Synthesis and SAR of 1,3-disubstituted cyclohexylmethyl urea and amide derivatives as non-peptidic motilin receptor antagonists.
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.
Johnson
Sigmond G
SG
Johnson & Johnson Pharmaceutical Research & Development, L.L.C., 1000 Rt. 202, PO Box 300, Raritan, NJ 08869, USA. sgjcej@juno.com
Gunnet
Joseph W
JW
Moore
John B
JB
Miller
William
W
Wines
Pam
P
Rivero
Ralph A
RA
Combs
Don
D
Demarest
Keith T
KT
D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002460:Cell Line; D003510:Cyclohexanes / Q000737:chemistry*; D004353:Drug Evaluation, Preclinical; D006801:Humans; D015394:Molecular Structure; D011964:Receptors, Gastrointestinal Hormone / Q000037:antagonists & inhibitors*; D018013:Receptors, Neuropeptide / Q000037:antagonists & inhibitors*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014508:Urea / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
D000577:Amides; D003510:Cyclohexanes; D011964:Receptors, Gastrointestinal Hormone; D018013:Receptors, Neuropeptide; C050802:motilin receptor; D014508:Urea