2-(5-Methyl-3-oxo-1,3-dihydro-indol-2-ylidene)-malonic acid diethyl ester | 188180-93-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-(5-Methyl-3-oxo-1,3-dihydro-indol-2-ylidene)-malonic acid diethyl ester
• CAS: 188180-93-0
• 化学式: C₁₆H₁₇NO₅
• 分子量: 303.315
• InChiKey: XQOWDAPMZHLFFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.98
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  81.7
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-(5-Methyl-3-oxo-1,3-dihydro-indol-2-ylidene)-malonic acid diethyl ester 以 乙醇 、 水 为溶剂， 反应 7.12h， 生成 8-Methyl-2-p-tolyl-2,5-dihydro-pyridazino[4,3-b]indol-3-one
  参考文献：
  名称：

  Structure-activity relationships of 2-Aryl-2,5-dihydropyridazino[4,3-b]indol-3(3H)-ones at the benzodiazepine receptor

  摘要：

  A large series of 2-aryl-2,5-dihydropyridazino[4,3-b]indol-3(3H)ones (PIs) carrying properly selected substituents at the indole and N-2-phenyl rings was prepared and tested as central benzodiazepine receptor (BZR) ligands and potential (anti)convulsant agents. Stereoelectronic requirements for high receptor affinity were detected by means of 2-D and 3-D QSAR analyses. BZR affinities and pharmacological profiles of the compounds were examined in comparison with some other pyridazinoindolones recently described by us and with pyrazoloquinoline (PQ) analogues. An anticonvulsant activity greater than PQs was generally observed for PIs. Notably, in the test of audiogenically induced seizures, one compound showed a potency comparable to that of diazepam. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0968-0896(96)00220-9
• 作为产物：
  描述：

  5-甲基靛红 在 五氯化磷 、 sodium 作用下， 以 苯 为溶剂， 反应 4.5h， 生成 2-(5-Methyl-3-oxo-1,3-dihydro-indol-2-ylidene)-malonic acid diethyl ester
  参考文献：
  名称：

  Structure-activity relationships of 2-Aryl-2,5-dihydropyridazino[4,3-b]indol-3(3H)-ones at the benzodiazepine receptor

  摘要：

  A large series of 2-aryl-2,5-dihydropyridazino[4,3-b]indol-3(3H)ones (PIs) carrying properly selected substituents at the indole and N-2-phenyl rings was prepared and tested as central benzodiazepine receptor (BZR) ligands and potential (anti)convulsant agents. Stereoelectronic requirements for high receptor affinity were detected by means of 2-D and 3-D QSAR analyses. BZR affinities and pharmacological profiles of the compounds were examined in comparison with some other pyridazinoindolones recently described by us and with pyrazoloquinoline (PQ) analogues. An anticonvulsant activity greater than PQs was generally observed for PIs. Notably, in the test of audiogenically induced seizures, one compound showed a potency comparable to that of diazepam. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0968-0896(96)00220-9