Synthesis and structure-activity relationship (SAR) study of 4-azabenzoxazole analogues as H3 antagonists

Ning Shao; Robert Aslanian; Robert E West Jr; Shirley M Williams; Ren-Long Wu; Joyce Hwa; Christopher Sondey; Jean Lachowicz; Anandan Palani

doi:10.1016/j.bmcl.2012.01.020

Synthesis and structure-activity relationship (SAR) study of 4-azabenzoxazole analogues as H3 antagonists

Bioorg Med Chem Lett. 2012 Mar 1;22(5):2075-8. doi: 10.1016/j.bmcl.2012.01.020. Epub 2012 Jan 24.

Authors

Ning Shao¹, Robert Aslanian, Robert E West Jr, Shirley M Williams, Ren-Long Wu, Joyce Hwa, Christopher Sondey, Jean Lachowicz, Anandan Palani

Affiliation

¹ Chemical Research Department, Department of Chemical Research, Merck Research Laboratories, 2015 Galloping Hill Road, Kenilworth, NJ 07033, USA. Ning.shao@merck.com

PMID: 22326166
DOI: 10.1016/j.bmcl.2012.01.020

Abstract

The synthesis and SAR of a novel series of 4-azabenzoxazole histamine H(3) antagonists is described. Introduction of substituted phenyl, pyridyl and fused heterocyclic groups to the 6-position of the 4-azabenzoxazole core gave a series of compounds with good H(3) antagonist activity in both ex vivo and in vivo assays.

MeSH terms

Animals
Aza Compounds / chemical synthesis
Aza Compounds / chemistry
Aza Compounds / pharmacokinetics
Aza Compounds / pharmacology
Benzoxazoles / chemical synthesis
Benzoxazoles / chemistry*
Benzoxazoles / pharmacokinetics
Benzoxazoles / pharmacology*
Histamine H3 Antagonists / chemical synthesis
Histamine H3 Antagonists / chemistry*
Histamine H3 Antagonists / pharmacokinetics
Histamine H3 Antagonists / pharmacology*
Humans
Mice
Rats
Receptors, Histamine H3 / metabolism*
Structure-Activity Relationship

Substances

Aza Compounds
Benzoxazoles
Histamine H3 Antagonists
Receptors, Histamine H3