[3-methyl-5-(2-p-tolyl-vinyl)-isoxazol-4-ylamino]-acetic acid | 1443511-57-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [3-methyl-5-(2-p-tolyl-vinyl)-isoxazol-4-ylamino]-acetic acid
• CAS: 1443511-57-6
• 化学式: C₁₅H₁₆N₂O₃
• 分子量: 272.304
• InChiKey: HMSXNMGWIKRIFM-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.96
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  75.36
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  [3-methyl-5-(2-p-tolyl-vinyl)-isoxazol-4-ylamino]-acetic acid 、 靛红 、 1,4-萘醌 在 ammonium cerium (IV) nitrate 、 氧气 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以88%的产率得到(E)-2-(3-methyl-5-(4-methylstyryl)isoxazol-4-yl)-2,3-dihydrospiro[benzo[f]isoindole-1,3'-indoline]-2',4,9-trione
  参考文献：
  名称：

  A facile synthesis, anti-inflammatory and analgesic activity of isoxazolyl-2,3-dihydrospiro[benzo[f]isoindole-1,3′-indoline]-2′,4,9-triones

  摘要：

  A new series of isoxazolyl-2,3-dihydrospiro[benzo[f]isoindole-1,3'-indoline]-2',4,9-triones (14) were synthesized by reaction of 4-amino-3-methyl-5-styrylisoxazole 10 with chloroacetic acid followed by a three component reaction with substituted isatins 12 and 1,4-naphthoquinone 13 using Ceric ammonium nitrate (CAN) catalyst under aerial oxidation condition. Structures of these compounds were established on the basis of IR, H-1 NMR, C-13 NMR and mass spectral data. The title compounds 14a-j were evaluated for their anti-inflammatory and analgesic activity. Compounds 14d, 14e and 14f exhibited potent anti-inflammatory and analgesic activity as that of standard drugs. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.053
• 作为产物：
  描述：

  4-amino-3-methyl-5-[(E)-2-(4-methylphenyl)-1-ethenyl]isoxazole 、 氯乙酸 以 二氯甲烷 为溶剂， 反应 2.0h， 以65%的产率得到[3-methyl-5-(2-p-tolyl-vinyl)-isoxazol-4-ylamino]-acetic acid
  参考文献：
  名称：

  A facile synthesis, anti-inflammatory and analgesic activity of isoxazolyl-2,3-dihydrospiro[benzo[f]isoindole-1,3′-indoline]-2′,4,9-triones

  摘要：

  A new series of isoxazolyl-2,3-dihydrospiro[benzo[f]isoindole-1,3'-indoline]-2',4,9-triones (14) were synthesized by reaction of 4-amino-3-methyl-5-styrylisoxazole 10 with chloroacetic acid followed by a three component reaction with substituted isatins 12 and 1,4-naphthoquinone 13 using Ceric ammonium nitrate (CAN) catalyst under aerial oxidation condition. Structures of these compounds were established on the basis of IR, H-1 NMR, C-13 NMR and mass spectral data. The title compounds 14a-j were evaluated for their anti-inflammatory and analgesic activity. Compounds 14d, 14e and 14f exhibited potent anti-inflammatory and analgesic activity as that of standard drugs. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.053