-cyano-3,4-dihydro-2,2-dimethyl-trans-4-pyrrolidino-2H-benzo[b]pyran-3-ol.
Claim 10
Dependent Claim
1 words
7-Amino-6-cyano-3,4-dihydro-2,2-dimethyl-trans-4-pyrrolidino-2H-benzo[b]pyran-3-ol.
Claim 11
Dependent Claim
22 words
An anti-hypertensive composition comprising an anti-hypertensively effective amount of a compound according to claim 1 in combination with a pharmaceutically acceptable carrier.
Claim 12
Dependent Claim
27 words
A method of effecting an anti-hypertensive response in a human or other animal which comprises administering thereto an effective amount of a compound according to 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) | 1985-12-27 | 1986-06-28 | 1986-12-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-12-27 | 1990-06-28 | 1990-12-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-12-27 | 1994-06-28 | 1994-12-28 | $7700.00 | Window Closed / Lapsed |