7-Cyano-5H-[1,3]dioxolo[4,5-f]indole-6-carboxylic acid ethyl ester | 174094-25-8

• 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: 7-Cyano-5H-[1,3]dioxolo[4,5-f]indole-6-carboxylic acid ethyl ester
• 英文别名: ethyl 7-cyano-5H-[1,3]dioxolo[4,5-f]indole-6-carboxylate
• CAS: 174094-25-8
• 化学式: C₁₃H₁₀N₂O₄
• 分子量: 258.233
• InChiKey: FCLFBOGCKAENAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  84.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-Cyano-5H-[1,3]dioxolo[4,5-f]indole-6-carboxylic acid ethyl ester 在 一水合肼 作用下， 反应 12.0h， 生成 1-chloroacetylamido-3,4-dihydro-7,8-methylenedioxypyridazino<4,5-b>indol-4-one
  参考文献：
  名称：

  Indoles and pyridazino[4,5-b]indoles as nonnucleoside analog inhibitors of HIV-1 reverse transcriptase

  摘要：

  The synthesis and the study of the activity of new indol-2-carboxamides and pyridazino[4,5-b]indoles as inhibitors of HIV-1 reverse transcriptase (RT) are presented. The activity of the compounds synthesized as inhibitors of different types of HIV-1 RT (wild type enzyme and mutant forms P236L, Y181C and P236L/Y181C) was evaluated. The activity of the most active compounds was investigated in the syncytia reduction in vitro assay, in HIV-1(IIIB)-infected HT4lacZ-1 cells. Their potential cytotoxicity was determined in parallel. Two lead compounds, N-[1-[2-(3-isopropylamino)pyridyl]piperazin]-5,6-methylenedioxy indol-2-carboxamide 7q and N-[1-[2-(3-ethylamino)pyridyl]piperazin] 7s have been identified.

  DOI：

  10.1016/0223-5234(96)88316-4
• 作为产物：
  描述：

  ethyl 5H-[1,3]dioxolo[4,5-f]indole-6-carboxylate 在 硝基乙烷 、 sodium acetate 、 溶剂黄146 、 三氯氧磷 作用下， 反应 14.0h， 生成 7-Cyano-5H-[1,3]dioxolo[4,5-f]indole-6-carboxylic acid ethyl ester
  参考文献：
  名称：

  Indoles and pyridazino[4,5-b]indoles as nonnucleoside analog inhibitors of HIV-1 reverse transcriptase

  摘要：

  The synthesis and the study of the activity of new indol-2-carboxamides and pyridazino[4,5-b]indoles as inhibitors of HIV-1 reverse transcriptase (RT) are presented. The activity of the compounds synthesized as inhibitors of different types of HIV-1 RT (wild type enzyme and mutant forms P236L, Y181C and P236L/Y181C) was evaluated. The activity of the most active compounds was investigated in the syncytia reduction in vitro assay, in HIV-1(IIIB)-infected HT4lacZ-1 cells. Their potential cytotoxicity was determined in parallel. Two lead compounds, N-[1-[2-(3-isopropylamino)pyridyl]piperazin]-5,6-methylenedioxy indol-2-carboxamide 7q and N-[1-[2-(3-ethylamino)pyridyl]piperazin] 7s have been identified.

  DOI：

  10.1016/0223-5234(96)88316-4

文献信息

• Indoles and pyridazino[4,5-b]indoles as nonnucleoside analog inhibitors of HIV-1 reverse transcriptase
  作者：M Font、A Monge、A Cuartero、A Elorriaga、J.J. Martínez-Irujo、E Alberdi、E Santiago、I Prieto、J.J. Lasarte、P Sarobe、F Borrás

  DOI：10.1016/0223-5234(96)88316-4

  日期：1995.1

  The synthesis and the study of the activity of new indol-2-carboxamides and pyridazino[4,5-b]indoles as inhibitors of HIV-1 reverse transcriptase (RT) are presented. The activity of the compounds synthesized as inhibitors of different types of HIV-1 RT (wild type enzyme and mutant forms P236L, Y181C and P236L/Y181C) was evaluated. The activity of the most active compounds was investigated in the syncytia reduction in vitro assay, in HIV-1(IIIB)-infected HT4lacZ-1 cells. Their potential cytotoxicity was determined in parallel. Two lead compounds, N-[1-[2-(3-isopropylamino)pyridyl]piperazin]-5,6-methylenedioxy indol-2-carboxamide 7q and N-[1-[2-(3-ethylamino)pyridyl]piperazin] 7s have been identified.