Azaadamantane benzamide 5-HT4 agonists: gastrointestinal prokinetic SC-54750.
Azaadamantanone 1 was converted to a series of aminoazaadamantane benzamides 9a-d, which were profiled for serotonin receptor activity. Aminomethylazaadamantane SC-54750 is a potent 5-HT(4) agonist and 5-HT(3) antagonist with in vivo efficacy in gastroparesis models and also inhibits cisplatin-induced emesis.
Departments of Medicinal Chemistry and Pharmacology, Pfizer Research & Development, 4901 Searle Parkway, Skokie, IL 60077, USA. dbecke3@luc.edu
Daniel P
DP
Becker
Daniel L
DL
Flynn
Robert L
RL
Shone
Gary
G
Gullikson
D000218:Adamantane / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D001372:Aza Compounds / Q000138:chemical synthesis / Q000494:pharmacology*; D001549:Benzamides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002945:Cisplatin / Q000037:antagonists & inhibitors / Q000737:chemistry; D004285:Dogs; D005765:Gastrointestinal Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D005769:Gastrointestinal Motility / Q000187:drug effects*; D051381:Rats; D058831:Serotonin 5-HT3 Receptor Antagonists; D058828:Serotonin 5-HT4 Receptor Agonists; D017366:Serotonin Receptor Agonists / Q000138:chemical synthesis / Q000494:pharmacology*; D014839:Vomiting / Q000139:chemically induced
D001372:Aza Compounds; D001549:Benzamides; D005765:Gastrointestinal Agents; C497741:SC-52491; C497743:SC-54750; D058831:Serotonin 5-HT3 Receptor Antagonists; D058828:Serotonin 5-HT4 Receptor Agonists; D017366:Serotonin Receptor Agonists; C497742:azaadamantane benzamide; D000218:Adamantane; D002945:Cisplatin