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6-Substituted 3-nitroimidazo[1,2-b]pyridazine for the control of hemorrhagic colitis in swine

Assignee: Wyeth Holdings LLC
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Filing: 1976-07-22
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Granted: 1977-11-29
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Expires: 1996-07-22
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Abstract

Abstract This disclosure describes compositions of matter useful for the treatment and prophylaxis of hemorrhagic colitis in swine. It also describes methods for controlling and preventing hemorrhagic colitis in swine by administering to the animals a therapeutically effective amount of a 6-substituted 3-nitroimidazo[1,2-b]-pyridazine.

Inventors

  • 👤 Alberto Eilert Adam

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 16:43
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/63; A23; A23K; A23K20/00; A23K20/10; A23K20/116; A23K50/00; A23K50/30; A61K31/33; A61K31/395; A61K31/495; A61K31/50; A61K31/535; A61K31/54

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 177 words
A method of treating hemorrhagic colitis in swine which comprises, administering to the animals a therapeutically effective amount of a compound having the formula: ##STR28## wherein R is hydroxy, mercapto, alkoxy (C 1 -C 8 ), alkylthio (C 1 -C 8 ), phthalimidoloweralkoxy, phenylloweralkoxy, lower alkylaminoloweralkoxy, lower alkoxyloweralkoxy, hydroxyloweralkoxy, lower alkenyloxy, halobenzoylloweralkoxy, amino, alkyl (C 1 -C 8 ) amino, dialkyl (C 1 -C 8 ) amino, di(hydroxyloweralkyl)amino, hydroxyloweralkylamino, lower alkoxyloweralkylamino, lower alkenylamino, phenylloweralkylamino, pyridylloweralkylamino, cycloalkyl (C 3 -C 6 ) amino, diloweralkylaminoloweralkylamino, 1-piperidinyl, 1-pyrrolidinyl, 4-loweralkyl-1-piperazinyl, 4-lower alkoxyphenyl-1-piperazinyl, morpholino, imidazolyl, 4-carboloweralkoxy-1-piperazinyl or 4-diloweraminoloweralkyl-1-piperazinyl, sulfanilamido, alkyl (C 1 -C 4 )-sulfanilamido; thiomorpholino-S,S-dioxide; p-chlorobenzoyl hydrazido; p-chlorobenzylidene hydrazino; nicotinylidene hydrazino loweralkylthioloweralkoxy and loweralkylsulfonyloweralkoxy or --NR 4 --CO--R 5 where R 4 is hydrogen or alkyl C 1 -C 4 and R 5 is alkyl C 1 -C 11 , phenyl, 3,4-dichlorophenyl, 4-chloro-3-nitrophenyl, benzyl, mono and dihaloalkyl C 1 -C 4 or 2-phenoxypropionamide; R 1 is hydrogen or alkyl C 1 -C 4 ; R 2 and R 3 are hydrogen or methyl; and the pharmaceutically acceptable acid addition salts thereof.
Claim 2
Independent Claim 177 words
A method of treating hemorrhagic colitis in swine which comprises, administering to the animals a therapeutically effective amount of a compound having the formula: ##STR28## wherein R is hydroxy, mercapto, alkoxy (C 1 -C 8 ), alkylthio (C 1 -C 8 ), phthalimidoloweralkoxy, phenylloweralkoxy, lower alkylaminoloweralkoxy, lower alkoxyloweralkoxy, hydroxyloweralkoxy, lower alkenyloxy, halobenzoylloweralkoxy, amino, alkyl (C 1 -C 8 ) amino, dialkyl (C 1 -C 8 ) amino, di(hydroxyloweralkyl)amino, hydroxyloweralkylamino, lower alkoxyloweralkylamino, lower alkenylamino, phenylloweralkylamino, pyridylloweralkylamino, cycloalkyl (C 3 -C 6 ) amino, diloweralkylaminoloweralkylamino, 1-piperidinyl, 1-pyrrolidinyl, 4-loweralkyl-1-piperazinyl, 4-lower alkoxyphenyl-1-piperazinyl, morpholino, imidazolyl, 4-carboloweralkoxy-1-piperazinyl or 4-diloweraminoloweralkyl-1-piperazinyl, sulfanilamido, alkyl (C 1 -C 4 )-sulfanilamido; thiomorpholino-S,S-dioxide; p-chlorobenzoyl hydrazido; p-chlorobenzylidene hydrazino; nicotinylidene hydrazino loweralkylthioloweralkoxy and loweralkylsulfonyloweralkoxy or --NR 4 --CO--R 5 where R 4 is hydrogen or alkyl C 1 -C 4 and R 5 is alkyl C 1 -C 11 , phenyl, 3,4-dichlorophenyl, 4-chloro-3-nitrophenyl, benzyl, mono and dihaloalkyl C 1 -C 4 or 2-phenoxypropionamide; R 1 is hydrogen or alkyl C 1 -C 4 ; R 2 and R 3 are hydrogen or methyl; and the pharmaceutically acceptable acid addition salts thereof.
