92114-67-5Relevant academic research and scientific papers
Nitrodiaryl sulfoxide derivatives, process for their preparation and pharmaceutical and pesticidal compositions containing them as active ingredient
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, (2008/06/13)
The invention relates to a new process for the preparation of aminodiaryl sulfoxide derivatives of the formula (I), STR1 wherein X is halogen, alkoxy having from 1 to 6 carbon atoms or a group --(N,R,R1), in which R and R1 are hydrogen or alkyl having from 1 to 6 carbon atoms, R2 is hydrogen, halogen, alkyl having from 1 to 6 carbon atoms, alkoxy having from 1 to 6 carbon atoms or phenyl or phenylthio both optionally substituted by one or more identical or different halogen(s) and/or amino group(s), and acid addition salts thereof. The compounds of formula (I) are pharmaceutically active, in particular are potent anthelmintics, or can be used as active ingredients in pesticidal compositions. The invention therefore relates to pharmaceutical and pesticidal compositions containing compounds of formula (I) or salts thereof as active ingredient. Compounds of formula (I), in which the substituents are as defined above, but if X stands for a group --N(R,R1) in which R and R1 both represent hydrogen, and X is in para-position related to the sulfoxide group, then R2 is other than hydrogen, halogen, alkyl having from 1 to 6 carbon atoms and alkoxy having from 1 to 6 carbon atoms, and the acid addition salts thereof, are new. These new compounds are also subject of the present invention.
2-(Guanidino)-anilides and related compounds. Synthesis and anthelmintic activity. 3rd Communication: Anthelmintics
Wollweber,Kolling,Niemers,et al.
, p. 531 - 542 (2007/10/02)
Anilides bearing a guanidino, thioallophanato, isothioallophanato or amidino group in the ortho position were synthesized for investigations of their anthelmintic effects, and tested against sheep trichostrongylides. The most active anilides are those containing a 5-alkylthio, 5-alkylsulphinyl (alkyl = C3H7, C4H9), 5-phenylthio, 5-phenylsulphinyl or 4-phenylsulphonyloxy group, and a guanidino group substituted at both nitrogen atoms by a methoxycarbonyl group. The most active anthelmintic anilides are the form-, propion-, butyr- and methoxy-acetanilides. Of the guanidines unsubstituted at N' and N'', the 2-guanidino-5-phenylthio-2-methoxyacetanilide and the 2-guanidino-5-phenylsulphinyl-2-methoxyacetanilide were more active than parbendazole. From the class of bismethoxycarbonylguanidines, which are also the most interesting products in terms of stability, febantel (Rintal) has been introduced into veterinary practice for the treatment of nematode infections in horses, cattle, sheep and swine.
