US4100284A
Expired / Lapsed
US
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1,4-Dioxo- and 4-oxoquinoxaline-2-carboxaldehyde sulfonylhydrazones and certain derivatives thereof
Assignee: Pfizer Inc
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Filing: 1977-01-18
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Granted: 1978-07-11
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Expires: 1997-01-18
Abstract
Abstract The invention relates to novel chemical compounds which have useful antibacterial properties and are also of value in promoting animal growth and improving animal feed efficiency. More specifically, these new chemical compounds are certain sulfonylhydrazones of 1,4-dioxoquinoxaline-2-carboxaldehyde, 4-oxoquinoxaline-2-carboxaldehyde and certain derivatives thereof of formula (I): <IMAGE> (I) wherein A is N or N -> O; R is a member selected from the group consisting of alkyl having from one to five carbon atoms, trifluoromethyl, phenyl, npahthyl, benzyl, styryl and phenyl substituted by up to two members selected from the group consisting of Cl, F, Br, CH3, CH3O and NO2; R1 is hydrogen or methyl; R2 is hydrogen or methyl; R3 is a 6- or 7-position substituent and is selected from the group H, Cl, CH3, CH3O, SO2NH2, SO2NHCH3 and SO2N(CH3)2; R4 is a 7- or 6-position substituent and is selected from the group H, Cl and CH3; with the proviso that when R4 is Cl or CH3, R3 and R4 are the same.
Inventors
- 👤 Berkeley W. Cue
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 13:50
CPC Classifications
C; C07; C07D; C07D241/00; C07D241/36; C07D241/50; C07D241/52; A; A61; A61P; A61P31/00
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
39 words
A compound of the formula ##STR25## wherein A is N; R 1 , R 2 , R 3 and R 4 are each hydrogen; and R 5 is a member selected from the group consisting of methylphenyl and methoxyphenyl.
Claim 2
Dependent Claim
39 words
A compound of the formula ##STR25## wherein A is N; R 1 , R 2 , R 3 and R 4 are each hydrogen; and R 5 is a member selected from the group consisting of methylphenyl and methoxyphenyl.
Claim 3
Dependent Claim
48 words
A compound of the formula ##STR26## wherein A is N→O; R 1 , R 2 , R 3 and R 4 are each hydrogen; and R 6 is a member selected from the group consisting of alkyl having from one to five carbon atoms, phenyl, methylphenyl and fluorophenyl.
Claim 4
Dependent Claim
48 words
A compound of the formula ##STR26## wherein A is N→O; R 1 , R 2 , R 3 and R 4 are each hydrogen; and R 6 is a member selected from the group consisting of alkyl having from one to five carbon atoms, phenyl, methylphenyl and fluorophenyl.
Claim 5
Dependent Claim
11 words
The compound according to claim 1 wherein R 5 is 4-methylphenyl.
Claim 6
Dependent Claim
11 words
The compound according to claim 1 wherein R 5 is 4-methoxyphenyl.
Claim 7
Dependent Claim
11 words
The compound according to claim 2 wherein R 6 is methyl.
Claim 8
Dependent Claim
11 words
The compound according to claim 2 wherein R 6 is phenyl.
Claim 9
Dependent Claim
11 words
The compound according to claim 2 wherein R 6 is 4-methylphenyl.
Claim 10
Dependent Claim
11 words
The compound according to claim 2 wherein R 6 is 4-fluorophenyl.
Claim 11
Independent Claim
64 words
A method for promoting growth and improving feed efficiency of animals which comprises feeding said animal a growth promoting and feed efficiency improving amount of a compound of the formula ##STR27## wherein A is N; R 1 , R 2 , R 3 and R 4 are each hydrogen; and R 5 is a member selected from the group consisting of methylphenyl and methoxyphenyl.
Claim 12
Independent Claim
64 words
A method for promoting growth and improving feed efficiency of animals which comprises feeding said animal a growth promoting and feed efficiency improving amount of a compound of the formula ##STR27## wherein A is N; R 1 , R 2 , R 3 and R 4 are each hydrogen; and R 5 is a member selected from the group consisting of methylphenyl and methoxyphenyl.
Claim 13
Independent Claim
73 words
A method for promoting growth and improving feed efficiency of animals which comprises feeding said animals a growth promoting and feed efficiency improving amount of a compound of the formula ##STR28## wherein A is N→O; R 1 , R 2 , R 3 and R 4 are each hydrogen; and R 6 is a member selected from the group consisting of alkyl having from one to five carbon atoms, phenyl, methylphenyl and fluorophenyl.
Claim 14
Independent Claim
73 words
A method for promoting growth and improving feed efficiency of animals which comprises feeding said animals a growth promoting and feed efficiency improving amount of a compound of the formula ##STR28## wherein A is N→O; R 1 , R 2 , R 3 and R 4 are each hydrogen; and R 6 is a member selected from the group consisting of alkyl having from one to five carbon atoms, phenyl, methylphenyl and fluorophenyl.
Claim 15
Dependent Claim
11 words
The method according to claim 9 wherein R 5 is 4-methylphenyl.
Claim 16
Dependent Claim
11 words
The method according to claim 10 wherein R 6 is 4-methylphenyl.
Claim 17
Dependent Claim
28 words
An animal feed composition which comprises a nutritionally balanced animal feed containing from about 5 g. to about 200 g. per ton of a compound of claim 1.
Claim 18
Dependent Claim
27 words
An animal feed composition which comprises a nutritionally balanced animal feed containing from about 5 g. to 200 g. per ton of a compound of claim 2.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1981-07-10 | 1982-01-09 | 1982-07-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-07-10 | 1986-01-09 | 1986-07-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-07-10 | 1990-01-09 | 1990-07-11 | $7700.00 | Window Closed / Lapsed |