2-(2-methyl-(2H)-pyridazin-3-ylidene)indane-1,3-dione | 133591-67-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-(2-methyl-(2H)-pyridazin-3-ylidene)indane-1,3-dione
• 英文别名: 2-(2-Methylpyridazin-3-ylidene)indene-1,3-dione
• CAS: 133591-67-0
• 化学式: C₁₄H₁₀N₂O₂
• 分子量: 238.246
• InChiKey: XGHFOVBYGICECF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  49.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  邻苯二甲酸二甲酯 在 sodium hydride 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 72.0h， 生成 2-(2-methyl-(2H)-pyridazin-3-ylidene)indane-1,3-dione
  参考文献：
  名称：

  Robert-Piessard, Sylvie; Baut, Guillaume Le; Robert, Jean-Michel, Journal of Chemical Research, Miniprint, 1992, # 6, p. 1327 - 1342

  摘要：

  DOI：

文献信息

• Indane-1,3-diones IX, synthèse et activité anti-inflammatoire de 2-polyaza-arylindane-1,3-diones et de leurs dérivés N- ou O-substitués
  作者：S Robert-Piessard、D Leblois、P Kumar、JM Robert、G Le Baut、L Sparfel、B Robert、E Khettab、RY Sanchez、JY Petit、L Welin

  DOI：10.1016/0223-5234(90)90193-7

  日期：1990.11

  A series of 2 polyaza-arylindane-1,3-diones diversely substituted on the heterocycle and the homocycle were synthetized in order to study their anti-inflammatory activity. These enaminodiketones give in alkaline medium polydent anions which can undergo, in presence of electrophilic agents, C, N or O-substitution. The Mitsunobu reaction proved to be the most useful method in attempts to gain regiospecific attack at nitrogen. Pharmacomodulation by the introduction of an ethyl group on the nitrogen of the basic molecule, eventually coupled with 5-methoxylation on the homocycle, proved to be fruitful in the pyridazinyl, pyrimidinyl and tetrazolyl series. Among the 3 most active molecules 31, 43 and 50, the second one was selected for a more detailed pharmacological study.