Certain benzoyl chloride phenylhydrazones have been found to be active against insects and mites, and they have also been found to be effective, broad-spectrum anthelmintics for suppressing parasitic worms in animals, particularly sheep. The benzoyl ring and the phenylhydrazone ring can be substituted with a halogen atom, a nitro group, or an alkyl group of from 1 to 6 carbon atoms, inclusive. A new class of pentahalobenzoyl chloride phenylhydrazones is described, particularly pentafluorobenzoyl chloride phenylhydrazones. The compounds are prepared by reacting a benzoic acid phenylhydrazide with phosphorus pentachloride to obtain a benzoyl chloride (dichlorophosphinyl)phenylhydrazone that is reacted with phenol to produce the desired benzoyl chloride phenylhydrazones. Certain of the compounds can be prepared by direct chlorination of a benzaldehyde phenylhydrazone. Methods of using the new compounds and new anthelmintic formulations are described. The new compound p-toluoyl chloride phenylhydrazone is effective against worms at rates at least as low as 100 mg./kg. of body weight in sheep.
某些
苯甲酰氯苯基
肼已被发现对昆虫和螨具有活性,它们还被发现对动物,特别是羊体内的寄生虫蠕虫有抑制作用,是有效的广谱驱虫剂。苯甲酰环和苯基
肼环可以被卤素原子、硝基团或含有1至6个碳原子的烷基取代。描述了一类新的五卤
苯甲酰氯苯基
肼,特别是
五氟苯甲酰氯苯基
肼。通过将
苯甲酸苯基
肼与
五氯化磷反应以获得
苯甲酰氯(二
氯磷基)苯基
肼,然后将其与
酚反应以产生所需的
苯甲酰氯苯基
肼来制备这些化合物。其中的一些化合物可以通过对
苯甲醛苯基
肼进行直接
氯化制备。描述了使用新化合物和新驱虫剂配方的方法。新化合物对羊体重至少为100毫克/千克的剂量具有对抗蠕虫的有效性。