US3887548A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Pyrazole derivatives
Assignee: F Hoffmann La Roche AG
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Filing: 1974-04-08
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Granted: 1975-06-03
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Expires: 1994-04-08
Abstract
Abstract Substituted 4-nitropyrazole-5-carboxamidoximes and substituted 3-(4-nitropyrazol-5-yl)-4,5-dihydro-1,2,4-oxadiazoles, prepared, inter alia, from the correspondingly substituted 4-nitro-5-cyanopyrazoles, are described. The end products of the invention possess psychosedative activity and are therefore useful as tranquilizing agents.
Inventors
- 👤 Hans Bruderer
- 👤 Rolf Richle
- 👤 Rudolf Ruegg
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 01:10
CPC Classifications
C; C07; C07D; C07D231/00; C07D231/02; C07D231/10; C07D231/14; C07D231/16
Claims Analysis
Total Claims: 44
Claim 1
Independent Claim
5 words
A COMPOUND OF THE FORMULA
Claim 2
Dependent Claim
5 words
A COMPOUND OF THE FORMULA
Claim 3
Dependent Claim
5 words
A compound of the formula
Claim 4
Dependent Claim
5 words
A compound of the formula
Claim 5
Dependent Claim
15 words
A compound in accordance with claim 1, wherein R2 is a radical of the formula
Claim 6
Dependent Claim
19 words
A compound in accordance with claim 2, wherein R is lower alkyl and R1 is hydrogen or lower alkyl.
Claim 7
Dependent Claim
11 words
A compound in accordance with claim 3, wherein R1 is hydrogen.
Claim 8
Dependent Claim
12 words
A compound in accordance with claim 3, wherein R1 is lower alkyl.
Claim 9
Dependent Claim
15 words
A compound in accordance with claim 1, wherein R2 is a radical of the formula
Claim 10
Dependent Claim
19 words
A compound in accordance with claim 6, wherein R is lower alkyl and R1 is hydrogen or lower alkyl.
Claim 11
Dependent Claim
11 words
A compound in accordance with claim 7, wherein R1 is hydrogen.
Claim 12
Dependent Claim
12 words
A compound in accordance with claim 7, wherein R1 is lower alkyl.
Claim 13
Dependent Claim
16 words
A compound in accordance with claim 7, wherein R4 is lower alkyl and R5 is hydrogen.
Claim 14
Dependent Claim
14 words
A compound in accordance with claim 7, wherein R4 and R5 are lower alkyl.
Claim 15
Dependent Claim
15 words
A compound in accordance with claim 7, wherein R4 is phenyl and R5 is hydrogen.
Claim 16
Dependent Claim
8 words
A compound in accordance with claim 2, O-acetyl-1,3-dimethyl-4-nitropyrazole-5-carboxamidoxime.
Claim 17
Dependent Claim
8 words
A compound in accordance with claim 2, O-propionyl-1,3-dimethyl-4-nitropyrazole-5-carboxamidoxime.
Claim 18
Dependent Claim
8 words
A compound in accordance with claim 2, O-butyryl-1,3-dimethyl-4-nitropyrazole-5-carboxamidoxime.
Claim 19
Dependent Claim
8 words
A compound in accordance with claim 2, O-benzoyl-1,3-dimethyl-4-nitropyrazole-5-carboxamidoxime.
Claim 20
Dependent Claim
8 words
A compound in accordance with claim 2, O-nicotinoyl-1,3-dimethyl-4-nitropyrazole-5-carboxamidoxime.
Claim 21
Dependent Claim
8 words
A compound in accordance with claim 2, O-cinnamoyl-1,3-dimethyl-4-nitropyrazole-5-carboxamidoxime.
Claim 22
Dependent Claim
8 words
A compound in accordance with claim 2, O-phenylacetyl-1,3-dimethyl-4-nitropyrazole-5-carboxamidoxime.
Claim 23
Dependent Claim
8 words
A compound in accordance with claim 2, O-hydrocinnamoly-1,3-dimethyl-4-nitropyrazole-5-carboxamidoxime.
Claim 24
Dependent Claim
8 words
A compound in accordance with claim 2, O-cyclohexylcarbonyl-1,3-dimethyl-4-nitropyrazole-5-carboxamidoxime.
