USRE29358E
Expired / Lapsed
US
⏱️ 0.0 years remaining
1,5-Bis substituted-1,4-pentadien-3-one substituted amidino hydrazone salts and method of preparing the same
Assignee: Wyeth Holdings LLC
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Filing: 1976-07-16
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Granted: 1977-08-16
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Expires: 1996-07-16
Abstract
Abstract The preparation of 1,5-bis-substituted-1,4-pentadien-3-one, substituted amidinohydrazone salts are described. They are prepared by the reaction of a 1,5-bis(substituted)-1,4-pentadiene-3-one with a substituted aminoguanidine salt. These compounds are useful as anti-malarial and anti-tubercular agents in warm-blooded animals.
Inventors
- 👤 Andrew Stephen Tomcufcik
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 20:29
CPC Classifications
C; C07; C07C; C07C281/00; C07C281/16; C07C281/18
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
193 words
A pentadiene of the formula: ##STR5## wherein R 1 and R 2 may be the same or different and are selected from the group consisting of phenyl, halophenyl, carboxyphenyl, lower alkoxy (C 1 -C 4 )phenyl, diloweralkoxy (C 1 -C 4 )phenyl, biphenylyl, alkyl (C 1 -C 4 ) phenyl, dialkyl (C 2 -C 8 )phenyl, nitrophenyl, trifluoromethylphenyl, lower alkyl (C 1 -C 4 )sulfonylphenyl, lower alkyl (C 1 -C 4 )thiophenyl, methylenedioxyphenyl, cyanophenyl, sulfamylphenyl, carboloweralkoxy (C 1 -C 4 )phenyl, naphthyl, lower alkoxy (C 1 -C 4 )naphthyl and halonaphthyl; R 3 and R 4 may be the same or different and are selected from the group consisting of hydrogen, lower alkyl C 1 -C.sub. 4, phenyl and halophenyl; R 5 and R 6 are lower alkyl C 1 -C 4 and when taken together an alkylene group of 2 to 9 carbon atoms, a methyl or a phenyl alkylene group of 2 to 4 carbon atoms, a dimethyl or a diphenyl alkylene group of 2 to 4 carbon atoms.Iadd., or a 1,2-cyclohexylene group, .Iaddend.and R 7 is hydrogen or lower alkyl C 1 -C 4 , and non-toxic acid salts thereof.
Claim 2
Dependent Claim
193 words
A pentadiene of the formula: ##STR5## wherein R 1 and R 2 may be the same or different and are selected from the group consisting of phenyl, halophenyl, carboxyphenyl, lower alkoxy (C 1 -C 4 )phenyl, diloweralkoxy (C 1 -C 4 )phenyl, biphenylyl, alkyl (C 1 -C 4 ) phenyl, dialkyl (C 2 -C 8 )phenyl, nitrophenyl, trifluoromethylphenyl, lower alkyl (C 1 -C 4 )sulfonylphenyl, lower alkyl (C 1 -C 4 )thiophenyl, methylenedioxyphenyl, cyanophenyl, sulfamylphenyl, carboloweralkoxy (C 1 -C 4 )phenyl, naphthyl, lower alkoxy (C 1 -C 4 )naphthyl and halonaphthyl; R 3 and R 4 may be the same or different and are selected from the group consisting of hydrogen, lower alkyl C 1 -C.sub. 4, phenyl and halophenyl; R 5 and R 6 are lower alkyl C 1 -C 4 and when taken together an alkylene group of 2 to 9 carbon atoms, a methyl or a phenyl alkylene group of 2 to 4 carbon atoms, a dimethyl or a diphenyl alkylene group of 2 to 4 carbon atoms.Iadd., or a 1,2-cyclohexylene group, .Iaddend.and R 7 is hydrogen or lower alkyl C 1 -C 4 , and non-toxic acid salts thereof.
