3-isoxazolecarboxylic acid, 5-methyl-4-[1-(semicarbazono)ethyl]-ethyl ester | 15911-13-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-isoxazolecarboxylic acid, 5-methyl-4-[1-(semicarbazono)ethyl]-ethyl ester
• 英文别名: 5-methyl-4-(1-semicarbazono-ethyl)-isoxazole-3-carboxylic acid ethyl ester；3-Aethoxycarbonyl-4-acetyl-5-methyl-isoxazol-semicarbazon；ethyl 4-[N-(carbamoylamino)-C-methylcarbonimidoyl]-5-methyl-1,2-oxazole-3-carboxylate
• CAS: 15911-13-4
• 化学式: C₁₀H₁₄N₄O₄
• 分子量: 254.246
• InChiKey: CGMOIIHREYWZMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.55
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  119.81
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  S-(4-叔-丁基苯甲基)[2-(1-甲基丁基)吡啶-3-基]硫代氨基甲酸酯 、 4-乙酰基-5-甲基异恶唑-3-甲酸乙酯 以 乙醇 为溶剂， 反应 0.17h， 以57.5%的产率得到3-isoxazolecarboxylic acid, 5-methyl-4-[1-(semicarbazono)ethyl]-ethyl ester
  参考文献：
  名称：

  摘要：

  The reaction of 4-acetyl-5-methyl-3-isoxazolyl carboxylate with a variety of hydrazines and semicarbazides yielded molecules which are viable antagonist candidates for the AMPA receptor. Molecular modeling studies used in conjunction with the x-ray crystal structures of these derivatives show a close correlation between the hydrogen bonding characteristics of AMPA with that of the hydrazone and semicarbazone isoxazole derivatives. Uncyclized hydrazones and semicarbazones (1-5) were formed by using corresponding hydrazines and semicarbazides containing strong electron withdrawing groups to prevent cyclization with the ethyl ester. The crystals of 1 are orthorhombic with a = 14.2997(3), b = 15.4112(4), c = 16.0153(4) Angstrom, Z = 8, and space group Pbca; 2 monoclinic with a = 19.738(2), b = 10.4155(7), c = 15.583(1) Angstrom, beta = 92.348(2)degrees, Z = 8, and space group C2/c; 3 triclinic with a = 8.3365(5), b = 8.4930(5), c = 12.2379(7) Angstrom, alpha = 92.568(2), beta = 102.229(2), gamma = 104.449(1)degrees, Z = 2, and space group P(1)over bar.

  DOI：

  10.1023/a:1009544400552

文献信息

• Renzi,G.; Dal Piaz,V., Gazzetta Chimica Italiana, 1965, vol. 95, p. 1478 - 1491
  作者：Renzi,G.、Dal Piaz,V.

  DOI：——

  日期：——