Patent US5045208A successfully refreshed from Google Patents.
Patent US4533669A successfully refreshed from Google Patents.
US4533669A
Expired / Lapsed
US
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Anti-depressant imidazoles
Assignee: Eisai Co Ltd
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Filing: 1983-02-25
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Granted: 1985-08-06
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Expires: 2003-02-25
Abstract
Abstract An anti-depressant imidazole compound of the formula: ##STR1## wherein R 1 is lower alkyl, R 2 is hydrogen or lower alkyl, and R 3 , R 4 and R 5 are hydrogen, lower alkyl, trifluoromethyl, amino, mono- or di-lower alkylamino, heterocyclic amino, halogen or ##STR2## (in which R 6 is hydrogen, lower alkyl or lower alkylsulfonyl, A is carbonyl or sulfonyl, and R 7 is lower alkyl, halogenated lower alkyl, mono- or di-lower alkylamino, mono- or di-lower alkylaminoalkyl, unsubstituted phenyl or phenyl having halogen, lower alkyl, lower alkoxy or trifluoromethyl, phenylamino or phenylamino having halogen, lower alkyl, lower alkoxy or trifluoromethyl); and their pharmaceutically acceptable acid addition salts. These compounds are useful as agents for treating depression and depressive states.
Inventors
- 👤 Motosuke Yamanaka
- 👤 Isao Saito
- 👤 Kiyomi Yamatsu
- 👤 Takako Fujimoto
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 03:59
CPC Classifications
C; C07; C07D; C07D233/00; C07D233/54; C07D233/64; A; A61; A61K; A61K31/00; A61K31/33; A61K31/395; A61K31/41; A61K31/415; A61K31/435; A61K31/44; A61K31/445; C07D231/00; C07D231/02; C07D231/10; C07D231/12; C07D233/56; C07D249/00; C07D249/02; C07D249/08
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
109 words
An imidazole compound of the formula: ##STR73## wherein R 1 represents a lower alkyl group, R 2 represents a hydrogen atom or a lower alkyl group, and R 3 , R 4 and R 5 may be the same or different and independently represent a hydrogen atom, a lower alkyl group, a trifluoromethyl group, an amino group, a mono- or a di-lower alkylamino group, or a halogen atom, with the proviso that at least one of R 3 , R 4 and R 5 is a trifluoromethyl group, an amino group, a mono- or di-lower alkylamino group, or a halogen atom, or a pharmaceutically acceptable acid addition salt thereof.
Claim 2
Dependent Claim
109 words
An imidazole compound of the formula: ##STR73## wherein R 1 represents a lower alkyl group, R 2 represents a hydrogen atom or a lower alkyl group, and R 3 , R 4 and R 5 may be the same or different and independently represent a hydrogen atom, a lower alkyl group, a trifluoromethyl group, an amino group, a mono- or a di-lower alkylamino group, or a halogen atom, with the proviso that at least one of R 3 , R 4 and R 5 is a trifluoromethyl group, an amino group, a mono- or di-lower alkylamino group, or a halogen atom, or a pharmaceutically acceptable acid addition salt thereof.
Claim 3
Dependent Claim
14 words
A compound as claimed in claim 1, wherein R 2 is hydrogen or methyl.
Claim 4
Dependent Claim
12 words
A compound as claimed in claim 2, wherein R 3 is hydrogen.
Claim 5
Dependent Claim
14 words
A compound as claimed in claim 3, wherein R 1 is methyl or ethyl.
Claim 6
Dependent Claim
31 words
A compound as claimed in claim 4, wherein at least one of R 4 and R 5 is substituted at the 3- or 4-position on the phenyl group of said compound.
Claim 7
Dependent Claim
18 words
A compound as defined in claim 1 which is 1-(4-dimethylaminophenyl)-2-methylimidazole; or a pharmaceutically acceptable acid addition salt thereof.
Claim 8
Dependent Claim
18 words
A compound as defined in claim 1 which is 1-(3,4-dichlorophenyl)-2-ethylimidazole; or a pharmaceutically acceptable acid addition salt thereof.
