Patent US4123529A successfully refreshed from Google Patents.
US4123529A
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Phenylpiperazine derivatives
Assignee: Lilly Industries Ltd
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Filing: 1977-07-08
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Granted: 1978-10-31
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Expires: 1997-07-08
Abstract
Abstract Phenylpiperazine derivatives of formula (I): ##STR1## where R 1 is benzyl, C 1-6 alkyl or optionally substituted phenyl; R 2 is optionally substituted phenyl; R 3 is hydrogen or C 1-4 alkyl; Q is furan, thiophene, oxazole or thiazole; m is 1 to 3 and n is 0 or 1; and pharmaceutically-acceptable salts thereof are active in the chemotherapy of immediate hypersensitivity conditions such as asthma.
Inventors
- 👤 John P. Verge
- 👤 William B. Jamieson
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 11:58
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/02; C07D307/34; C07D307/38; C07D263/00; C07D263/02; C07D263/30; C07D263/32; C07D277/00; C07D277/02; C07D277/20; C07D277/22; C07D277/24; C07D295/00; C07D295/04; C07D295/14; C07D295/145; C07D295/15; C07D307/40; C07D307/42; C07D333/00; C07D333/02; C07D333/04; C07D333/06; C07D333/14; C07D333/16
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
130 words
A phenylpiperazine derivative which is a furan of formula (II): ##STR20## where R 1 is phenyl or phenyl substituted by one or two radicals selected from halogen, C 1-4 alkyl, C 1-4 alkoxy and C 1-4 haloalkyl; R 2 is phenyl or phenyl substituted by C 1-4 alkyl, amino, C 1-4 alkylsulphonamido and C 1-4 alkoxy and m is 1 or 3, with the exception of compounds in which R 1 is unsubstituted phenyl, m is 1 and R 2 is unsubstituted phenyl; or where R 1 is methyl, m is 1 and R 2 is phenyl or phenyl substituted by a single radical selected from halogen, C 1-4 alkyl, C 1-4 alkoxy, C 1-4 haloalkyl or is disubstituted by two C 1-4 alkyl radicals; or a pharmaceutically-acceptable salt thereof.
Claim 2
Dependent Claim
130 words
A phenylpiperazine derivative which is a furan of formula (II): ##STR20## where R 1 is phenyl or phenyl substituted by one or two radicals selected from halogen, C 1-4 alkyl, C 1-4 alkoxy and C 1-4 haloalkyl; R 2 is phenyl or phenyl substituted by C 1-4 alkyl, amino, C 1-4 alkylsulphonamido and C 1-4 alkoxy and m is 1 or 3, with the exception of compounds in which R 1 is unsubstituted phenyl, m is 1 and R 2 is unsubstituted phenyl; or where R 1 is methyl, m is 1 and R 2 is phenyl or phenyl substituted by a single radical selected from halogen, C 1-4 alkyl, C 1-4 alkoxy, C 1-4 haloalkyl or is disubstituted by two C 1-4 alkyl radicals; or a pharmaceutically-acceptable salt thereof.
Claim 3
Dependent Claim
78 words
A phenylpiperazine which is a thiophene of formula (III): ##STR21## where R 1 is phenyl; R 2 is phenyl, phenyl singly substituted by C 1-4 alkyl or C 1-4 haloalkyl or doubly substituted by two radicals selected from the group comprising halogen, C 1-4 haloalkyl and C 1-4 alkyl, and where m is 1 or 2 and n = 0; or where m is 1, n is 1 and R 3 is ethyl; or a pharmaceutically-acceptable salt thereof.
Claim 4
Dependent Claim
78 words
A phenylpiperazine which is a thiophene of formula (III): ##STR21## where R 1 is phenyl; R 2 is phenyl, phenyl singly substituted by C 1-4 alkyl or C 1-4 haloalkyl or doubly substituted by two radicals selected from the group comprising halogen, C 1-4 haloalkyl and C 1-4 alkyl, and where m is 1 or 2 and n = 0; or where m is 1, n is 1 and R 3 is ethyl; or a pharmaceutically-acceptable salt thereof.
