US4002641A
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Pyrazole derivatives
Assignee: Bayer AG
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Filing: 1974-12-13
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Granted: 1977-01-11
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Expires: 1994-12-13
Abstract
Abstract Pyrazole derivatives of the formula: <IMAGE> and pharmaceutically acceptable nontoxic salts thereof WHEREIN R is hydrogen, trifluoromethyl or alkyl; R1 is hydrogen or alkyl; R2 is alkyl; R3 is aryl substituted by:
Inventors
- 👤 Eike Moller
- 👤 Karl Meng
- 👤 Egbert Wehinger
- 👤 Harald Horstmann
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 17:54
CPC Classifications
C; C07; C07D; C07D231/00; C07D231/02; C07D231/10; C07D231/14; C07D231/18; C07D231/20; A; A61; A61P; A61P3/00; A61P7/00; A61P7/02; A61P7/10; A61P9/00; A61P9/12
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
214 words
A compound of the formula ##STR34## or a pharmaceutically acceptable nontoxic salt thereof wherein R is hydrogen or alkyl of 1 to 4 carbon atoms; R 1 is hydrogen or alkyl of 1 to 4 carbon atoms; R 2 is alkyl of 1 to 4 carbon atoms; R 3 is napthyl; or phenyl substituted by a. one or two of the same or different substituents selected from the group consisting of halogen, trifluoromethyl, alkyl of 1 to 8 carbon atoms, alkenyl of 2 to 8 carbon atoms, and alkoxy of 1 to 4 carbon atoms; b. one substituent selected from the group consisting of cycloalkyl of 5 to 7 carbon atoms, cycloalkenyl of 5 to 7 carbon atoms and nitro; or c. one substituent selected from the group consisting of cycloalkyl of 5 to 7 carbon atoms, cycloalkenyl of 5 to 7 carbon atoms and nitro, and one or two of the same or different substituents selected from the group consisting of alkyl of 1 to 8 carbon atoms, alkenyl of 2 to 8 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen and trifluoromethyl; and R 4 is R 5 CO wherein R 5 is alkyl of 1 to 4 carbon atoms unsubstituted or substituted by one, two or three halogen moieties.
Claim 2
Dependent Claim
214 words
A compound of the formula ##STR34## or a pharmaceutically acceptable nontoxic salt thereof wherein R is hydrogen or alkyl of 1 to 4 carbon atoms; R 1 is hydrogen or alkyl of 1 to 4 carbon atoms; R 2 is alkyl of 1 to 4 carbon atoms; R 3 is napthyl; or phenyl substituted by a. one or two of the same or different substituents selected from the group consisting of halogen, trifluoromethyl, alkyl of 1 to 8 carbon atoms, alkenyl of 2 to 8 carbon atoms, and alkoxy of 1 to 4 carbon atoms; b. one substituent selected from the group consisting of cycloalkyl of 5 to 7 carbon atoms, cycloalkenyl of 5 to 7 carbon atoms and nitro; or c. one substituent selected from the group consisting of cycloalkyl of 5 to 7 carbon atoms, cycloalkenyl of 5 to 7 carbon atoms and nitro, and one or two of the same or different substituents selected from the group consisting of alkyl of 1 to 8 carbon atoms, alkenyl of 2 to 8 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen and trifluoromethyl; and R 4 is R 5 CO wherein R 5 is alkyl of 1 to 4 carbon atoms unsubstituted or substituted by one, two or three halogen moieties.
Claim 3
Dependent Claim
177 words
A compound according to claim 1 wherein R is hydrogen or alkyl of 1 to 4 carbon atoms; R 1 is hydrogen or alkyl of 1 to 4 carbon atoms; R 2 is alkyl of 1 to 4 carbon atoms; R 3 is phenyl substituted by: a. one or two of the same or different substituents selected from the group consisting of halogen, trifluoromethyl, alkyl of 1 to 4 carbon atoms, alkenyl of 2 to 4 carbon atoms, and alkoxy of 1 to 4 carbon atoms; b. one substituent selected from the group consisting of cycloalkyl of 5 to 7 carbon atoms, cycloalkenyl of 5 to 7 carbon atoms and nitro; or c. one substituent selected from the group consisting of cycloalkyl of 5 to 7 carbon atoms, cycloalkenyl of 5 to 7 carbon atoms and nitro, and one or two substituents selected from the group consisting of alkyl of 1 to 4 carbon atoms, alkenyl of 2 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen and trifluoromethyl or R 3 is naphthyl.
