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US4782056A Expired / Lapsed US ⏱️ 0.0 years remaining

2-phenylhexahydro-1,2,4-triazine-3-,5-diones

Assignee: Hoechst AG
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Filing: 1986-09-05
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Granted: 1988-11-01
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Expires: 2006-09-05
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Abstract

Abstract Compounds of the formula I ##STR1## with n=1-3, R=H, Hal, CF 3 , alkyl, cycloalkyl, alkyloxy, alkylthio, alkylsulfinyl, alkylsulfonyl, benzylsulfinyl, benzylsulfonyl, nitro, cyano, amino, alkylamino, dialkylamino, piperidino, morpholino, pyrrolidinyl, 4-methyl-1-piperazinyl, acylamino or substituted phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl, benzoyl, benzoylamino or anilino, with R 2 =H, alkyl, cycloalkyl, optionally substituted benzyl, alkanoyl or benzoyl and R 3 =H, alkyl, cycloalkyl or optionally substituted benzyl, at least R 2 or R 3 not being H, are obtained by alkylation or acylation of a compound II ##STR2## in which R 1 is as defined above, with compounds R 3 X (X=leaving group) or R 2 Y (Y=leaving group), R 2 and R 3 being defined as indicated. Compounds I are coccidiostatics.

Inventors

  • 👤 Manfred Rosner
  • 👤 Wolfgang Raether

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 19:09
CPC Classifications
C; C07; C07D; C07D253/00; C07D253/02; C07D253/06; A; A61; A61P; A61P31/00; A61P33/00; A61P33/02

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 268 words
A compund of the formula I ##STR53## in which: n is one, two or three and the individual substituents R 1 , independently of one another, each is (a) hydrogen, F, Cl, Br, I, trifluoromethyl, alkyl having 1 to 6 carbon atoms, cycloalkyl having 3 to 6 carbon atoms, alkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl, each having 1 to 6 carbon atoms in the alkyl radical, benzylthio, benzylsulfinyl or benzylsulfonyl, nitro, cyano, amino, alkylamino or dialkylamino, each having 1 to 12 carbon atoms in the alkyl radical, acylamino having 1 to 6 carbon atoms in the acyl radical, or (b) a phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl, benzoyl, benzoylamino or anilino radical, each of which is substituted once, twice or three times by one of the substituents mentioned under (a); R 2 is hydrogen, straight-chain or branched alkyl having 1 to 12 carbon atoms, cycloalkyl having 3 to 7 carbon atoms, benzyl which is unsubstituted or substituted by F, Cl, Br or (C 1 -C 4 )-alkyl, straight-chain or branched alkanoyl which has 1 to 12 carbon atoms and is unsubstituted or substituted once, twice or three times by F, Cl, Br, or benzoyl which is unsubstituted or substituted once or twice by F, Cl, Br or (C 1 -C 4 )-alkyl; R 3 is hydrogen, straight-chain or branched alkyl having 1 to 12 carbon atoms, cycloalkyl having 3 to 7 carbon atoms, or benzyl which is unsubstituted or substituted by F, Cl, Br or (C 1 -C 4 )-alkyl, with the proviso that at least one of the radicals R 2 and R 3 is not hydrogen, and their salts.
Claim 2
Dependent Claim 268 words
A compund of the formula I ##STR53## in which: n is one, two or three and the individual substituents R 1 , independently of one another, each is (a) hydrogen, F, Cl, Br, I, trifluoromethyl, alkyl having 1 to 6 carbon atoms, cycloalkyl having 3 to 6 carbon atoms, alkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl, each having 1 to 6 carbon atoms in the alkyl radical, benzylthio, benzylsulfinyl or benzylsulfonyl, nitro, cyano, amino, alkylamino or dialkylamino, each having 1 to 12 carbon atoms in the alkyl radical, acylamino having 1 to 6 carbon atoms in the acyl radical, or (b) a phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl, benzoyl, benzoylamino or anilino radical, each of which is substituted once, twice or three times by one of the substituents mentioned under (a); R 2 is hydrogen, straight-chain or branched alkyl having 1 to 12 carbon atoms, cycloalkyl having 3 to 7 carbon atoms, benzyl which is unsubstituted or substituted by F, Cl, Br or (C 1 -C 4 )-alkyl, straight-chain or branched alkanoyl which has 1 to 12 carbon atoms and is unsubstituted or substituted once, twice or three times by F, Cl, Br, or benzoyl which is unsubstituted or substituted once or twice by F, Cl, Br or (C 1 -C 4 )-alkyl; R 3 is hydrogen, straight-chain or branched alkyl having 1 to 12 carbon atoms, cycloalkyl having 3 to 7 carbon atoms, or benzyl which is unsubstituted or substituted by F, Cl, Br or (C 1 -C 4 )-alkyl, with the proviso that at least one of the radicals R 2 and R 3 is not hydrogen, and their salts.
Claim 3
Dependent Claim 178 words
A compound as claimed in claim 1, wherein in formula I n is two or three, and the individual substituents R 1 , independently of one another, each is (c) hydrogen, F, Cl, Br, CF 3 , alkyl, alkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl, each having 1 to 6 carbon atoms in the alkyl radical, or (d) a phenoxy, phenylthio, phenylsulfinyl or phenylsulfonyl radical, each of which is substituted once or twice by one of the substituents mentioned under (c), R 2 is hydrogen, straight-chain or branched alkyl or alkanoyl, each having 1 to 4 carbon atoms, cycloalkyl having 3 to 7 carbon atoms, benzyl or benzoyl which both are unsubstituted or substituted by F, Cl, Br or (C 1 -C 4 )-alkyl; R 3 is hydrogen, straight-chain or branched alkyl having 1 to 12 carbon atoms, cycloalkyl having 3 to 7 carbon atoms, or benzyl which is unsubstituted or substituted by F, Cl, Br or (C 1 -C 4 )-alkyl; with the proviso that at least one of the radicals R 2 and R 3 is not hydrogen.
Claim 4
Dependent Claim 88 words
A compound as claimed in claim 1, wherein in formula I n is two or three, and the individual substituents R 1 , independently of one another, each is hydrogen, chlorine, trifluoromethyl, (C 1 -C 4 )-alkyl or phenoxy, which is substituted once or twice by alkylthio, alkylsulfinyl or alkylsulfonyl, each having 1 to 4 carbon atoms in the alkyl radical, or R 2 is (C 1 -C 4 )alkyl, (C 1 -C 4 )alkanoyl or benzyl, R 3 is hydrogen, (C 1 -C 4 )alkyl or benzyl.
Claim 5
Dependent Claim 24 words
A compound as claimed in claim 3 wherein the phenyl radical in formula I is disubstituted in the 3,5-positions or trisubstituted in the 3,4,5-positions.
Claim 6
Dependent Claim 19 words
A veterinary composition which comprises a compound of formula I as claimed in claim 1, and a carrier therefor.
Claim 7
Dependent Claim 27 words
A method for combatting coccidiosis in animals which comprises administering to said animals an effective amount of a compound of formula I as claimed in claim 1.

References Cited (Backward Citations)

DE2423972A1 Cited
US4198407A Cited
EP0058534A2 Cited
US4426522A Cited
US4640917A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-11-01 1992-05-02 1992-11-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-11-01 1996-05-02 1996-11-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-11-01 2000-05-02 2000-11-01 $7700.00 Window Closed / Lapsed

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