Solid-phase synthesis of benzisothiazolones as serine protease inhibitors.
An efficient solid-phase synthesis of benzisothiazolone-1,1-dioxide-based serine protease inhibitors involving alkylation of carboxylic acids with N-(bromomethyl)benzisothiazolone-1,1-dioxide has been developed. An example using this procedure for preparation of a library of human mast cell tryptase inhibitors is described.
Yu
K L
KL
Bristol-Myers Squibb Pharmaceutical Research Institute, Department of Chemistry, Wallingford, CT 06492, USA.
Civiello
R
R
Roberts
D G
DG
Seiler
S M
SM
Meanwell
N A
NA
D053818:Chymases; D006801:Humans; D008407:Mast Cells / Q000187:drug effects / Q000201:enzymology; D012697:Serine Endopeptidases / Q000378:metabolism; D015842:Serine Proteinase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D053802:Tryptases
D015842:Serine Proteinase Inhibitors; D013844:Thiazoles; D012697:Serine Endopeptidases; C083294:chymase 2; D053818:Chymases; D053802:Tryptases; C015699:1,2-benzisothiazoline-3-one