Abstract:
:The synthesis of a series of new isothiazol-3(2H)-one 1,1-dioxides with halogenated (mostly fluorinated) pyridinyl and pentafluorophenyl substituents at 2-position is reported. These compounds (18-24) became easily accessible from 2-thiocyanato-1-carboxaldehydes and aminopyridines, pentafluoroaniline, respectively, by an isothiazolium cyclization-oxidation route. Compound 21 exhibited an IC(50) value of 3.1 microM toward human leukocyte elastase. The proteases cathepsin G, trypsin, cathepsin L, and angiotensin-converting enzyme, and the serine esterases acetylcholinesterase and cholesterol esterase were not inhibited by 21.
journal_name
Bioorg Med Chemjournal_title
Bioorganic & medicinal chemistryauthors
Eilfeld A,González Tanarro CM,Frizler M,Sieler J,Schulze B,Gütschow Mdoi
10.1016/j.bmc.2008.07.049subject
Has Abstractpub_date
2008-09-01 00:00:00pages
8127-35issue
17eissn
0968-0896issn
1464-3391pii
S0968-0896(08)00662-7journal_volume
16pub_type
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