US4003936A
Expired / Lapsed
US
⏱️ 0.0 years remaining
2-Hydrocinnampyl-1,3-cyclopentanediones
Assignee: Microbial Chemistry Research Foundation
•
Filing: 1971-11-26
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Granted: 1977-01-18
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Expires: 1991-11-26
Abstract
Abstract As new compound, a series of 2-hydrocinnamoyl-1,3-cyclopentanedione derivative of the general formula: <IMAGE> WHEREIN Ar stands for a mono-valent aromatic radical, for example, phenyl and 3,4-methylenedioxy-phenyl, substituted or unsubstituted, have been found to have an activity to inhibit the action of tyrosine hydroxylase and to be useful as hypotensive agent. These new compounds may be produced by condensing 2-acetyl-1,3-cyclopentanedione with an aromatic aldehyde of the formula Ar-CHO wherein Ar is as defined, according to Claisen-Schmidt condensation, followed by the hydrogenation of the condensation product obtained, or the new compounds may also be produced by reacting 2-acetyl-1,3-cyclopentanedione with an aromatic halide of the formula Ar-CH2X wherein Ar is as defined and X is a halogen, for example, in liquid ammonia and in the presence of an alkali metal amide.
Inventors
- 👤 Masaji Ohno
- 👤 Mutsuo Kataoka
- 👤 Norio Kawabe
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 21:05
CPC Classifications
C; C07; C07D; C07D317/00; C07D317/08; C07D317/44; C07D317/46; C07D317/48; C07D317/50; C07D317/54; C07C; C07C205/00; C07C205/45; C07C45/00; C07C45/61; C07C45/62; C07C45/67; C07C45/68; C07C45/72; C07C45/74; C07C49/00; C07C49/587; C07C49/657; C07C49/687; C07C49/697; C07C49/703; C07C49/747; C07C49/753
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
36 words
2-hydrocinnamoyl-1,3-cyclopentanedione of the formula: ##STR24##wherein R 5 and R 6 may be the same or different and may be halogen, hydroxyl, a lower alkyl of 1-4 carbon atoms or a lower alkoxyl of 1-4 carbon atom.
Claim 2
Dependent Claim
36 words
2-hydrocinnamoyl-1,3-cyclopentanedione of the formula: ##STR24##wherein R 5 and R 6 may be the same or different and may be halogen, hydroxyl, a lower alkyl of 1-4 carbon atoms or a lower alkoxyl of 1-4 carbon atom.
Claim 3
Dependent Claim
24 words
2-hydrocinnamoyl-1,3-cyclopentanedione of the formula: ##STR25##wherein R 3 is a hydrogen atom, a halogen atom, hydroxyl, nitro or a lower alkoxyl of 1-4 carbon atoms.
Claim 4
Dependent Claim
24 words
2-hydrocinnamoyl-1,3-cyclopentanedione of the formula: ##STR25##wherein R 3 is a hydrogen atom, a halogen atom, hydroxyl, nitro or a lower alkoxyl of 1-4 carbon atoms.
Claim 5
Dependent Claim
19 words
2-hydrocinnamoyl-1,3-cyclopentanedione of the formula: ##STR26##wherein R 4 is a hydrogen atom or a lower alkyl of 1-4 carbon atoms.
Claim 6
Dependent Claim
19 words
2-hydrocinnamoyl-1,3-cyclopentanedione of the formula: ##STR26##wherein R 4 is a hydrogen atom or a lower alkyl of 1-4 carbon atoms.
Claim 7
Dependent Claim
1 words
2-(Hydrocinnamoyl)-1,3-cyclopentanedione.
Claim 8
Dependent Claim
1 words
2-(Hydrocinnamoyl)-1,3-cyclopentanedione.
Claim 9
Dependent Claim
1 words
2-(2-Hydroxyhydrocinnamoyl)-1,3-cyclopentanedione.
Claim 10
Dependent Claim
1 words
2-(2-Hydroxyhydrocinnamoyl)-1,3-cyclopentanedione.
Claim 11
Dependent Claim
1 words
2-(3-Hydroxyhydrocinnamoyl)-1,3-cyclopentanedione.
Claim 12
Dependent Claim
1 words
2-(3-Hydroxyhydrocinnamoyl)-1,3-cyclopentanedione.
Claim 13
Dependent Claim
1 words
2-(4-Hydroxyhydrocinnamoyl)-1,3-cyclopentanedione.
Claim 14
Dependent Claim
1 words
2-(4-Hydroxyhydrocinnamoyl)-1,3-cyclopentanedione.
Claim 15
Dependent Claim
1 words
2-(3,4-Dihydroxyhydrocinnamoyl)-1,3cyclopentanedione.
Claim 16
Dependent Claim
1 words
2-(3,4-Dihydroxyhydrocinnamoyl)-1,3cyclopentanedione.
Claim 17
Dependent Claim
1 words
2-(4-Chlorohydrocinnamoyl)-1,3-cyclopentanedione.
Claim 18
Dependent Claim
1 words
2-(4-Chlorohydrocinnamoyl)-1,3-cyclopentanedione.
Claim 19
Dependent Claim
1 words
2-(4-Fluorohydrocinnamoyl)-1,3-cyclopentanedione.
Claim 20
Dependent Claim
1 words
2-(4-Fluorohydrocinnamoyl)-1,3-cyclopentanedione.
Claim 21
Dependent Claim
1 words
2-(4-Nitrohydrocinnamoyl)-1,3-cyclopentanedione.
Claim 22
Dependent Claim
1 words
2-(4-Nitrohydrocinnamoyl)-1,3-cyclopentanedione.
Claim 23
Dependent Claim
1 words
2-(4-Methylhydrocinnamoyl)-1,3-cyclopentanedione.
Claim 24
Dependent Claim
1 words
2-(4-Methylhydrocinnamoyl)-1,3-cyclopentanedione.
Claim 25
Dependent Claim
1 words
2-(4-Methoxyhydrocinnamoyl)-1,3-cyclopentanedione.
Claim 26
Dependent Claim
1 words
2-(4-Methoxyhydrocinnamoyl)-1,3-cyclopentanedione.
References Cited (Backward Citations)
US3391165A
Cited
US3644502A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-01-18 | 1980-07-19 | 1981-01-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-01-18 | 1984-07-19 | 1985-01-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-01-18 | 1988-07-19 | 1989-01-18 | $7700.00 | Window Closed / Lapsed |