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Synthesis of radioactive and stable isotope labeled tirilazad mesylate

✍ Scribed by W. T. Stolle; J. A. Easter; E. H. Chew; J. P. McGrath; J. R. Palmer; R. S. P. Hsi

Publisher
John Wiley and Sons
Year
1994
Tongue
French
Weight
587 KB
Volume
34
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

Tirilazad mesylate, 21‐[4‐(2,6‐di‐1‐pyrrolidinyl‐4‐pyrimidinyl)‐1‐piperazinyl]‐16α‐methyl‐pregna‐1,4,9(11)‐triene‐3,20‐dione monomethanesulfonate, is a potent lipid peroxidation inhibitor capable of suppressing progression of tissue damage caused by trauma or ischemia. Several isotopically labeled versions of the compound have been synthesized for conducting in vitro and in vivo metabolic transformations of this experimental drug. These include labeling with carbon‐14 at the 16α‐methyl group of the steroid portion of the molecule, or at the C‐2 position of the pyrimidine ring; also with deuterium at the steroid 16α‐methyl group, and/or with carbon‐13 at C‐2, C‐4, and C‐6, and with nitrogen‐15 at N‐1 and N‐3 of the pyrimidine ring.

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