2-(1-methyl-2H-tetrazol-5-ylidene)indene-1,3-dione | 133591-66-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-(1-methyl-2H-tetrazol-5-ylidene)indene-1,3-dione
• CAS: 133591-66-9
• 化学式: C₁₁H₈N₄O₂
• 分子量: 228.21
• InChiKey: HPTPMVAERHEAML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.09
• 重原子数：
  17.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  74.13
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-(1-methyl-2H-tetrazol-5-ylidene)indene-1,3-dione 、 碘乙烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以82%的产率得到2-(4-ethyl-1-methyl-4,5-dihydro-1H-tetrazol-5-ylidene)indane-1,3-dione
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1016/0223-5234(90)90193-7
• 作为产物：
  描述：

  1,5-二甲基四唑 、 邻苯二甲酸二乙酯 在 sodium hydride 作用下， 以 乙二醇二甲醚 为溶剂， 反应 12.0h， 以70%的产率得到2-(1-methyl-2H-tetrazol-5-ylidene)indene-1,3-dione
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1016/0223-5234(90)90193-7

文献信息

• PIESSARD, S. ROBERT;LEBLOIS, D.;KUMAR, P.;ROBERT, J. M.;LE, BAUT G.;SPARF+, EUR. J. MED. CHEM., 25,(1990) N, C. 737-747
  作者：PIESSARD, S. ROBERT、LEBLOIS, D.、KUMAR, P.、ROBERT, J. M.、LE, BAUT G.、SPARF+

  DOI：——

  日期：——