Synthesis and SAR of 1,3-disubstituted cyclohexylmethyl urea and amide derivatives as non-peptidic motilin receptor antagonists

Sigmond G Johnson; Joseph W Gunnet; John B Moore; William Miller; Pam Wines; Ralph A Rivero; Don Combs; Keith T Demarest

doi:10.1016/j.bmcl.2006.04.017

Synthesis and SAR of 1,3-disubstituted cyclohexylmethyl urea and amide derivatives as non-peptidic motilin receptor antagonists

Bioorg Med Chem Lett. 2006 Jul 1;16(13):3362-6. doi: 10.1016/j.bmcl.2006.04.017. Epub 2006 May 2.

Authors

Sigmond G Johnson¹, Joseph W Gunnet, John B Moore, William Miller, Pam Wines, Ralph A Rivero, Don Combs, Keith T Demarest

Affiliation

¹ Johnson & Johnson Pharmaceutical Research & Development, L.L.C., 1000 Rt. 202, PO Box 300, Raritan, NJ 08869, USA. [email protected]

PMID: 16650762
DOI: 10.1016/j.bmcl.2006.04.017

Abstract

A series of 1,3-disubstituted cyclohexylmethyl urea and amide derivatives were synthesized as motilin receptor antagonists. Starting from known motilin antagonists, 1a and 1b, the cyclopentene scaffold was replaced and the four recognition elements optimized to arrive at a potent novel series.

MeSH terms

Amides / chemical synthesis*
Amides / chemistry
Amides / pharmacology*
Cell Line
Cyclohexanes / chemistry*
Drug Evaluation, Preclinical
Humans
Molecular Structure
Receptors, Gastrointestinal Hormone / antagonists & inhibitors*
Receptors, Neuropeptide / antagonists & inhibitors*
Stereoisomerism
Structure-Activity Relationship
Urea / chemical synthesis*
Urea / chemistry
Urea / pharmacology*

Substances

Amides
Cyclohexanes
Receptors, Gastrointestinal Hormone
Receptors, Neuropeptide
motilin receptor
Urea