US5124330A
Expired / Lapsed
US
⏱️ 0.0 years remaining
(E)-ethyl 3-(4-chloro-α-(4-methyl-1-piperazinyl)benzyl)cinnamate used for potentiating the effects of antitumor agents and combating multiple drug resistance
Assignee: SmithKline Beecham Corp
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Filing: 1990-06-18
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Granted: 1992-06-23
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Expires: 2010-06-18
Abstract
Abstract Potentiating agents which enhance the efficacy of antineoplastic agents are disclosed. The potentiating agents disclosed are piperazinyl benzyl compounds such as 1-[α-(4-chlorophenyl)-3-methoxybenzyl]-4-allylpiperazine dihydrochloride.
Inventors
- 👤 Ann C. King
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 13:18
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/06; C07D295/073; A; A61; A61K; A61K31/00; A61K31/33; A61K31/335; A61K31/395; A61K31/40; A61K31/435; A61K31/44; A61K31/495; A61K31/55; C07D213/00; C07D213/02; C07D213/04; C07D213/24; C07D213/54; C07D213/55; C07D213/56; C07D295/08; C07D295/096; C07D295/14; C07D295/155; C07D313/00; C07D313/02; C07D313/06; C07D313/10; C07D313/12
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
120 words
A method of combating multiple drug resistance of susceptible tumor cells in a subject in need of such treatment, comprising administering to the subject a compound, in an amount effective to combat multiple drug resistance of tumor cells sensitive to said compound, wherein said compound is selected from the group consisting of ##STR2## wherein: R 1 is halogen; R 2 is selected from the class consisting of hydrogen, halogen, C 1-4 alkoxy, --OCH 2 C 6 H 51 and --CH═CHCO 2 R, wherein R is C 1-4 aklyl; and R 3 is selected from the class consisting of C 1-4 alkyl, --CH 2 CH═CH 2 , and --CH 2 C 6 H 3 ; and the pharmaceutically acceptable salts thereof.
Claim 2
Independent Claim
120 words
A method of combating multiple drug resistance of susceptible tumor cells in a subject in need of such treatment, comprising administering to the subject a compound, in an amount effective to combat multiple drug resistance of tumor cells sensitive to said compound, wherein said compound is selected from the group consisting of ##STR2## wherein: R 1 is halogen; R 2 is selected from the class consisting of hydrogen, halogen, C 1-4 alkoxy, --OCH 2 C 6 H 51 and --CH═CHCO 2 R, wherein R is C 1-4 aklyl; and R 3 is selected from the class consisting of C 1-4 alkyl, --CH 2 CH═CH 2 , and --CH 2 C 6 H 3 ; and the pharmaceutically acceptable salts thereof.
Claim 3
Dependent Claim
20 words
A method according to claim 1, wherein R 1 is 4-chloro, R 2 is 3-benzyloxy, and R 3 is methyl.
Claim 4
Dependent Claim
12 words
A method according to claim 1, wherein said compound is 1-(3-Bromo-4'-chlorobenzhydryl)-4-methylpiperazine dihydrochloride.
Claim 5
Dependent Claim
13 words
A method according to claim 1, wherein said compound is (E)-Ethyl 3-(4-chloro-α-(4-methyl-1-piperazinyl)-benzyl)cinnamate dihydrochloride.
Claim 6
Dependent Claim
12 words
A method according to claim 1, wherein said compound is 1-(3-Benzyloxy-4'-chlorobenzhydryl)-4-methylpiperazine dihydrochloride.
Claim 7
Dependent Claim
12 words
A method according to claim 1, wherein said compound is 1-(3-Benzyloxy-4'-chlorobenzhydryl)-4-(3-methylbenzyl)piperazine dihydrochloride.
Claim 8
Dependent Claim
12 words
A method according to claim 1, wherein said compound is 1-(2-Bromo-4'-chlorobenzhydryl)-4-methylpiperazine dihydrochloride.
Claim 9
Dependent Claim
12 words
A method according to claim 1, wherein said compound is 1-(α(4-Bromophenyl)-3-methoxybenzyl)-4-methylpiperazine dihydrochloride.
Claim 10
Dependent Claim
12 words
A method according to claim 1, wherein said compound is 1-4-allylpiperazine dihydrochloride.
Claim 11
Dependent Claim
13 words
A method according to claim 1, wherein said tumor cells are adenocarcinoma cells.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1995-06-23 | 1995-12-23 | 1996-06-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-06-23 | 1999-12-23 | 2000-06-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-06-23 | 2003-12-23 | 2004-06-23 | $7700.00 | Window Closed / Lapsed |