Preparation and Root Growth-Modulatory Activity of N-Substituted 2-Acetylamino-2-ethoxycarbonyl-3-(2-furyl)propanamides

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概要

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• N-Substituted 2-acetylamino-2-ethoxycarbonyl-3-(2-furyl)propanamides(8)were synthesized through the reaction of amines(13)with 2-acetylamino-2-ethoxycarbonyl-3-(2-furyl)propanoic acid(3b), which was prepared via condensation of 2-(bromomethyl)furan(10b)with diethyl acetamidomalonate, followed by partial hydrolysis of the resultant diethyl ester(3a)in the presence of barium hydroxide. However, bulky amines such as tert-butylamine or 2-trifluoromethylaniline did not afford the corresponding diamides(8). The biological activity of the prepared diamides(8)as root growth modulators was examined by germination assay using rape and leek seeds. N-(5-Bromo-2-thiazolyl)-and N-(4-chloro-2-benzothiazolyl)-2-acetylamino-2-ethoxycarbonyl-3-(2-furyl)propanamides(8h, i)both potently inhibited the root growth of rape seedlings, but were less effective in the case of leek seeds. The herbicide 2, 4-dichlorophenoxyacetic acid completely inhibited root growth in both cases.

• 公益社団法人日本薬学会の論文
• 2001-03-01

著者

• Masai Katsunori

  Faculty of Pharmaceutical Sciences and High Technology Research Center, Kobe Gakuin University

• Kitagawa Tokujiro

  Faculty Of Pharmaceutical Sciences And High Technology Research Center Kobe Gakuin University

• AKIYAMA Naohiro

  Faculty of Pharmaceutical Sciences, Kobe Gakuin University

• Masai Katsunori

  Faculty Of Pharmaceutical Sciences And High Technology Research Center Kobe Gakuin University

• Akiyama N

  Faculty Of Pharmaceutical Sciences And High Technology Research Center Kobe Gakuin University

• Akiyama Naohiro

  Faculty Of Pharmaceutical Sciences Kobe Gakuin University

• Akiyama Naohiro

  Faculty of Pharmaceutical Sciences and High Technology Research Center, Kobe Gakuin University

関連論文

• Improved Preparation of Racemic 2-Amino-3-(heteroaryl)propanoic Acids and Related Compounds Containing a Furan or Thiophene Nucleus
• Preparation and Root Growth-Inhibitory Activity of N-Substituted 2-(2-Chloroacetamido)-3-(furan-2-yl) propanamides
• Synthesis and Root Growth-Inhibitory Activity of 2- and 3-(Haloacetylamino)-3-(2-furyl)propanoic Acids
• Preparation of N'-[2-(5,6-Dimethylbenzothiazolyl)]-N-furfuryloxamide with Plant Growth Regulatory Activity
• Preparation of 1,6-Dihydro-3-benzazocines and Related Compounds by Base-Induced Intramolecular Cyclization of 1,2-Bis(2-isocyano-2-tosylethyl)benzene(Organic,Chemical)
• Preparation and Plant Growth-Regulatory Activity of N'-Substituted N-Furfuryloxamides
• Preparation and Plant Growth-Regulatory Activity of N'-Chloro-Substituted Phenyl- and Benzyl-N-furfuryloxamides
• An Improved Method for the Synthesis of DL-3-(2-Furyl)alanine
• Preparation and Root Growth-Modulatory Activity of N-Substituted 2-Acetylamino-2-ethoxycarbonyl-3-(2-furyl)propanamides

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