US4117128A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Sulfonyl benzofurans and benzothiophenes having coronary vasodilator activity
Assignee: GlaxoSmithKline LLC
•
Filing: 1976-08-03
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Granted: 1978-09-26
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Expires: 1996-08-03
Abstract
Abstract The compounds are sulfonyl benzofurans and benzothiophenes having pharmacological activity, in particular, coronary vasodilator activity useful for the treatment of angina pectoris.
Inventors
- 👤 L. Martin Brenner
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 14:26
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/77; C07D307/78; C07D307/82
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
108 words
A compound of the formula: ##STR4## or a pharmaceutically acceptable acid addition salt thereof, in which: R 1 is hydrogen, halo or lower alkyl; R 2 is lower alkyl, phenyl, benzyl, lower alkylphenyl, halophenyl, trifluoromethylphenyl, lower alkylbenzyl, halobenzyl or trifluoromethylbenzyl; R 3 is hydrogen or hydroxy; R 4 is hydrogen or lower alkyl and R 5 is lower alkyl or R 4 and R 5 together with the nitrogen atom to which they are attached form a pyrrolidine, piperidine, N-(lower alkyl)piperazine, morpholine or perhydroazepine ring; n is 0 or 1 when R 3 is hydrogen and 1 when R 3 is hydroxy; and Z is oxygen or sulfur.
Claim 2
Dependent Claim
108 words
A compound of the formula: ##STR4## or a pharmaceutically acceptable acid addition salt thereof, in which: R 1 is hydrogen, halo or lower alkyl; R 2 is lower alkyl, phenyl, benzyl, lower alkylphenyl, halophenyl, trifluoromethylphenyl, lower alkylbenzyl, halobenzyl or trifluoromethylbenzyl; R 3 is hydrogen or hydroxy; R 4 is hydrogen or lower alkyl and R 5 is lower alkyl or R 4 and R 5 together with the nitrogen atom to which they are attached form a pyrrolidine, piperidine, N-(lower alkyl)piperazine, morpholine or perhydroazepine ring; n is 0 or 1 when R 3 is hydrogen and 1 when R 3 is hydroxy; and Z is oxygen or sulfur.
Claim 3
Dependent Claim
11 words
A compound according to claim 1 in which Z is oxygen.
Claim 4
Dependent Claim
11 words
A compound according to claim 1 in which Z is sulfur.
Claim 5
Dependent Claim
21 words
A compound according to claim 2 in which R 4 is hydrogen or lower alkyl and R 5 is lower alkyl.
Claim 6
Dependent Claim
14 words
A compound according to claim 4 in which R 2 is phenyl or n-butyl.
Claim 7
Dependent Claim
10 words
A compound according to claim 5, said compound being 3-[4-(3-diethylaminopropoxy)phenylsulfonyl]-2-phenylbenzofuran.
Claim 8
Dependent Claim
10 words
A compound according to claim 5, said compound being 2-n-butyl-3-[4-(2-diethylaminoethoxy)phenylsulfonyl]benzofuran.
Claim 9
Dependent Claim
10 words
A compound according to claim 5, said compond being 2-n-butyl-3-[4-(2-hydroxy-3-isopropylaminopropoxy)phenylsulfonyl]benzofuran.
Claim 10
Dependent Claim
10 words
A compound according to claim 5, said compound being 3-[4-(3-di-n-butylaminopropoxy)phenylsulfonyl]-2-phenylbenzofuran.
Claim 11
Dependent Claim
25 words
A pharmaceutical composition having coronary vasodilator activity comprising a pharmaceutical carrier and a compound of claim 1 in an amount sufficient to produce said activity.
Claim 12
Dependent Claim
24 words
A method of producing coronary vasodilation comprising administering to an animal a compound of claim 1 in an amount sufficient to produce said activity.
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) | 1981-09-25 | 1982-03-27 | 1982-09-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-09-25 | 1986-03-27 | 1986-09-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-09-25 | 1990-03-27 | 1990-09-26 | $7700.00 | Window Closed / Lapsed |