Synthesis and analgesic activity of secondary amine analogues of pyridylmethylamine and positional isomeric analogues of ABT-594

Chuan-Xin Zhang; Ze-Mei Ge; Tie-Ming Cheng; Run-Tao Li

doi:10.1016/j.bmcl.2005.12.073

Synthesis and analgesic activity of secondary amine analogues of pyridylmethylamine and positional isomeric analogues of ABT-594

Bioorg Med Chem Lett. 2006 Apr 1;16(7):2013-6. doi: 10.1016/j.bmcl.2005.12.073. Epub 2006 Jan 18.

Authors

Chuan-Xin Zhang¹, Ze-Mei Ge, Tie-Ming Cheng, Run-Tao Li

Affiliation

¹ School of Pharmaceutical Sciences, Peking University, Beijing 100083, PR China.

PMID: 16412637
DOI: 10.1016/j.bmcl.2005.12.073

Abstract

A series of highly sterically hindered secondary amine analogues of pyridylmethylamine (7a-f, 8a-c) and positional isomeric analogues of ABT-594 (9a-c) were synthesized and evaluated for their in vivo analgesic activity. The compounds 7a and 7d show potent analgesic activity and lower toxicity. Some interesting structure-activity relationships have been revealed.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Analgesics / chemical synthesis*
Analgesics / chemistry
Analgesics / pharmacology*
Animals
Azetidines / chemical synthesis*
Azetidines / chemistry
Azetidines / pharmacology*
Isomerism
Pyridines / chemical synthesis*
Pyridines / chemistry
Pyridines / pharmacology*
Rats
Structure-Activity Relationship

Substances

5-(2-azetidinylmethoxy)-2-chloropyridine
Analgesics
Azetidines
Pyridines