Patent US5098903A successfully refreshed from Google Patents.
US5098903A
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Diphenylcyclopropyl analogs as antiestrogenic and antitumor agents
Assignee: BOARD OF REGENTS FOR UNIVERSITY OF AKLAHOMA
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Filing: 1989-11-06
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Granted: 1992-03-24
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Expires: 2009-11-06
Abstract
Abstract Diphenylcyclopropyl analogs in which one or more of the phenyl rings includes substituents comprising a hydroxy group, a hydrogen atom, an acetate group or a substituted or unsubstituted alkoxy group. The compounds are useful as antiestrogens and antitumor agents.
Inventors
- 👤 Robert A. Magarian
- 👤 Joseph T. Pento
- 👤 Kwasi S. Avor
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 23:37
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/08; C07D295/084; C07D295/088; A; A61; A61K; A61K31/00; A61K31/02; A61K31/025; A61K31/03; C07C; C07C309/00; C07C309/63; C07C309/64; C07C309/65; C07C309/66; C07C2601/00; C07C2601/02
Claims Analysis
Total Claims: 42
Claim 1
Independent Claim
148 words
A compound having the formula: ##STR9## or any pharmaceutically acceptable salt thereof, in which: X is selected from a group consisting of, halogen atoms and hydrogen atoms; R 1 is selected from a group consisting of, a hydrogen atom, and a substituted alkoxy group in which the substituent of the alkoxy group is selected from a group consisting of, an unsubstituted piperazine, and a substituted piperazine in which the substituent is an alkyl group containing from 1 to 6 carbon atoms; and R 2 is selected from a group consisting of, a hydrogen atom, and a substituted alkoxy group in which the substituent of the alkoxy group is selected from a group consisting of, an unsubstituted piperazine, and a substituted piperazine in which the substituent is an alkyl group containing from 1 to 6 carbon atoms; and with the proviso that R1 and R2 cannot be simultaneously hydrogen.
Claim 2
Dependent Claim
148 words
A compound having the formula: ##STR9## or any pharmaceutically acceptable salt thereof, in which: X is selected from a group consisting of, halogen atoms and hydrogen atoms; R 1 is selected from a group consisting of, a hydrogen atom, and a substituted alkoxy group in which the substituent of the alkoxy group is selected from a group consisting of, an unsubstituted piperazine, and a substituted piperazine in which the substituent is an alkyl group containing from 1 to 6 carbon atoms; and R 2 is selected from a group consisting of, a hydrogen atom, and a substituted alkoxy group in which the substituent of the alkoxy group is selected from a group consisting of, an unsubstituted piperazine, and a substituted piperazine in which the substituent is an alkyl group containing from 1 to 6 carbon atoms; and with the proviso that R1 and R2 cannot be simultaneously hydrogen.
Claim 3
Dependent Claim
47 words
The compound of claim 1 in which R 1 is selected from a group consisting of: a substituted alkoxy in which the substituent is piperazine; and a substituted alkoxy in which the substituent is a substituted piperazine and in which the piperazine substituent is an alkyl group.
Claim 4
Dependent Claim
11 words
The compound of claim 2 in which R 2 is hydrogen.
Claim 5
Dependent Claim
20 words
The compound of claim 3 in which R 1 and the R 2 are each at the para ring position.
Claim 6
Dependent Claim
10 words
The compound of claim 4 in which X is chlorine.
Claim 7
Dependent Claim
47 words
The compound of claim 1 in which R 2 is selected from a group consisting of: a substituted alkoxy in which the substituent is piperazine; and a substituted alkoxy in which the substituent is a substituted piperazine and in which the piperazine substituent is an alkyl group.
Claim 8
Dependent Claim
11 words
The compound of claim 6 in which R 1 is hydrogen.
Claim 9
Dependent Claim
21 words
The compound of claim 7 in which the R 1 and the R 2 are each at the para ring position.
Claim 10
Dependent Claim
10 words
The compound of claim 7 in which X is chlorine.
Claim 11
Dependent Claim
26 words
The compound of claim 1 in which R 1 is a piperazionoethoxy group at the para ring position, R 2 is hydrogen and X is chlorine.
Claim 12
Dependent Claim
26 words
The compound of claim 1 in which R 2 is a piperazionoethoxy group at the para ring position, R 1 is hydrogen and X is chlorine.
