Synthesis, gastrointestinal prokinetic activity and structure-activity relationships of novel N-[[2-(dialkylamino)ethoxy]benzyl]benzamide derivatives

Chem Pharm Bull (Tokyo). 1992 Jan;40(1):202-11. doi: 10.1248/cpb.40.202.

Abstract

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.

MeSH terms

  • Amines / chemical synthesis*
  • Animals
  • Antiemetics / pharmacology
  • Benzamides / chemical synthesis*
  • Benzyl Compounds / chemical synthesis
  • Benzyl Compounds / pharmacology
  • Dogs
  • Gastrointestinal Agents / chemical synthesis*
  • Gastrointestinal Agents / pharmacology
  • Gastrointestinal Transit / drug effects
  • Guinea Pigs
  • In Vitro Techniques
  • Male
  • Mice
  • Mice, Inbred Strains
  • Muscle Contraction / drug effects
  • Muscle, Smooth / drug effects

Substances

  • Amines
  • Antiemetics
  • Benzamides
  • Benzyl Compounds
  • Gastrointestinal Agents