Synthesis, gastrointestinal prokinetic activity and structure-activity relationships of novel N-[[2-(dialkylamino)ethoxy]benzyl]benzamide derivatives.
Novel N-[[dialkylamino)ethoxy]benzyl]benzamide derivatives (II-1-51), derived from the structural modification of metoclopramide (I), were synthesized and examined for their pharmacological activities. Among them, N-[4-[2-(dimethylamino)ethoxy]benzyl]-3,4-dimethoxybenzamide (II-34) which exhibited well balanced gastrointestinal prokinetic and antiemetic activities was selected as a new type of gastrointestinal prokinetic agent.
Sakaguchi
J
J
Central Research Laboratories, Hokuriku Seiyaku Co., Ltd., Fukui, Japan.
Nishino
H
H
Ogawa
N
N
Iwanaga
Y
Y
Yasuda
S
S
Kato
H
H
Ito
Y
Y
D000588:Amines / Q000138:chemical synthesis*; D000818:Animals; D000932:Antiemetics / Q000494:pharmacology; D001549:Benzamides / Q000138:chemical synthesis*; D001593:Benzyl Compounds / Q000138:chemical synthesis / Q000494:pharmacology; D004285:Dogs; D005765:Gastrointestinal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D005772:Gastrointestinal Transit / Q000187:drug effects; D006168:Guinea Pigs; D066298:In Vitro Techniques; D008297:Male; D051379:Mice; D008815:Mice, Inbred Strains; D009119:Muscle Contraction / Q000187:drug effects; D009130:Muscle, Smooth / Q000187:drug effects
D000588:Amines; D000932:Antiemetics; D001549:Benzamides; D001593:Benzyl Compounds; D005765:Gastrointestinal Agents