Claim 13
Dependent Claim
163 words
A composition of matter comprising a compound having the formula: ##STR10## or any pharmaceutically acceptable salt thereof and a pharmaceutically acceptable carrier of sufficient quantity to solubilize the compound, in which: X is selected from a group consisting of, halogen atoms and hydrogen atoms; R 1 is selected from a group consisting of, a hydrogen atom, a substituted alkoxy group in which the substituent of the alkoxy group is selected from a group consisting of, an unsubstituted piperazine, and a substituted piperazine in which the substituent is an alkyl group containing from 1 to 6 carbon atoms; and R 2 is selected from a group consisting of, a hydrogen atom, a substituted alkoxy group in which the substituent of the alkoxy group is selected from a group consisting of, an unsubstituted piperazine, and a substituted piperazine in which the substituent is an alkyl group containing from 1 to 6 carbon atoms; and with the proviso that R1 and R2 cannot be simultaneously hydrogen.
Claim 14
Dependent Claim
163 words
A composition of matter comprising a compound having the formula: ##STR10## or any pharmaceutically acceptable salt thereof and a pharmaceutically acceptable carrier of sufficient quantity to solubilize the compound, in which: X is selected from a group consisting of, halogen atoms and hydrogen atoms; R 1 is selected from a group consisting of, a hydrogen atom, a substituted alkoxy group in which the substituent of the alkoxy group is selected from a group consisting of, an unsubstituted piperazine, and a substituted piperazine in which the substituent is an alkyl group containing from 1 to 6 carbon atoms; and R 2 is selected from a group consisting of, a hydrogen atom, a substituted alkoxy group in which the substituent of the alkoxy group is selected from a group consisting of, an unsubstituted piperazine, and a substituted piperazine in which the substituent is an alkyl group containing from 1 to 6 carbon atoms; and with the proviso that R1 and R2 cannot be simultaneously hydrogen.
Claim 15
Dependent Claim
46 words
The compound of claim 12 in which R 1 is selected from a group containing: a substituted alkoxy in which the substituent is piperazine; and a substituted alkoxy in which the substituent is a substituted piperazine and in which the piperazine substituent is an alkyl group.
Claim 16
Dependent Claim
11 words
The compound of claim 13 in which R 2 is hydrogen.
Claim 17
Dependent Claim
19 words
The compound of claim 14 in which R 1 and the R2 are each at the para ring position.
Claim 18
Dependent Claim
10 words
The compound of claim 15 in which X is chlorine.
Claim 19
Dependent Claim
47 words
The compound of claim 12 in which R 2 is selected from a group consisting of: a substituted alkoxy in which the substituent is piperazine; and a substituted alkoxy in which the substituent is a substituted piperazine and in which the piperazine substituent is an alkyl group.
Claim 20
Dependent Claim
10 words
The compound of claim 17 in which R1 is hydrogen.
Claim 21
Dependent Claim
20 words
The compound of claim 17 in which R 1 and the R 2 are each at the para ring position.
Claim 22
Dependent Claim
10 words
The compound of claim 18 in which X is chlorine.
Claim 23
Independent Claim
172 words
A method of inducing antiestrogenic activity in a mammal in need of such therapy comprising administering to the mammal an antiestrogenically effective amount of one or more compounds having the formula: ##STR11## or any pharmaceutically acceptable salt thereof, in which: X is selected from a group consisting of, halogen atoms and hydrogen atoms; R 1 is selected from a group consisting of, a hydrogen atom, a substituted alkoxy group in which the substituent of the alkoxy group is selected from a group consisting of, an unsubstituted piperazine, and a substituted piperazine in which the substituent is an alkyl group containing from 1 to 6 carbon atoms; and R 2 is selected from a group consisting of, a hydrogen atom, a substituted alkoxy group in which the substituent of the alkoxy group is selected from a group consisting of, an unsubstituted piperazine, and a substituted piperazine in which the substituent is an alkyl group containing from 1 to 6 carbon atoms, and with the proviso that R1 and R2 cannot be simultaneously hydrogen.
Claim 24
Independent Claim
172 words
A method of inducing antiestrogenic activity in a mammal in need of such therapy comprising administering to the mammal an antiestrogenically effective amount of one or more compounds having the formula: ##STR11## or any pharmaceutically acceptable salt thereof, in which: X is selected from a group consisting of, halogen atoms and hydrogen atoms; R 1 is selected from a group consisting of, a hydrogen atom, a substituted alkoxy group in which the substituent of the alkoxy group is selected from a group consisting of, an unsubstituted piperazine, and a substituted piperazine in which the substituent is an alkyl group containing from 1 to 6 carbon atoms; and R 2 is selected from a group consisting of, a hydrogen atom, a substituted alkoxy group in which the substituent of the alkoxy group is selected from a group consisting of, an unsubstituted piperazine, and a substituted piperazine in which the substituent is an alkyl group containing from 1 to 6 carbon atoms, and with the proviso that R1 and R2 cannot be simultaneously hydrogen.