Claim 9
Dependent Claim
18 words
A compound as defined in claim 1 which is 1-(4-aminophenyl)-2,4-dimethylimidazole; or a pharmaceutically acceptable acid addition salt thereof.
Claim 10
Dependent Claim
18 words
A compound as defined in claim 1 which is 1-(3-trifluoromethyl-4-aminophenyl)-2-methylimidazole; or a pharmaceutically acceptable acid addition salt thereof.
Claim 11
Dependent Claim
18 words
A compound as defined in claim 1 which is 1-(2-chloro-4-aminophenyl)-2-methylimidazole; or a pharmaceutically acceptable acid addition salt thereof.
Claim 12
Dependent Claim
18 words
A compound as defined in claim 1 which is 1-(3-aminophenyl)-2-methylimidazole; or a pharmaceutically acceptable acid addition salt thereof.
Claim 13
Dependent Claim
18 words
A compound as defined in claim 1 which is 1-(3-amino-4-methylphenyl)-2-methylimidazole; or a pharmaceutically acceptable acid addition salt thereof.
Claim 14
Dependent Claim
18 words
A compound as defined in claim 1 which is 1-(4-n-butylaminophenyl)-2-methylimidazole; or a pharmaceutically acceptable acid addition salt thereof.
Claim 15
Dependent Claim
18 words
A compound as defined in claim 1 which is 1-(4-aminophenyl)-2-methylimidazole; or a pharmaceutically acceptable acid addition salt thereof.
Claim 16
Dependent Claim
26 words
A pharmaceutical composition for treating depression and depressive states comprising a therapeutically effective amount of a compound as claimed in claim 1, and a pharmaceutical carrier.
Claim 17
Independent Claim
138 words
A method of treating depression and depressive states, which comprises administering to a subject a therapeutically effective amount of a pharmaceutical composition which comprises an imidazole compound of the formula: ##STR74## wherein R 1 represents a lower alkyl group, R 2 represents a hydrogen atom or a lower alkyl group, and R 3 , R 4 and R 5 may be the same or different and independently represent a hydrogen atom, a lower alkyl group, a trifluoromethyl group, an amino group, a mono- or di-lower alkylamino group, or a halogen atom, with the proviso that at least one of R 3 , R 4 and R 5 is a trifluoromethyl group, an amino group, a mono- or di-lower alkylamino group, or a halogen atom; or a pharmaceutically acceptable acid addition salt thereof, in combination with a pharmaceutical carrier.
Claim 18
Independent Claim
138 words
A method of treating depression and depressive states, which comprises administering to a subject a therapeutically effective amount of a pharmaceutical composition which comprises an imidazole compound of the formula: ##STR74## wherein R 1 represents a lower alkyl group, R 2 represents a hydrogen atom or a lower alkyl group, and R 3 , R 4 and R 5 may be the same or different and independently represent a hydrogen atom, a lower alkyl group, a trifluoromethyl group, an amino group, a mono- or di-lower alkylamino group, or a halogen atom, with the proviso that at least one of R 3 , R 4 and R 5 is a trifluoromethyl group, an amino group, a mono- or di-lower alkylamino group, or a halogen atom; or a pharmaceutically acceptable acid addition salt thereof, in combination with a pharmaceutical carrier.
Claim 19
Dependent Claim
25 words
A method as claimed in claim 16, wherein R 1 is methyl or ethyl, R 2 is hydrogen or methyl, and R 3 is hydrogen.
Claim 20
Dependent Claim
31 words
A method as claimed in claim 17, wherein at least one of R 4 and R 5 is substituted at the 3- or 4-position on the phenyl group of said compound.
Claim 21
Dependent Claim
21 words
A method as claimed in claim 16, wherein said compound is administered in a dosage of from 10 to 1000 mg/day.
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) | 1988-08-05 | 1989-02-04 | 1989-08-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-08-05 | 1993-02-04 | 1993-08-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-08-05 | 1997-02-04 | 1997-08-06 | $7700.00 | Window Closed / Lapsed |