Claim 4
Dependent Claim
33 words
A compound according to claim 2 wherein R 3 is phenyl substituted by 1 or 2 of the same or different substituents selected from the group consisting of chlorine, fluorine, methyl and trifluoromethyl.
Claim 5
Dependent Claim
54 words
A compound according to claim 1 wherein R is methyl; R 1 is hydrogen or methyl; R 2 is methyl; R 3 is phenyl substituted by 1 or 2 of the same or different substituents selected from the group consisting of chlorine, fluorine, methyl and trifluoromethyl; and R 4 is acetyl, trifluoroacetyl, or propionyl.
Claim 6
Dependent Claim
103 words
A compound according to claim 1 wherein R is hydrogen or alkyl of 1 to 4 carbon atoms; R 1 is hydrogen or alkyl of 1 to 4 carbon atoms; R 2 is alkyl of 1 to 4 carbon atoms; R 3 is phenyl substituted by 1 or 2 of the same or different substituents selected from the group consisting of halogen, alkyl of 1 or 2 carbon atoms and trifluoromethyl; or naphthyl; and R 4 is R 5 CO wherein R 5 is alkyl of 1 to 4 carbon atoms unsubstituted or substituted by 1, 2 or 3 fluorine or chlorine atoms.
Claim 7
Dependent Claim
88 words
A compound according to claim 1 wherein R is hydrogen or alkyl of 1 to 3 carbon atoms; R 1 is hydrogen, methyl or ethyl; R 2 is alkyl of 1 to 3 carbon atoms; R 3 is phenyl substituted by 1 or 2 substituents selected from the group consisting of methyl, fluorine, chlorine and trifluoromethyl; or naphthyl; and R 4 is R 5 CO wherein R 5 is alkyl of 1 to 4 carbon atoms unsubstituted or substituted by 1, 2 or 3 fluorine or chlorine atoms.
Claim 8
Dependent Claim
68 words
A compound according to claim 1 wherein R is methyl; R 1 is hydrogen; R 2 is methyl; R 3 is phenyl substituted by 1 or 2 members selected from the group consisting of methyl, chlorine and fluorine, and R 4 is R 5 CO wherein R 5 is alkyl of 1 or 2 carbon atoms unsubstituted or substituted by 1, 2 or 3 chlorine or fluorine atoms.
Claim 9
Dependent Claim
37 words
A compound according to claim 1 wherein R is methyl; R 1 is hydrogen; R 2 is methyl; R 3 is phenyl substituted by fluorine, chlorine and methyl, or dichlorine; and R 4 is acetyl or trifluoroacetyl.
Claim 10
Dependent Claim
9 words
The compound according to claim 1 which is ##STR35##
Claim 11
Dependent Claim
9 words
The compound according to claim 1 which is ##STR36##
Claim 12
Dependent Claim
9 words
The compound according to claim 1 which is 5-acetoxy-3-methyl-1-(α-methyl-3-chloro-4-methylbenzyl)-pyrazole.
Claim 13
Dependent Claim
9 words
The compound according to claim 1 which is 5-acetoxy-3,4-dimethyl-1-(α-methyl-3,4-dichlorobenzyl)-pyrazole.
Claim 14
Dependent Claim
9 words
The compound according to claim 1 which is 5-acetoxy-3-methyl-1-(α-naphthyl-(2)-ethyl)-pyrazole.
Claim 15
Dependent Claim
9 words
The compound according to claim 1 which is 5-acetoxy-3,4-dimethyl-1-(α-methyl-3,4-di-trifluoromethyl-benzyl)-pyrazole.
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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) | 1980-01-11 | 1980-07-12 | 1981-01-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-01-11 | 1984-07-12 | 1985-01-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-01-11 | 1988-07-12 | 1989-01-11 | $7700.00 | Window Closed / Lapsed |