155185-67-4Relevant academic research and scientific papers
Heteroaryl-Fused 2-Phenylisothiazolone Inhibitors of Cartilage Breakdown
Wright, Stephen W.,Petraitis, Joseph J.,Abelman, Matthew M.,Batt, Douglas G.,Bostrom, Lori L.,et al.
, p. 3071 - 3078 (2007/10/02)
The synthesis, biological evaluation, and structure-activity relationships of a series of N-phenyl heteroaryl-fused isothiazolones are described.These isothiazolones have been shown to exhibit potent, dose-dependent inhibition of IL-1β-induced breakdown of proteoglycan in a cartilage organ culture assay.This effect is likely due to inhibition of MMP activation and a consequent reduction in MMP activity following IL-1β stimulation.Thus these compounds potentially represent simple, non-peptidic disease-modifying agents for the treatment of arthritic diseases.To examine the effects of structure on in vitro activity, three general features of the molecules were varied, substituents on the pendant N-phenyl group, the position of ring fusion to the isothiazolone, and substituents on the fused ring peri to the isothiazolone sulfur.
The synthesis of pyrimidineisothiazolones. The effect of temperature on the addition of aryl amines to functionalized pyrimidines
Decicco,Nelson
, p. 8213 - 8216 (2007/10/02)
A new synthesis for the hither-to-unknown pyrimidine isothiazolones 1 and 2 is detailed. The low temperature selectivity of amine nucleophiles on 6-chloropyrimidine-5-acylbromides (12) for the acylbromide over the ring chloride provides a new procedure fo
