2-[(E)-Allyloxyimino]-N-(5-tert-butyl-isoxazol-3-ylmethyl)-2-cyano-acetamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-[(E)-Allyloxyimino]-N-(5-tert-butyl-isoxazol-3-ylmethyl)-2-cyano-acetamide
• 英文别名: (1E)-N-allyloxy-2-[(5-tert-butylisoxazol-3-yl)methylamino]-2-oxo-acetimidoyl cyanide；(1E)-2-[(5-tert-butyl-1,2-oxazol-3-yl)methylamino]-2-oxo-N-prop-2-enoxyethanimidoyl cyanide
• 化学式: C₁₄H₁₈N₄O₃
• 分子量: 290.322
• InChiKey: VCVCAKWZUQXMTP-WOJGMQOQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-[5-(2-methyl-2-propanyl)-1,2-oxazole-3-yl]methanamine 、 [(E)-Allyloxyimino]-cyano-acetic acid ethyl ester 在 三乙胺 作用下， 以 甲醇 为溶剂， 生成 2-[(E)-Allyloxyimino]-N-(5-tert-butyl-isoxazol-3-ylmethyl)-2-cyano-acetamide
  参考文献：
  名称：

  Anti-influenza Virus Activities of 2-Alkoxyimino-N-(2-isoxazolin-3-ylmethyl)acetamides

  摘要：

  A series of 2-alkoxyimino-N-(2-isoxazolin-3-ylmethyl)acetamides and related compounds were synthesized and their antiviral activities against human influenza A virus were assessed. Studies of the structure-activity relationships revealed the strongest antiviral activity when position-5 of the isoxazoline ring was substituted with a tert-butyl group. When the alkoxyimino moiety was substituted with a methyl, ethyl, isopropyl or allyl group, good antiviral activity was obtained. Among the geometrical isomers at the oxime moiety, the E-isomers were more active than the Z-isomers. Among the compounds examined, (E)-2-allyloxyimino-2-cyano-N-(5-tert-butyl-2-iosaxazolin-3-ylmethyl)acetamide (1j) was the most active inhibitor with an EC50 of 3 mug/mL in vitro. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00362-6