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US4075223A Expired / Lapsed US ⏱️ 0.0 years remaining

Novel antifertility agents

Assignee: Eli Lilly and Co
•
Filing: 1976-11-24
•
Granted: 1978-02-21
•
Expires: 1996-11-24
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Abstract

Abstract Derivatives of 2-aroyl-3-phenylindenes, 3-aroyl-4-phenyl-1,2-dihydronaphthalenes, and 1-phenyl-2-aroyl-naphthalenes are useful as antifertility agents.

Inventors

  • 👤 Tulio Suarez
  • 👤 C. David Jones

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 07:31
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/08; C07D295/084; C07D295/088; C07C; C07C45/00; C07C45/45; C07C45/46; C07C45/61; C07C45/65; C07C45/67; C07C45/673; C07C45/68

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 152 words
A compound of the formula ##STR16## in which X is --CH 2 --, --CH 2 -CH 2 -- or --CH═CH--; R and R 1 independently are hydrogen, hydroxyl, C 1 - to C 5 -alkoxy, or C 5 - to C 6 -cycloalkoxy; subject to the limitation that at least one of R and R 1 is hydrogen; R 2 is hydrogen, chloro, bromo, hydroxyl, C 1 - to C 5 -alkoxy, or C 5 - to C 6 -cycloalkoxy; subject to the limitation that at least one of R, R 1 , or R 2 is other than hydrogen; and R 4 and R 5 independently are C 1 -C 4 alkyl, or R 4 and R 5 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 thereof.
Claim 2
Dependent Claim 152 words
A compound of the formula ##STR16## in which X is --CH 2 --, --CH 2 -CH 2 -- or --CH═CH--; R and R 1 independently are hydrogen, hydroxyl, C 1 - to C 5 -alkoxy, or C 5 - to C 6 -cycloalkoxy; subject to the limitation that at least one of R and R 1 is hydrogen; R 2 is hydrogen, chloro, bromo, hydroxyl, C 1 - to C 5 -alkoxy, or C 5 - to C 6 -cycloalkoxy; subject to the limitation that at least one of R, R 1 , or R 2 is other than hydrogen; and R 4 and R 5 independently are C 1 -C 4 alkyl, or R 4 and R 5 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 thereof.
Claim 3
Dependent Claim 13 words
Compound of claim 1, in which X is --CH 2 -CH 2 --.
Claim 4
Dependent Claim 10 words
Compound of claim 2, in which R 1 is hydroxyl.
Claim 5
Dependent Claim 10 words
Compound of claim 2, in which R 2 is hydroxyl.
Claim 6
Dependent Claim 15 words
Compound of claim 4, in which the R 2 substituent is in the para position.
Claim 7
Dependent Claim 10 words
Compound of claim 5, in which R 1 is hydroxyl.
Claim 8
Dependent Claim 13 words
Compound of claim 2, in which R 4 and R 5 are methyl.
Claim 9
Dependent Claim 13 words
Compound of claim 2, in which R 4 and R 5 are ethyl.
Claim 10
Dependent Claim 25 words
Compound of claim 2, in which R 4 and R 5 taken together with the nitrogen to which they are bonded constitute a pyrrolidino function.
Claim 11
Dependent Claim 13 words
Compound of claim 2, in the form of its pharmaceutically acceptable non-toxic salt.
Claim 12
Dependent Claim 11 words
Compound of claim 10, in the form of its citrate salt.
Claim 13
Dependent Claim 11 words
Compound of claim 1, in which X is --CH 2 --.
Claim 14
Dependent Claim 10 words
Compound of claim 12, in which R 1 is hydroxyl.
Claim 15
Dependent Claim 10 words
Compound of claim 12, in which R 2 is hydroxyl.
Claim 16
Dependent Claim 15 words
Compound of claim 14, in which the R 2 substituent is in the para position.
Claim 17
Dependent Claim 10 words
Compound of claim 15, in which R 1 is hydroxyl.
Claim 18
Dependent Claim 10 words
Compound of claim 15, in which R 1 is methoxy.
Claim 19
Dependent Claim 9 words
Compound of claim 1, in which X is --CH═CH--.

References Cited (Backward Citations)

US2551316A Cited
US4017546A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-02-20 1981-08-22 1982-02-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-02-20 1985-08-22 1986-02-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-02-20 1989-08-22 1990-02-21 $7700.00 Window Closed / Lapsed

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