22810-27-1Relevant academic research and scientific papers
Chemo- and diastereoselectivity in the dimethyldioxirane oxidation of 2,3-dihydro-4H-1-benzothiopyran-4-ones and 4H-1-benzothiopyran-4-ones. Unusual reactivity of 4H-1-benzothiopyran-4-one 1-oxides1
Patonay,Adam,Levai,Koever,Nemeth,Peters,Peters
, p. 2275 - 2280 (2007/10/03)
The oxidation of the 1-thiochromanones 1-3 by dimethyldioxirane (DMD) produced the corresponding sulfoxides 4-6 or sulfones 7-9; their relative amounts depended on the amount of oxidant used. A low diastereoselectivity was observed in the sulfoxidation of
Synthesis and Antitumor Activity of a Series of Sulfone Analogues of 1,4-Naphthoquinone
Holshouser, Mark H.,Loeffler, Larry J.,Hall, Iris H.
, p. 853 - 858 (2007/10/02)
A series of novel subsituted thiochromones and thiochroman-4-ones was synthesized.Compounds were designed as anlogues of naphthoquinone and as potential "bioreductive alkylating agents" and were tested for antitumor activity.The lead compound, 3-(chloromethyl)thiochromone 1,1-dioxide (4), inhibited Ehrlich ascites tumor growth by 100percent in CF1 male mice at 10 (mg/kg) day ip.Similarly, 18 of the 29 related compounds demonstrated good activity in this tumor screen.Few definitive structure-activity correlations were evident regarding the nature of the 3-substituent.How ever, the 2,3 double bond and a sulfone or sulfoxide were required for activity.Four of the compounds synthesized showed marginal but significant activity against P-388 lymphocytic leukemia.