Claim 3
Dependent Claim
10 words
The pentadiene in accordance with claim 1, 1,5-bis(p-chlorophenyl)-1,4-pentadiene-3-one 4,5,6,7-tetrahydro-1H-1,3-diazepin-2-ylhydrazone hydrochloride.
Claim 4
Dependent Claim
10 words
The pentadiene in accordance with claim 1, 1,5-bis(p-chlorophenyl)-1,4-pentadien-3-one 1,4,5,6-tetrahydropyrimidin-2-ylhydrazone hydrochloride.
Claim 5
Dependent Claim
10 words
The pentadiene in accordance with claim 1, 1,5-bis(p-methoxyphenyl)-1,4-pentadien-3-one 2-imidazolin-2-ylhydrazone hydrobromide.
Claim 6
Dependent Claim
11 words
The pentadiene in accordance with claim 1, 1,5-bis(p-tolyl)-1,4 -pentadien-3-one 2-imidazolin-2-ylhydrazone hydrobromide.
Claim 7
Dependent Claim
10 words
The pentadiene in accordance with claim 1, 1,5-bis(p-chlorophenyl)-1,4-pentadien-3-one N-methylamidinohydrazone hydroiodide.
Claim 8
Dependent Claim
10 words
The pentadiene in accordance with claim 1, 1,5-bis(p-chlorophenyl)-1,4-pentadien-3-one 2-imidazolin-2-ylhydrazone hydrochloride.
Claim 9
Dependent Claim
10 words
The pentadiene in accordance with claim 1, 1,5-bis(4-chlorophenyl)-1,4-pentadien-3-one amidinohydrazone hydrochloride.
Claim 10
Dependent Claim
10 words
The pentadiene in accordance with claim 1, 1,5-bis(p-methylthiophenyl)-1,4-pentadien-3-one 2-imidazolin-2-ylhydrazone hydrobromide.
Claim 11
Dependent Claim
38 words
A pentadiene of the formula: ##STR6## wherein R 8 and R 9 are hydrogen or methyl; X is halo or hydrogen and Y is lower alkyl C 1 -C 4 or hydrogen or a non-toxic acid salt thereof.
Claim 12
Dependent Claim
38 words
A pentadiene of the formula: ##STR6## wherein R 8 and R 9 are hydrogen or methyl; X is halo or hydrogen and Y is lower alkyl C 1 -C 4 or hydrogen or a non-toxic acid salt thereof.
Claim 13
Dependent Claim
10 words
The pentadiene in accordance with claim 10, 1,5-bis(m-tolyl)-1,4-pentadiene-3-one 1,4,5,6-tetrahydropyrimidin-2-ylhydrazone hydrochloride.
Claim 14
Dependent Claim
49 words
The pentadiene in accordance with claim 10, 1,5-bis(p-chlorophenyl)-1,4-pentadiene-3-one 5,5-dimethyl-1,4,5,6-tetrahydropyrimidin-2-ylhydrazone hydrobromide. .Iadd. 13. The pentadiene in accordance with claim 1, 1,5-bis(p-chlorophenyl)-1,4-pentadiene-3-one 3α ,4,5,6,7,7a-hexahydrobenzimidazol-2-yl-hydrazone hydrochloride. .Iaddend..Iadd. 14. The pentadiene in accordance with claim 1, 1,5-bis(p-chlorophenyl)-1,4-pentadien-3-one 3α ,4,5,6,7,7a-hexahydrobenzimidazol-2-yl-hydrazone hydrobromide. .Iaddend. .Iadd. 15. The pentadiene in accordance with claim 1, 1,5-bis(p-chlorophenyl)-1,4-pentadiene-3-one 3a,4,5,6,7,7a-hexahydrobenzimidazol-2-yl-hydrazone. .Iaddend.
References Cited (Backward Citations)
JPS404634Y1
Cited
US3878201A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-08-15 | 1981-02-14 | 1981-08-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-08-15 | 1985-02-14 | 1985-08-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-08-15 | 1989-02-14 | 1989-08-16 | $7700.00 | Window Closed / Lapsed |