US4340598A
Expired / Lapsed
US
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Hypotensive imidazole derivatives
Assignee: Takeda Pharmaceutical Co Ltd
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Filing: 1980-11-05
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Granted: 1982-07-20
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Expires: 2000-11-05
Abstract
Abstract Novel imidazole derivatives of the formula: ##STR1## wherein R 1 is lower alkyl or, phenyl-C 1-2 alkyl which may be substituted with halogen or nitro; R 2 is lower alkyl, cycloalkyl or, phenyl which may be substituted with halogen, lower alkyl, lower alkoxyl or di(lower alkyl)amino, one of R 3 and R 4 is of the formula: --(CH 2 ) n --COR 5 in the formula R 5 is amino, lower alkoxyl or hydroxyl and n is integer of 0, 1 or 2, and the other is hydrogen or halogen; provided that R 1 is lower alkyl or phenethyl when R 3 is halogen, n is 1 and R 5 is lower alkoxyl or hydroxyl, and their salts have hypotensive activity.
Inventors
- 👤 Yoshiyasu Furukawa
- 👤 Shoji Kishimoto
- 👤 Kohei Nishikawa
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 22:12
CPC Classifications
C; C07; C07D; C07D233/00; C07D233/54; C07D233/64; A; A61; A61P; A61P9/00; A61P9/12; C07D233/66; C07D233/90
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
64 words
( 6) A compound of the formula: ##STR75## wherein R 1 is lower alkyl, or phenyl-C 1-2 alkyl which may be substituted with halogen or nitro; R 2 is lower alkyl, lower cycloalkyl, or phenyl which may be substituted with halogen, lower alkyl, lower alkoxyl or di(lower alkyl)amino, Hal is halogen and n is 0, 1 or 2; or a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
64 words
( 6) A compound of the formula: ##STR75## wherein R 1 is lower alkyl, or phenyl-C 1-2 alkyl which may be substituted with halogen or nitro; R 2 is lower alkyl, lower cycloalkyl, or phenyl which may be substituted with halogen, lower alkyl, lower alkoxyl or di(lower alkyl)amino, Hal is halogen and n is 0, 1 or 2; or a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
10 words
A compound according to claim 1, wherein n is 1.
Claim 4
Dependent Claim
9 words
A compound according to claim 1, which is 1-benzyl-4-chloro-2-phenylimidazole-5-acetamide.
Claim 5
Dependent Claim
9 words
A compound according to claim 1, which is 1-benzyl-2-n-butyl-4-chloroimidazole-5-acetamide.
Claim 6
Dependent Claim
62 words
A compound of the formula: ##STR76## wherein R 1 is benzyl which may be substituted with halogen or nitro; R 2 is lower alkyl, lower cycloalkyl, or phenyl which may be substituted with halogen, lower alkyl, lower alkoxyl or di(lower alkyl)amino, R 5 is amino, lower alkoxyl or hydroxyl, and n is 0, 1 or 2; or a pharmaceutically acceptable salt thereof.
Claim 7
Dependent Claim
62 words
A compound of the formula: ##STR76## wherein R 1 is benzyl which may be substituted with halogen or nitro; R 2 is lower alkyl, lower cycloalkyl, or phenyl which may be substituted with halogen, lower alkyl, lower alkoxyl or di(lower alkyl)amino, R 5 is amino, lower alkoxyl or hydroxyl, and n is 0, 1 or 2; or a pharmaceutically acceptable salt thereof.
Claim 8
Dependent Claim
10 words
A compound according to claim 5, wherein n is 1.
Claim 9
Dependent Claim
10 words
A compound according to claim 5, which is methyl 1-(4-nitrobenzyl)-2-phenylimidazole-5-acetate.
Claim 10
Dependent Claim
47 words
A compound of the formula: ##STR77## wherein R 1 is lower alkyl, or phenyl-C 1-2 alkyl which may be substituted with halogen or nitro; R 2 is lower alkyl, R 5 is amino, lower alkoxyl or hydroxyl, Hal is halogen, and n is 0, 1 or 2.
Claim 11
Dependent Claim
47 words
A compound of the formula: ##STR77## wherein R 1 is lower alkyl, or phenyl-C 1-2 alkyl which may be substituted with halogen or nitro; R 2 is lower alkyl, R 5 is amino, lower alkoxyl or hydroxyl, Hal is halogen, and n is 0, 1 or 2.
Claim 12
Dependent Claim
11 words
A compound according to claim 8, wherein R 5 is hydroxyl.
Claim 13
Dependent Claim
10 words
A compound according to claim 8, which is 1-benzyl-2-n-butyl-5-chloroimidazole-4-acetic acid.
Claim 14
Dependent Claim
42 words
A pharmaceutical composition useful for treating hypertension which contains an amount effective for producing hypotensive activity in a mammal of a compound claimed in claim 2, 3, 5, 6, 8, 9, or 10 and a pharmaceutically acceptable carrier, vehicle or diluent therefor.
Claim 15
Dependent Claim
32 words
A method for producing hypotensive activity in a mammal, which comprises administering to said mammal a hypotensively effective amount of a compound of claim 2, 3, 5, 6, 8, 9 or 10.
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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) | 1985-07-19 | 1986-01-18 | 1986-07-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-07-19 | 1990-01-18 | 1990-07-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-07-19 | 1994-01-18 | 1994-07-20 | $7700.00 | Window Closed / Lapsed |