5-methyl-3-oxo-2-phenyl-2,3-dihydropyridazino<4,3-b>indole | 96450-42-9

• 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: 5-methyl-3-oxo-2-phenyl-2,3-dihydropyridazino<4,3-b>indole
• 英文别名: 5-Methyl-2-phenylpyridazino[4,3-b]indol-3-one
• CAS: 96450-42-9
• 化学式: C₁₇H₁₃N₃O
• 分子量: 275.31
• InChiKey: GIDGXCUQRIMOFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  35.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-Methoxy-2-phenyl-2H-pyridazino[4,3-b]indole 反应 0.17h， 以100%的产率得到5-methyl-3-oxo-2-phenyl-2,3-dihydropyridazino<4,3-b>indole
  参考文献：
  名称：

  Synthesis and structure–affinity relationships at the central benzodiazepine receptor of pyridazino[4,3- b ]indoles and Indeno[1,2- c ]pyridazines

  摘要：

  A series of 2-aryl-3-chloro-2H-pyridazino[4,3-b]indoles, 2-aryl-3-methoxy-2H-pyridazino[4,3-b]indoles, and 2-aryl-2,5-dihydroindeno[1,2-c]pyridazino-3(3H)-ones has been prepared and tested for their ability to inhibit the [3H]flunitrazepam binding to the central benzodiazepine receptor. SAR are presented and discussed in comparison with existing pharmacophore models. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00093-0

文献信息

• Structure-activity relationships of 2-Aryl-2,5-dihydropyridazino[4,3-b]indol-3(3H)-ones at the benzodiazepine receptor
  作者：F. Palluotto、A. Carotti、G. Casini、F. Campagna、G. Genchi、M. Rizzo、G.B. De Sarro

  DOI：10.1016/s0968-0896(96)00220-9

  日期：1996.12

  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
• A study of the intramolecular cyclization of esters of 3-arylazoindol-2-ylacetic acids
  作者：F. A. Trofimov、V. I. Garnova、N. G. Tsyshkova

  DOI：10.1007/bf00506068

  日期：1985.5