BIOMAT Database Logo BIOMAT Database Logo

Synthesis, gastrointestinal prokinetic activity and structure-activity relationships of novel N-[[2-(dialkylamino)ethoxy]benzyl]benzamide derivatives. 1992

J Sakaguchi, and H Nishino, and N Ogawa, and Y Iwanaga, and S Yasuda, and H Kato, and Y Ito
Central Research Laboratories, Hokuriku Seiyaku Co., Ltd., Fukui, Japan.

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.

UI MeSH Term Description Entries
D008297 Male Males
D008815 Mice, Inbred Strains Genetically identical individuals developed from brother and sister matings which have been carried out for twenty or more generations, or by parent x offspring matings carried out with certain restrictions. All animals within an inbred strain trace back to a common ancestor in the twentieth generation. Inbred Mouse Strains,Inbred Strain of Mice,Inbred Strain of Mouse,Inbred Strains of Mice,Mouse, Inbred Strain,Inbred Mouse Strain,Mouse Inbred Strain,Mouse Inbred Strains,Mouse Strain, Inbred,Mouse Strains, Inbred,Strain, Inbred Mouse,Strains, Inbred Mouse
D009119 Muscle Contraction A process leading to shortening and/or development of tension in muscle tissue. Muscle contraction occurs by a sliding filament mechanism whereby actin filaments slide inward among the myosin filaments. Inotropism,Muscular Contraction,Contraction, Muscle,Contraction, Muscular,Contractions, Muscle,Contractions, Muscular,Inotropisms,Muscle Contractions,Muscular Contractions
D009130 Muscle, Smooth Unstriated and unstriped muscle, one of the muscles of the internal organs, blood vessels, hair follicles, etc. Contractile elements are elongated, usually spindle-shaped cells with centrally located nuclei. Smooth muscle fibers are bound together into sheets or bundles by reticular fibers and frequently elastic nets are also abundant. (From Stedman, 25th ed) Muscle, Involuntary,Smooth Muscle,Involuntary Muscle,Involuntary Muscles,Muscles, Involuntary,Muscles, Smooth,Smooth Muscles
D004285 Dogs The domestic dog, Canis familiaris, comprising about 400 breeds, of the carnivore family CANIDAE. They are worldwide in distribution and live in association with people. (Walker's Mammals of the World, 5th ed, p1065) Canis familiaris,Dog
D005765 Gastrointestinal Agents Drugs used for their effects on the gastrointestinal system, as to control gastric acidity, regulate gastrointestinal motility and water flow, and improve digestion. Digestants,Gastric Agents,Gastric Drugs,Gastrointestinal Drugs,Agents, Gastric,Agents, Gastrointestinal,Drugs, Gastric,Drugs, Gastrointestinal
D005772 Gastrointestinal Transit Passage of food (sometimes in the form of a test meal) through the gastrointestinal tract as measured in minutes or hours. The rate of passage through the intestine is an indicator of small bowel function. GI Transit,GI Transits,Gastrointestinal Transits,Transit, GI,Transit, Gastrointestinal,Transits, GI,Transits, Gastrointestinal
D006168 Guinea Pigs A common name used for the genus Cavia. The most common species is Cavia porcellus which is the domesticated guinea pig used for pets and biomedical research. Cavia,Cavia porcellus,Guinea Pig,Pig, Guinea,Pigs, Guinea
D000588 Amines A group of compounds derived from ammonia by substituting organic radicals for the hydrogens. (From Grant & Hackh's Chemical Dictionary, 5th ed) Amine
D000818 Animals Unicellular or multicellular, heterotrophic organisms, that have sensation and the power of voluntary movement. Under the older five kingdom paradigm, Animalia was one of the kingdoms. Under the modern three domain model, Animalia represents one of the many groups in the domain EUKARYOTA. Animal,Metazoa,Animalia

Related Publications

J Sakaguchi, and H Nishino, and N Ogawa, and Y Iwanaga, and S Yasuda, and H Kato, and Y Ito
Synthesis and gastrointestinal prokinetic activity of novel benzamide derivatives with amphoteric side chains.
April 2001, Chemical & pharmaceutical bulletin,
J Sakaguchi, and H Nishino, and N Ogawa, and Y Iwanaga, and S Yasuda, and H Kato, and Y Ito
Synthesis and structure-activity relationships of N-{1-[(6-fluoro-2-naphthyl)methyl]piperidin-4-yl}benzamide derivatives as novel CCR3 antagonists.
January 2008, Bioorganic & medicinal chemistry,
J Sakaguchi, and H Nishino, and N Ogawa, and Y Iwanaga, and S Yasuda, and H Kato, and Y Ito
N-Benzyl-2-hydroxy-benzamide.
April 2008, Acta crystallographica. Section E, Structure reports online,
J Sakaguchi, and H Nishino, and N Ogawa, and Y Iwanaga, and S Yasuda, and H Kato, and Y Ito
Novel benzamides as selective and potent gastric prokinetic agents. 1. Synthesis and structure-activity relationships of N-[(2-morpholinyl)alkyl]benzamides.
May 1990, Journal of medicinal chemistry,
J Sakaguchi, and H Nishino, and N Ogawa, and Y Iwanaga, and S Yasuda, and H Kato, and Y Ito
Synthesis, acaricidal activity, and structure-activity relationships of novel phenyl trifluoroethyl thioether derivatives containing substituted benzyl groups.
February 2024, Pest management science,
J Sakaguchi, and H Nishino, and N Ogawa, and Y Iwanaga, and S Yasuda, and H Kato, and Y Ito
Synthesis and structure-activity relationships of novel warfarin derivatives.
March 2007, Bioorganic & medicinal chemistry,
J Sakaguchi, and H Nishino, and N Ogawa, and Y Iwanaga, and S Yasuda, and H Kato, and Y Ito
Synthesis and structure-activity relationships of N-benzyl-N-(X-2-hydroxybenzyl)-N'-phenylureas and thioureas as antitumor agents.
January 2010, Bioorganic & medicinal chemistry,
J Sakaguchi, and H Nishino, and N Ogawa, and Y Iwanaga, and S Yasuda, and H Kato, and Y Ito
N-Benzyl-carbamothioyl-2-chloro-benzamide.
June 2010, Acta crystallographica. Section E, Structure reports online,
J Sakaguchi, and H Nishino, and N Ogawa, and Y Iwanaga, and S Yasuda, and H Kato, and Y Ito
Novel benzamides as selective and potent gastrokinetic agents. 2. Synthesis and structure-activity relationships of 4-amino-5-chloro-2-ethoxy-N-[[4-(4-fluorobenzyl)-2- morpholinyl]methyl] benzamide citrate (AS-4370) and related compounds.
February 1991, Journal of medicinal chemistry,
J Sakaguchi, and H Nishino, and N Ogawa, and Y Iwanaga, and S Yasuda, and H Kato, and Y Ito
Highly selective kappa-opioid analgesics. 2. Synthesis and structure-activity relationships of novel N-[(2-aminocyclohexyl)aryl]acetamide derivatives.
July 1989, Journal of medicinal chemistry,
Copied contents to your clipboard!