Molecular Structure and Fungicidal Activity againstCeratocystis ulmi of the 1:1 Adducts of Triphenyltin Chloride and 2,3-Disubstituted Thiazolidin-4-ones

Crystal structure of the 1:1 adduct of 2,3-diphenyl-3,4,5,6-tetrahydro-2H-1,3-thiazin-4-one with triphenyltin chloride

“…(3) (Yennawar & Silverberg, 2014;Silverberg, et al, 2015). Herein, we report the synthesis and crystal structure of the 1:1 adduct (4) resulting from reaction of (3) with triphenyltin chloride (Scheme 2), which to the best of our knowledge is the first preparation of a tin complex of any 2,3-disubstituted-1,3thiazin-4-one heterocycle [Eng et al (1996) reported the adduct of 3-phenyl-1,3-thiazinane-2,4-dione]. Crystals for X-ray crystallographic analysis were grown by slow evaporation of the adduct solution in cyclohexane.…”

“…Eng and coworkers have reported the synthesis and fungicidal activity of 1:1 complexes of triphenyltin chloride complexes with five-membered 1,3-thiazolidin-4-ones (Smith et al, 1995;Eng et al, 1996Eng et al, , 1998, including a crystal structure of 2,3diphenyl-1,3-thiazolidin-4-one (1) (Scheme 1) (Smith et al, 1995). Tahara et al have reported the preparation of similar 1:1 adducts of triphenyltin chloride with lactams, including the six-membered valerolactam (2) (Scheme 1) (Tahara et al, 1987).…”

Biological activity studies on organotin(IV)+ complexes and parent compounds

“…Several [Ph 3 Sn(IV)] + complexes of these type of ligands have a TBP structure with the three {Ph} groups in the eq plane in non-coplanar positions. These complexes are effective inhibitors of C. ulmi [54].…”

“…Invertebrates do not have thyroid tissues; nevertheless, some of them possess thyroid hormones and their precursors [54]. Among the invertebrates able to synthesize THs, adult ascidians have phylogenetic importance, as the body plan of their larvae is a basic model of vertebrate morphogenesis.…”

Crystal structure of 2,3-diphenyl-2,3-dihydro-4H-1,3-benzothiazin-4-one 1-oxide

“…The S-oxides of these compounds have been little studied (a search found fewer than 50), despite the evidence of enhanced activity in the similar 2,3,5,6-tetrahydro-4H-1,3-thiazin-4-ones (Surrey et al, 1958;Surrey, 1963a,b) and 1,3-thiazolidin-4-ones (Gududuru et al, 2004). Also of potential interest is the triphenyltin chloride adduct, which may have enhanced antifungal activity (Eng et al, 1996).…”