US3931176A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Hydroxyalkyl substituted-4,5-dihydropyridazin(2H)-3-ones
Assignee: Sandoz Inc
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Filing: 1973-10-25
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Granted: 1976-01-06
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Expires: 1993-10-25
Abstract
Abstract Hydroxyalkyl and aryl or heterocyclic substituted-4,5-dihydropyridazin(2H)-3-ones and diazabicyclo-ene-ones e.g., 6-(p-chloro-phenyl)-2-(2-hydroxybutyl)-4,5-dihydropyridazin(2H)-3-one are prepared by condensing 1-hydrazino-2-alkanols with aryl or heterocyclic- gamma -keto acids and are useful as central nervous system depressants.
Inventors
- 👤 William J. Houlihan
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 19:32
CPC Classifications
C; C07; C07D; C07D237/00; C07D237/26; C07D237/02; C07D237/04; C07D237/30; C07D237/32
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
122 words
A compound of the formula: ##SPC7## where R is lower alkyl having 1 to 4 carbon atoms, R 1 , r 2 , r 3 , and R 4 each independently represent hydrogen or lower alkyl having 1 to 4 carbon atoms, and A represents ##SPC8## where R 7 represents hydrogen; fluoro, chloro or straight chain lower alkyl having 1 to 4 carbon atoms, and R 5 and R 6 each independently represent hydrogen, fluoro, chloro, trifluoromethyl or lower alkyl having 1 to 4 carbon atoms provided that when both R 5 and R 6 represent trifluoromethyl, they are on other than adjacent carbon atoms and that at least one of R 5 , R 6 , and R 7 is hydrogen.
Claim 2
Dependent Claim
122 words
A compound of the formula: ##SPC7## where R is lower alkyl having 1 to 4 carbon atoms, R 1 , r 2 , r 3 , and R 4 each independently represent hydrogen or lower alkyl having 1 to 4 carbon atoms, and A represents ##SPC8## where R 7 represents hydrogen; fluoro, chloro or straight chain lower alkyl having 1 to 4 carbon atoms, and R 5 and R 6 each independently represent hydrogen, fluoro, chloro, trifluoromethyl or lower alkyl having 1 to 4 carbon atoms provided that when both R 5 and R 6 represent trifluoromethyl, they are on other than adjacent carbon atoms and that at least one of R 5 , R 6 , and R 7 is hydrogen.
Claim 3
Dependent Claim
26 words
The compounds according to claim 1 in which R 1 , R 2 , R 3 , and R 4 are hydrogen and R is ethyl.
Claim 4
Dependent Claim
8 words
The compound of claim 1 which is 6-(p-chlorophenyl)-2-(2-hydroxybutyl)-4,5-dihydropyridazin(2H)-3-one.
Claim 5
Dependent Claim
8 words
The compound of claim 1 which is 6-(3,4-dichlorophenyl)-2-(2-hydroxybutyl)-4,5-dihydropyridazin(2H)-3-one.
Claim 6
Dependent Claim
8 words
The compound of claim 1 which is 6-(p-fluorophenyl)-2-(2-hydroxybutyl)-4,5-dihydropyridazin(2H)-one.
Claim 7
Dependent Claim
8 words
The compound of claim 1 which is 6-(p-fluorophenyl)-2-(2-hydroxyhexyl)-4,5-dihydropyridazin(2H)-3-one.
Claim 8
Dependent Claim
8 words
The compound of claim 1 which is 6-(3,4-dichlorophenyl)-2-(2-hydroxypropyl)-4,5-dihydropyridazin(2H)-3-one.
Claim 9
Dependent Claim
8 words
The compound of claim 1 which is 6-(3,4-dichlorophenyl)-2-(2-hydroxyhexyl)-4,5-dihydropyridazin(2H)-3-one.
Claim 10
Dependent Claim
8 words
The compound of claim 1 which is 6-(3-methyl-4-chlorophenyl)-2-(2-hydroxybutyl)-4,5-dihydropyridazin(2H)-3-one.
Claim 11
Dependent Claim
8 words
The compound of claim 1 which is 6-(p-chlorophenyl)-2-(2-hydroxybutyl)-5-methyl-4,5-dihydropyridazin(2H)-3-one.
Claim 12
Dependent Claim
8 words
The compound of claim 1 which is 6-(p-chlorophenyl)-2-(2-hydroxybutyl)-4,4-dimethyl-4,5-dihydropyridazin(2H)-3-one.
Claim 13
Dependent Claim
8 words
The compound of claim 1 which is 6-(p-chlorophenyl)-2-(2-hydroxybutyl)-4-methyl-,4,5-dihydropyridazin(2H)-3-one.
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) | 1979-01-05 | 1979-07-07 | 1980-01-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-01-05 | 1983-07-07 | 1984-01-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-01-05 | 1987-07-07 | 1988-01-06 | $7700.00 | Window Closed / Lapsed |