Claim 25
Dependent Claim
37 words
The method of claim 21 in which R 1 is selected from a group consisting of: a substituted alkoxy in which the substituent is a substituted piperazine; and in which the piperazine substituent is an alkyl group.
Claim 26
Dependent Claim
11 words
The method of claim 22 in which R 2 is hydrogen.
Claim 27
Dependent Claim
20 words
The method of claim 23 in which R 1 and the R 2 are each at the para ring position.
Claim 28
Dependent Claim
10 words
The method of claim 24 in which X is chlorine.
Claim 29
Dependent Claim
47 words
The method of claim 21 in which R 2 is selected from a group consisting of: a substituted alkoxy in which the substituent is piperazine, and a substituted alkoxy in which the substituent is a substituted piperazine and in which the piperazine substituent is an alkyl group.
Claim 30
Dependent Claim
10 words
The compound of claim 26 in which R1 is hydrogen.
Claim 31
Dependent Claim
21 words
The compound of claim 27 in which the R 1 and the R 2 are each at the para ring position.
Claim 32
Dependent Claim
10 words
The compound of claim 28 in which X is chlorine.
Claim 33
Independent Claim
175 words
A method of inhibiting the development of an estrogen-dependent tumor in a mammal in need of such therapy comprising administering to the mammal an effective amount of one or more compounds having the formula: ##STR12## or any pharmaceutically acceptable salt thereof, in which: X is selected from a group consisting of, halogen atoms and hydrogen atoms; R 1 is selected from a group consisting of, a hydrogen atom, a substituted alkoxy group in which the substituent of the alkoxy group is selected from a group consisting of, an unsubstituted piperazine, and a substituted piperazine in which the substituent is an alkyl group containing from 1 to 6 carbon atoms; and R 2 is selected from a group consisting of, a hydrogen atom, a substituted alkoxy group in which the substituent of the alkoxy group is selected from a group consisting of, an unsubstituted piperazine, and a substituted piperazine in which the substituent is an alkyl group containing from 1 to 6 carbon atoms; and with the proviso that R1 and R2 cannot be simultaneously hydrogen.
Claim 34
Independent Claim
175 words
A method of inhibiting the development of an estrogen-dependent tumor in a mammal in need of such therapy comprising administering to the mammal an effective amount of one or more compounds having the formula: ##STR12## or any pharmaceutically acceptable salt thereof, in which: X is selected from a group consisting of, halogen atoms and hydrogen atoms; R 1 is selected from a group consisting of, a hydrogen atom, a substituted alkoxy group in which the substituent of the alkoxy group is selected from a group consisting of, an unsubstituted piperazine, and a substituted piperazine in which the substituent is an alkyl group containing from 1 to 6 carbon atoms; and R 2 is selected from a group consisting of, a hydrogen atom, a substituted alkoxy group in which the substituent of the alkoxy group is selected from a group consisting of, an unsubstituted piperazine, and a substituted piperazine in which the substituent is an alkyl group containing from 1 to 6 carbon atoms; and with the proviso that R1 and R2 cannot be simultaneously hydrogen.
Claim 35
Dependent Claim
47 words
The method of claim 30 in which R 1 is selected from a group consisting of: a substituted alkoxy in which the substituent is piperazine; and a substituted alkoxy in which the substituent is a substituted piperazine and in which the piperazine substituent is an alkyl group.
Claim 36
Dependent Claim
10 words
The method of claim 31 in which R2 is hydrogen.
Claim 37
Dependent Claim
20 words
The method of claim 32 in which R 1 and the R 2 are each at the para ring position.
Claim 38
Dependent Claim
10 words
The method of claim 33 in which X is chlorine.
Claim 39
Dependent Claim
47 words
The of method claim 30 in which R 2 is selected from a group consisting of: a substituted alkoxy in which the substituent is piperazine; and a substituted alkoxy in which the substituent is a substituted piperazine and in which the piperazine substituent is an alkyl group.
Claim 40
Dependent Claim
10 words
The compound of claim 35 in which R1 is hydrogen.
Claim 41
Dependent Claim
21 words
The compound of claim 36 in which the R 1 and the R 2 are each at the para ring position.
Claim 42
Dependent Claim
10 words
The compound of claim 37 in which X is chlorine.
References Cited (Backward Citations)
No citation records indexed.
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1995-03-24 | 1995-09-23 | 1996-03-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-03-24 | 1999-09-23 | 2000-03-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-03-24 | 2003-09-23 | 2004-03-24 | $7700.00 | Window Closed / Lapsed |