C-(5-Methyl-4,5-dihydro-isoxazol-3-yl)-methylamine | 154153-24-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: C-(5-Methyl-4,5-dihydro-isoxazol-3-yl)-methylamine
• 英文别名: (5-Methyl-4,5-dihydro-1,2-oxazol-3-yl)methanamine
• CAS: 154153-24-9
• 化学式: C₅H₁₀N₂O
• mdl: MFCD19212919
• 分子量: 114.147
• InChiKey: OGPKKHIMHVLSJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氰基-2-甲氧基亚氨基乙酸乙酯 、 C-(5-Methyl-4,5-dihydro-isoxazol-3-yl)-methylamine 在 三乙胺 作用下， 以 甲醇 为溶剂， 生成 2-Cyano-2-[(E)-methoxyimino]-N-(5-methyl-4,5-dihydro-isoxazol-3-ylmethyl)-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
• 作为产物：
  描述：

  5-methyl-4,5-dihydro-isoxazole-3-carboxylic acid ethyl ester 在 sodium tetrahydroborate 、 氯化亚砜 、 肼 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 4.0h， 生成 C-(5-Methyl-4,5-dihydro-isoxazol-3-yl)-methylamine
  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

文献信息

• Anti-influenza Virus Activities of 2-Alkoxyimino-N-(2-isoxazolin-3-ylmethyl)acetamides
  作者：Hiroyuki Kai、Hiroshi Matsumoto、Naohiko Hattori、Akira Takase、Tamio Fujiwara、Hirohiko Sugimoto

  DOI：10.1016/s0960-894x(01)00362-6

  日期：2001.8

  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.