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US4133814A
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2-Phenyl-3-aroylbenzothiophenes useful as antifertility agents
Assignee: Eli Lilly and Co
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Filing: 1976-09-17
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Granted: 1979-01-09
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Expires: 1996-09-17
Abstract
Abstract Derivatives of 2-phenyl-3-aroylbenzothiophenes and 2-phenyl-3-aroylbenzothiophene-1-oxides are useful as antifertility agents. Certain of these compounds also are useful in suppressing the growth of mammary tumors.
Inventors
- 👤 C. David Jones
- 👤 Tulio Suarez
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 15:41
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/08; C07D295/084; C07D295/088; A; A61; A61P; A61P33/00; A61P33/10; A61P35/00; C07C; C07C323/00; C07D333/00; C07D333/50; C07D333/52; C07D333/54; C07D333/56; C07D333/62; C07D333/64; C07D333/68
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
87 words
A compound of the formula ##STR57## in which R is hydroxyl; R 1 is hydrogen, hydroxyl, C 1 -C 5 alkoxy, or ##STR58## R 2 is hydrogen; and R 3 and R 4 independently are C 1 -C 4 alkyl, or R 3 and R 4 taken together with the nitrogen to which they are bonded constitute a heterocyclic ring selected from the group consisting of pyrrolidino, piperidino, hexamethyleneimino, or morpholino; and pharmaceutically acceptable non-toxic acid addition salts of those compounds in which R 1 is ##STR59##
Claim 2
Dependent Claim
87 words
A compound of the formula ##STR57## in which R is hydroxyl; R 1 is hydrogen, hydroxyl, C 1 -C 5 alkoxy, or ##STR58## R 2 is hydrogen; and R 3 and R 4 independently are C 1 -C 4 alkyl, or R 3 and R 4 taken together with the nitrogen to which they are bonded constitute a heterocyclic ring selected from the group consisting of pyrrolidino, piperidino, hexamethyleneimino, or morpholino; and pharmaceutically acceptable non-toxic acid addition salts of those compounds in which R 1 is ##STR59##
Claim 3
Dependent Claim
102 words
A compound of the formula ##STR60## in which R is hydrogen, hydroxyl, or C 1 -C 5 alkoxy; R 1 is hydrogen, C 1 -C 5 acyloxy, C 1 -C 5 alkoxycarbonyloxy, benzoyloxy, adamantoyloxy, chloro, bromo, or ##STR61## R 2 is hydroxyl; and R 3 and R 4 independently are C 1 -C 4 alkyl, or R 3 and R 4 taken together with the nitrogen to which they are bonded constitute a heterocyclic ring selected from the group consisting of pyrrolidino, piperidino, hexamethyleneimino, or morpholino; and pharmaceutically acceptable non-toxic acid addition salts of those compounds in which R 1 is ##STR62##
Claim 4
Dependent Claim
102 words
A compound of the formula ##STR60## in which R is hydrogen, hydroxyl, or C 1 -C 5 alkoxy; R 1 is hydrogen, C 1 -C 5 acyloxy, C 1 -C 5 alkoxycarbonyloxy, benzoyloxy, adamantoyloxy, chloro, bromo, or ##STR61## R 2 is hydroxyl; and R 3 and R 4 independently are C 1 -C 4 alkyl, or R 3 and R 4 taken together with the nitrogen to which they are bonded constitute a heterocyclic ring selected from the group consisting of pyrrolidino, piperidino, hexamethyleneimino, or morpholino; and pharmaceutically acceptable non-toxic acid addition salts of those compounds in which R 1 is ##STR62##
Claim 5
Dependent Claim
24 words
A compound of the formula ##STR63## in which R is hydroxyl; R 1 is hydroxyl; and R 2 is C 1 -C 5 alkoxy.
Claim 6
Dependent Claim
24 words
A compound of the formula ##STR63## in which R is hydroxyl; R 1 is hydroxyl; and R 2 is C 1 -C 5 alkoxy.
Claim 7
Dependent Claim
10 words
Compound of claim 1, in which R 1 is hydroxyl.
Claim 8
Dependent Claim
58 words
A compound of the formula ##STR64## in which R is hydrogen, hydroxyl, or C 1 -C 5 alkoxy; R 1 is hydroxyl; and R 2 is ##STR65## in which R 3 and R 4 taken together with the nitrogen to which they are bonded constitute a pyrrolidino ring; and pharmaceutically acceptable non-toxic acid addition salts of such compounds.
Claim 9
Dependent Claim
58 words
A compound of the formula ##STR64## in which R is hydrogen, hydroxyl, or C 1 -C 5 alkoxy; R 1 is hydroxyl; and R 2 is ##STR65## in which R 3 and R 4 taken together with the nitrogen to which they are bonded constitute a pyrrolidino ring; and pharmaceutically acceptable non-toxic acid addition salts of such compounds.
Claim 10
Dependent Claim
10 words
Compound of claim 2, in which R 1 is ##STR66##
Claim 11
Dependent Claim
25 words
Compound of claim 6, in which R 3 and R 4 taken together with the nitrogen to which they are bonded constitute a pyrrolidino function.
Claim 12
Dependent Claim
9 words
Compound of claim 7, in which R is hydrogen.
Claim 13
Dependent Claim
9 words
Compound of claim 5, in which R is hydrogen.
Claim 14
Dependent Claim
9 words
Compound of claim 5, in which R is hydroxyl.
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) | 1982-01-08 | 1982-07-10 | 1983-01-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-01-08 | 1986-07-10 | 1987-01-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-01-08 | 1990-07-10 | 1991-01-09 | $7700.00 | Window Closed / Lapsed |