Synthesis of analogs of (1,4)-3- and 5-imino oxazepane, thiazepane, and diazepane as inhibitors of nitric oxide synthases

K. Shankaran, Karla L. Donnelly, Shrenik K. Shah, Charles G. Caldwell, Ping Chen, William K. Hagmann, Malcolm MacCoss, John L. Humes, Stephen G. Pacholok, Theresa M. Kelly, Stephan K. Grant, Kenny K. Wong

Research output: Contribution to journalArticlepeer-review

24 Scopus citations

Abstract

The preparation and SAR of a series of iNOS inhibitors leading to the most potent compound, incorporating a (1,4)-5-imino thiazepane (R = n-Pr) is disclosed. A series of 3- and 5-imino analogs from oxazepane, thiazepane, and diazepane was prepared and evaluated as inhibitors of human nitric oxide synthesis (NOS). The most potent iNOS inhibitor was the thiazepane analog 25 (IC 50 = 0.19 μM).

Original languageEnglish
Pages (from-to)5907-5911
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume14
Issue number23
DOIs
StatePublished - 6 Dec 2004

Keywords

  • NOS synthase

Fingerprint

Dive into the research topics of 'Synthesis of analogs of (1,4)-3- and 5-imino oxazepane, thiazepane, and diazepane as inhibitors of nitric oxide synthases'. Together they form a unique fingerprint.

Cite this