Claim 25
Dependent Claim
8 words
A compound in accordance with claim 2, O-ethoxycarbonyl-1,3-dimethyl-4-nitropyrazole-5-carboxamidoxime.
Claim 26
Dependent Claim
8 words
A compound in accordance with claim 2, O-acetyl-1-methyl-4-nitropyrazole-5-carboxamidoxime.
Claim 27
Dependent Claim
8 words
A compound in accordance with claim 2, O-ethoxycarbonyl-1-methyl-4-nitropyrazole-5-carboxamidoxime.
Claim 28
Dependent Claim
8 words
A compound in accordance with claim 2, O-butoxycarbonyl-1,3-dimethyl-4-nitropyrazole-5-carboxamidoxime.
Claim 29
Dependent Claim
8 words
A compound in accordance with claim 2, O-isopropoxycarbonyl-1,3-dimethyl-4-nitropyrazole-5-carboxamidoxime.
Claim 30
Dependent Claim
8 words
A compound in accordance with claim 2, O-isobutoxycarbonyl-1,3-dimethyl-4-nitropyrazole-5-carboxamidoxime.
Claim 31
Dependent Claim
8 words
A compound in accordance with claim 2, O-(2-bromoethoxy)carbonyl-1,3-dimethyl-4-nitropyrazole-5-carboxamidoxime.
Claim 32
Dependent Claim
9 words
A compound in accordance with claim 2, O-allyloxycarbonyl-1, 3-dimethyl-4-nitropyrazole-5-carboxamidoxime.
Claim 33
Dependent Claim
8 words
A compound in accordance with claim 2, O-(3-chloropropionyl)-1,3-dimethyl-4-nitropyrazole-5-carboxamidoxime.
Claim 34
Dependent Claim
8 words
A compound in accordance with claim 2, O-isonicotinoyl-1,3-dimethyl-4-nitropyrazole-5-carboxamidoxime.
Claim 35
Dependent Claim
8 words
A compound in accordance with claim 2, O-(p-chlorobenzoly)-1,3-dimethyl-4-nitropyrazole-5-carboxamidoxime.
Claim 36
Dependent Claim
8 words
A compound in accordance with claim 2, O-(3,4,5-trimethoxybenzoyl)-1,3-dimethyl-4-nitropyrazole-5-carboxamidioxime.
Claim 37
Dependent Claim
8 words
A compound in accordance with claim 2, O-isonicotinoyl-1-methyl-4-nitropyrazole-5-carboxamidoxime.
Claim 38
Dependent Claim
8 words
A compound in accordance with claim 6, 3-(1,3-dimethyl-4-nitropyrazol-5-yl)-4,5-dihydro-5-methyl-1,2,4-oxadiazole.
Claim 39
Dependent Claim
8 words
A compound in accordance with claim 6, 3-(1,3-dimethyl-4-nitropyrazol-5-yl)-4,5-dihydro-5-propyl-1,2,4-oxadiazole.
Claim 40
Dependent Claim
8 words
A compound in accordance with claim 6, 3-(1,3-dimethyl-4-nitropyrazol-5-yl)-4,5-dihydro-5-phenyl-1,2,4-oxadiazole.
Claim 41
Dependent Claim
8 words
A compound in accordance with claim 6, 3-(1,3-dimethyl-4-nitropyrazol-5-yl)-1-oxa-2,4-diazaspiro(4,5)dec-2-ene.
Claim 42
Dependent Claim
8 words
A compound in accordance with claim 6, 3-(1,3-dimethyl-4-nitropyrazol-5-dihydro-5,5-dimethyl-1,2,4-oxadiazole.
Claim 43
Dependent Claim
9 words
A compound in accordance with claim 6, 4,5-dihydro-5-methyl-3-(3-methyl-4-nitro-1-propylpyrazol-5-yl)-1,2,4 -oxadiazole.
Claim 44
Dependent Claim
8 words
A compound in accordance with claim 6, 3-(1-methyl-4-nitropyrazol-5-yl)-4,5-dihydro-5-methyl-1,2,4-oxadiazole.
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) | 1978-06-02 | 1978-12-02 | 1979-06-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-06-02 | 1982-12-02 | 1983-06-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-06-02 | 1986-12-02 | 1987-06-03 | $7700.00 | Window Closed / Lapsed |