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

• Published in: Bioorganic & medicinal chemistry letters Vol. 22; no. 5; pp. 2075 - 2078
• Main Authors: Shao, Ning, Aslanian, Robert, West, Robert E., Williams, Shirley M., Wu, Ren-Long, Hwa, Joyce, Sondey, Christopher, Lachowicz, Jean, Palani, Anandan
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier Ltd 01.03.2012; Elsevier
• Subjects: 4-Azabenzoxazole; Animals; antagonists; Aza Compounds - chemical synthesis; Aza Compounds - chemistry; Aza Compounds - pharmacokinetics; Aza Compounds - pharmacology; Benzoxazoles - chemical synthesis; Benzoxazoles - chemistry; Benzoxazoles - pharmacokinetics; Benzoxazoles - pharmacology; Biological and medical sciences; H3 antagonists; Histamine; Histamine H3 Antagonists - chemical synthesis; Histamine H3 Antagonists - chemistry; Histamine H3 Antagonists - pharmacokinetics; Histamine H3 Antagonists - pharmacology; Humans; Medical sciences; Mice; Pharmacology. Drug treatments; Rats; Receptors, Histamine H3 - metabolism; SAR; Structure-Activity Relationship; structure-activity relationships; Histamine; 4-Azabenzoxazole; H3 antagonists; SAR; antagonists; H3 histamine receptor; Structure activity relation; Biogenic amine; Chemical structure; H; Antagonist; Chemical synthesis
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2012.01.020

The synthesis and SAR of a novel series of 4-azabenzoxazole histamine H3 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 H3 antagonist activity in both ex vivo and in vivo assays.