RU2001133380A

RU2001133380A - ENDOPARASITICID AGENT

Info

Publication number: RU2001133380A
Application number: RU2001133380/14A
Authority: RU
Inventors: Ахим ХАРДЕР; ЗАМСОН-ХИММЕЛЬСТЬЕРНА Георг ФОН
Original assignee: Байер Акциенгезельшафт
Priority date: 1999-05-12
Filing date: 2000-05-04
Publication date: 2003-09-27

Claims

1. An endoparasiticidal agent containing a cyclic depsipetide of the general formula (I)

in which R ¹ , R ² , R ¹¹ and R ¹² independently are C ₁ -C ₈ -alkyl, C ₁ -C ₈ -haloalkyl, C ₃ -C ₆ -cycloalkyl, aralkyl, aryl,

R ³ , R ⁵ , R ⁷ and R ^9, independently of one another, are hydrogen or straight or branched C ₁ -C ₈ alkyl unsubstituted or substituted with hydroxyl, C ₁ -C ₄ alkoxyl, carboxyl,

, carboxyamide,

,

imidazolyl, indolyl, guanidino, —SH, or C ₁ -C ₄ -alkylthio, as well as aryl or aralkyl, which may be substituted with halogen, hydroxyl, C ₁ -C ₄ -alkyl, C ₁ -C ₄ -alkoxyl,

R ⁴ , R ⁶ , R ⁸ and R ^{10 are} independently hydrogen, straight C ₁ -C ₅ alkyl, C ₂ -C ₆ alkenyl, C ₃ -C ₇ cycloalkyl which may be substituted with hydroxyl, C ₁ -C ₄ -alkoxy, carboxyl, carboxyamide, imidazolyl, indolyl, guanidino, SH or C ₁ -C ₄ -alkylthio, as well as aryl or aralkyl, which may be substituted with halogen, hydroxyl, C ₁ -C ₄ -alkyl, C ₁ -C ₄ -alkoxyl, their optical isomer or racemate, characterized in that it further comprises piperazine of the formula (X)

in which R ¹³ and R ^{14 are} independently the same or different substituents from the hydrogen group, respectively unsubstituted or substituted alkyl, cycloalkyl, aryl, heteroaryl, as well as —CONR ¹⁵ R ¹⁶ or —CSNR ¹⁵ R ¹⁶ , where R ¹⁵ and R ^{16 are} independently the same or different substituents from the hydrogen group, respectively unsubstituted or substituted alkyl or cycloalkyl, with cyclic depsipeptide and piperazine taken in a synergistically effective amount.

2. The endoparasiticidal agent according to claim 1, characterized in that the cyclic depsipeptide and piperazine are taken in a mass ratio of 50: 1 ÷ 1000: 1.

3. The endoparasiticidal agent according to claim 1, characterized in that, as a cyclic depsipeptide, it contains compounds of the formula (I), in which R ¹ , R ² , R ¹¹ and R ^{12 are} independently methyl, ethyl, propyl, isopropyl, n-, sec- and tert-butyl or phenyl unsubstituted or substituted with halogen, C ₁ -C ₄ -alkyl, hydroxyl, C ₁ -C ₄ -alkoxyl, as well as benzyl or phenylethyl, which may be substituted with those indicated for phenyl substituents and R ³ -R ¹⁰ have the meanings indicated in paragraph 4.

4. The endoparasiticidal agent according to claim 1, characterized in that, as a cyclic depsipeptide, it contains compounds of the formula (I) in which R ¹ , R ² , R ¹¹ and R ^{12 are} independently methyl, ethyl, propyl, isopropyl or n-, sec. and tert-butyl, R ³ , R ⁵ , R ⁷ and R ^{9 are} hydrogen, straight or branched C ₁ -C ₈ alkyl, in particular methyl, propyl, isopropyl, n-, sec .-, tert-butyl, unsubstituted or substituted C ₁ -C _4- alkoxy, in particular methoxy, ethoxy, imidazolyl, indolyl or C ₁ -C _4- alkylthio, in particular methylthio, ethylthio, phenyl and benzyl or phenethyl which may be substituted by halogen, in particular chlorine, and R ^4, R ^6, R ⁸ and R ¹⁰ independently of one another represent methyl, ethyl, n-propyl, n-butyl, vinyl, cyclohexyl which may be substituted by methoxy , ethoxy, imidazolyl, indolyl, methylthio, ethylthio, as well as isopropyl, secondary butyl, as well as phenyl, benzyl or phenylethyl, which may be substituted with halogen.

5. An endoparasiticidal agent according to one of claims 1 to 4, characterized in that it contains piperazine of formula (X), in which R ¹³ and R ^{14 are} independently the same or different substituents from the hydrogen group, respectively unsubstituted or substituted With ₁ - C ₆ -alkyl, C ₃ -C ₈ -cycloalkyl, as well as –CONR ¹⁵ R ¹⁶ or –CSNR ¹⁵ R ¹⁶ , where R ¹⁵ and R ^{16 are} independently the same or different substituents from the hydrogen group, respectively unsubstituted or substituted With ₁ -C ₆ -alkyl or C ₃ -C ₈ -cycloalkyl.

6. An endoparasiticidal agent according to claim 5, characterized in that it contains piperazine of the formula (X) in which R ¹³ and R ^{14 are} independently the same or different substituents from the hydrogen group, respectively unsubstituted or substituted with C ₁ -C ₄ alkyl , C ₆ -cycloalkyl, as well as –CONR ¹⁵ R ¹⁶ or –CSNR ¹⁵ R ¹⁶ , where R ¹⁵ and R ^{16 are} independently the same or different substituents from the hydrogen group, respectively unsubstituted or substituted with C ₁ -C ₄ alkyl, C ₆ cycloalkyl.