7751. Prinomastat

Nomenclature

CAS number: 192329-42-3
(3S)-N-Hydroxy-2,2-dimethyl-4-[[4-(4-pyridinyloxy)phenyl]sulfonyl]-3-thiomorpholinecarboxamide; 3(S)-N-hydroxy-4-((4-((pyrid-4-yl)oxy)benzenesulfonyl)-2,2-dimethyl)tetrahydro-2H-1,4-thiazine-3-carboxamide; AG-3340.
C18H21N3O5S2; mol wt 423.51.
C 51.05%, H 5.00%, N 9.92%, O 18.89%, S 15.14%.

Description and references

Selective matrix metalloproteinase inhibitor with antiangiogenic activity. Prepn: S. E. Zook et al., WO 9720824; S. L. Bender, M. J. Melnick, US 5753653 (1997, 1998 both to Agouron). Pharmacokinetic and antitumor efficacy in rats: O. Santos et al., Clin. Exp. Metastasis 15, 499 (1997). Review of pharmacology: D. R. Shalinsky et al., Ann. N.Y. Acad. Sci. 878, 236-270 (1999); and clinical experiences: R. Scatena, Expert Opin. Invest. Drugs 9, 2159-2165 (2000).

Chemical structure

Properties

White powder, mp 149.8°. Also reported as 184-186° with gas evolution. Water soluble.

Therapeutic Category

Antineoplastic.

Keywords

Antineoplastic Adjunct; Antimetastatic Agent; Matrix Metalloproteinase Inhibitor