Claim 3
Dependent Claim 99 words
A method according to claim 1 wherein the compound has the formula: ##STR29## wherein R is hydroxy, mercapto, alkoxy (C 1 -C 8 ) alkylthio (C 1 -C 8 ), phthalimidoloweralkoxy, phenylloweralkoxy, lower alkylaminoloweralkoxy, lower alkoxyloweralkoxy, hydroxyloweralkoxy, lower alkenyloxy, halobenzoylloweralkoxy, amino, alkyl (C 1 -C 8 ) amino, dialkyl (C 1 -C 8 ) amino, di(hydroxylower-alkyl)amino, hydroxyloweralkylamino, lower alkoxyloweralkylamino, lower alkenylamino, phenylloweralkylamino, pyridylloweralkylamino, cycloalkyl (C 3 -C 6 ) amino, diloweralkylaminoloweralkylamino, 1-piperidinyl, 1-pyrrolidinyl, 4-loweralkyl-1-piperazinyl, 4-lower alkoxyphenyl-1-piperazinyl, morpholino, imidazolyl, 4-carboloweralkoxy-1-piperazinyl or 4-diloweraminoloweralkyl-1-piperazinyl lower alkylthioloweralkoxy, lower alkylsulfonylloweralkoxy; R 1 is hydrogen or loweralkyl and a pharmaceutically acceptable acid addition salt thereof.
Claim 4
Dependent Claim 76 words
A method according to claim 1 wherein the compound has the formula: ##STR30## where R is sulfanilamido, alkyl(C 1 -C 4 )sulfanilamido, 3-nitro-4-chlorobenzamido, thiomorpholino-S,S-dioxide, p-chlorobenzoyl hydrazido, p-chlorobenzylidene hydrazino, nicotinylidene hydrazino or --NR 4 --CO--R 5 where R 4 is hydrogen or alkyl C 1 -C 4 and R 5 is alkyl C 1 -C 11 , phenyl, 4-chloro-3-nitrophenyl, benzyl, mono or dihaloalkyl C 1 -C 4 or 2-phenoxypropionamide and the pharmaceutically acceptable acid addition salts thereof.
Claim 5
Dependent Claim 32 words
A method according to claim 2 wherein R 1 is hydrogen and R is 4-loweralkyl-1-piperazinyl, amino, alkoxy C 1 -C 8 , diloweralkylaminoloweralkylamino, hydroxyloweralkylamino or imidazolyl and the pharmaceutically acceptable salts thereof.
Claim 6
Dependent Claim 42 words
A method according to claim 3 wherein R is --NR 4 --CO--R 5 ; R 4 is hydrogen or methyl and R 5 is alkyl C 1 -C 11 , phenyl, 4-chloro-3-nitrophenyl, benzyl, dichloromethyl or 2-phenoxypropionamide and the pharmaceutically acceptable salts thereof.
Claim 7
Dependent Claim 11 words
A method according to claim 1 wherein the compound is 3-nitro-6-propoxyimidazo[1,2-b]pyridazine.
Claim 8
Dependent Claim 56 words
A method according to claim 1 for treating hemorrhagic colitis in swine which comprises administering orally to the swine a 6-substituted-3-nitroimidazo[1,2-b]-pyridazine according to claim 1 in association with a pharmaceutical carrier to provide a daily dosage of the pyridazine of from about 3.0 mg to about 100 mg per kg of body weight of the swine.
Claim 9
Dependent Claim 46 words
The method for controlling and preventing hemorrhagic colitis in swine which comprises administering in a prophylactically effective amount to the swine an oral ration containing from about 25 parts to about 500 parts per million parts of ratio of a 6-substituted 3-nitroimidazo[1,2-b]-pyridazine according to claim 1.

References Cited (Backward Citations)

US3711613A Cited
US3725407A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-11-28 1981-05-30 1981-11-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-11-28 1985-05-30 1985-11-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-11-28 1989-05-30 1989-11-29 $7700.00 Window Closed / Lapsed

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