Claim 5
Dependent Claim
53 words
A phenylpiperazine which is an oxazole of formula (IV): ##STR22## where R 1 is phenyl optionally substituted by C 1-4 alkoxy or halogen; R 2 is phenyl optionally substituted by C 1-4 alkyl, C 1-4 haloalkyl, halogen, amino or C 2-4 alkanoylamino and m is 1 or 2; or a pharmaceutically-acceptable salt thereof.
Claim 6
Dependent Claim
53 words
A phenylpiperazine which is an oxazole of formula (IV): ##STR22## where R 1 is phenyl optionally substituted by C 1-4 alkoxy or halogen; R 2 is phenyl optionally substituted by C 1-4 alkyl, C 1-4 haloalkyl, halogen, amino or C 2-4 alkanoylamino and m is 1 or 2; or a pharmaceutically-acceptable salt thereof.
Claim 7
Dependent Claim
32 words
A phenylpiperazine of formula (I) according to claim 1, which is a thiazole of formula: ##STR23## where R 1 is benzyl, R 2 is phenyl or p-halophenyl; or a pharmaceutically-acceptable salt thereof.
Claim 8
Dependent Claim
56 words
A phenylpiperazine of formula (I) according to claim 1 which is a thiazole of formula: ##STR24## where R 1 is C 1-4 alkyl, phenyl or phenyl substituted by C 1-4 alkyl, C 1-4 alkoxy, nitro and C 1-4 haloalkyl and R 2 is phenyl or phenyl substituted by C 1-4 haloalkyl; or a pharmaceutically-acceptable salt thereof.
Claim 9
Dependent Claim
9 words
A compound according to claim 2 which is 1-[2-(5-phenylthiophen-2-yl)ethyl]-4-phenylpiperazine.
Claim 10
Dependent Claim
9 words
A compound according to claim 1 which is 1-(5-methylfuran-2-ylmethyl)-4-(3-chlorophenyl)piperazine.
Claim 11
Dependent Claim
9 words
A compound according to claim 1 which is 1-[5-(4-methoxyphenyl)-furan-2-ylmethyl]-4-phenylpiperazine.
Claim 12
Dependent Claim
9 words
A compound according to claim 1 which is 1-[5-(3,4-dimethylphenyl)-furan-2-ylmethyl]-4-phenylpiperazine.
Claim 13
Dependent Claim
9 words
A compound according to claim 1 which is 1-{3-[5-(3,4-dichlorophenyl)-furan-2-yl]prop-1-yl}-4-(4-methylphenyl)piperazine.
Claim 14
Dependent Claim
9 words
A compound according to claim 2 which is 1-[2-(5-phenylthiophen-2-yl)but-1-yl]-4-phenylpiperazine.
Claim 15
Dependent Claim
9 words
A compound according to claim 2 which is 1-(5-phenylthiophen-2-ylmethyl)-4-(3,4-dimethylphenyl)piperazine.
Claim 16
Dependent Claim
9 words
A compound according to claim 1 which is 1-[3-(5-phenylfuran-2-yl)prop-1-yl]-4-(4-methylphenyl)piperazine.
Claim 17
Dependent Claim
9 words
A compound according to claim 1 which is 1-[5-(4-methoxyphenyl)-furan-2-ylmethyl)]-4-(4-methylphenyl)piperazine.
Claim 18
Dependent Claim
9 words
A compound according to claim 3 which is 1-(5-phenyloxazol-2-ylmethyl)-4-(4-methylphenyl)-piperazine.
Claim 19
Dependent Claim
9 words
A compound according to claim 4 which is 1-(2-benzylthiazol-4-ylmethyl)-4-phenylpiperazine.
Claim 20
Dependent Claim
31 words
A pharmaceutical formulation which comprises an effective amount of a compound of formula (I) as claimed in claim 4, or a pharmaceutically-acceptable table salt thereof, associated with a pharmaceutically-acceptable carrier therefor.
Claim 21
Dependent Claim
42 words
A method of treating a mammal, including a human, suffering from, or susceptible to, an immediate hypersensitivity condition such as asthma which comprises administering to the mammal a chemotherapeutically effective amount of a compound of formula (I) as claimed in claim 4.
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) | 1981-10-30 | 1982-05-01 | 1982-10-31 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-10-30 | 1986-05-01 | 1986-10-31 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-10-30 | 1990-05-01 | 1990-10-31 | $7700.00 | Window Closed / Lapsed |