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Dimeric avermectin and milbemycin derivatives

一种化合物、独立地的技术,应用在糖衍生物、药物组合、杂环化合物有效成分等方向

Active Publication Date: 2011-12-14
BOEHRINGER INGELHEIM ANIMAL HEALTH USA INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Separation of "a" and "b" components can be achieved by standard chromatographic techniques, however, this is rarely done in practice because the R of these derivatives 2 Small differences in substituents have little effect on the chemical reactivity or biological activity of the compound

Method used

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  • Dimeric avermectin and milbemycin derivatives
  • Dimeric avermectin and milbemycin derivatives
  • Dimeric avermectin and milbemycin derivatives

Examples

Experimental program
Comparison scheme
Effect test

Embodiment approach

[0699] In one embodiment, when the solution is applied to the back of the animal (eg along the backline, at one or more points), the direct drenching skin formulation according to the present invention can provide long-lasting and broad-spectrum efficacy. According to a first embodiment of the application of the direct-on-dose formulation, the method comprises applying the solution to the animal, repeating the application every month or every 2 months. According to a second embodiment of the application of the direct drench formulations, the method comprises applying the solution to livestock animals before they arrive at the feedlot, which application may be the last application before the animals are slaughtered. Obviously, the method can also be a combination of these two implementations, that is, the first one is followed by the second.

[0700] The solution according to the invention can be applied using any device known per se, for example using a dressing gun or a metering...

Embodiment 1

[0810]

[0811] The avermectin compound (XXXII) (which has a protected 5-hydroxyl group and a free 4"-hydroxyl group) can be reacted with a diiodide under alkaline conditions to form a dimeric compound. The Deprotection of 5-hydroxyl in the presence of reagents such as butylammonium can give the desired end product (XXXIII).

Embodiment 2

[0813]

[0814] Under reductive amination conditions, using dialdehyde compounds (XXXV), two molecules of 4"-epiamino avermectin derivatives (XXXIV) can be converted into dimerized products (XXXVI).

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PUM

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Abstract

This invention provides for novel antiparasitic and pesticidal derivatives of avermectin and milbemycin compounds in which two avermectin or milbemycin members are linked together by a chemical linker. The resulting compounds may be used in veterinary compositions which are used in treating, controlling and preventing of endo- and ectoparasite infections and infestations in animals or for combating pests in plants or plant propagation material.

Description

[0001] Cross references to related applications [0002] This application claims the priority benefit of US Provisional Patent Application No. 61 / 119,761 filed on December 4, 2008, which is incorporated herein by reference in its entirety. Technical field [0003] The present invention provides new antiparasitic derivatives of the avermectin and milbemycin families, in which two avermectin or milbemycin molecules pass through a chemical linker ( linker) connected. The obtained compounds can be used in oral, parenteral or topical veterinary preparations for the treatment, control and prevention of mammals (such as horses, cows, sheep, pigs, dogs, cats and humans, as well as poultry and fish) Endoparasite (endoparasite) and ectoparasite (ectoparasite) infection / infestation. Background technique [0004] Animals and humans suffer from endoparasitic infections, including, for example, helminthiasis most commonly caused by a collection of parasitic worms described as nematodes or round...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H17/08C07H19/01A61K31/7048A61P33/10
CPCC07H17/08C07D493/10A61K31/7048A61K31/35C07H19/01A61P33/00A61P33/10A61P33/14
Inventor C·Q·蒙
Owner BOEHRINGER INGELHEIM ANIMAL HEALTH USA INC
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