12-(N-propylamino)-6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-dione | 177330-16-4

• 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: 12-(N-propylamino)-6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-dione
• 英文别名: 3-(3-Aminopropyl)-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4,6,8,10,15,17,19,21-nonaene-12,14-dione
• CAS: 177330-16-4
• 化学式: C₂₃H₁₈N₄O₂
• 分子量: 382.422
• InChiKey: IGJZJFATGBWHAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  92.9
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  12-(N-propylamino)-6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-dione 在 盐酸 、 硫酸 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 生成 12-N-(L-lysyl-propylamino)-6,7,12,13-tetrahydro(5H)-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-dione dihydrochloride
  参考文献：
  名称：

  Synthesis and biological activities of indolocarbazoles bearing amino acid residues

  摘要：

  Three indolocarbazole compounds bearing a tripeptide or a lysine group attached to one of the indole nitrogens via a propylamino chain and two rebeccamycin derivatives bearing a lysine residue on the sugar moiety were synthesised with the aim of improving the binding to DNA and the antiproliferative activities. Four tumour cell lines, from murine L1210 leukemia, human HT29 colon carcinoma, A549 non-small cell lung carcinoma and K-562 leukemia, were used to evaluate the cytotoxicity of the drugs. Their effects on the cell cycle of L1210 cells and their antimicrobial properties against two Gram-positive bacteria Bacillus cercus and Streptomyces chartreusis, a Gram-negative bacterium Escherichia coli and a yeast Candida albicans were also investigated. (C) 2001 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(01)01284-3
• 作为产物：
  描述：

  3-溴丙胺氢溴酸盐 、 12,13-二氢-5H-吲哚并[2,3-a]吡咯并[3,4-C]咔唑-5,7(6H)-二酮 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以27%的产率得到12-(N-propylamino)-6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-dione
  参考文献：
  名称：

  Synthesis and biological activities of indolocarbazoles bearing amino acid residues

  摘要：

  Three indolocarbazole compounds bearing a tripeptide or a lysine group attached to one of the indole nitrogens via a propylamino chain and two rebeccamycin derivatives bearing a lysine residue on the sugar moiety were synthesised with the aim of improving the binding to DNA and the antiproliferative activities. Four tumour cell lines, from murine L1210 leukemia, human HT29 colon carcinoma, A549 non-small cell lung carcinoma and K-562 leukemia, were used to evaluate the cytotoxicity of the drugs. Their effects on the cell cycle of L1210 cells and their antimicrobial properties against two Gram-positive bacteria Bacillus cercus and Streptomyces chartreusis, a Gram-negative bacterium Escherichia coli and a yeast Candida albicans were also investigated. (C) 2001 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(01)01284-3

文献信息

• [EN] COMPOUNDS FOR THE TREATMENT OF RESTENOSIS<br/>[FR] COMPOSES UTILES POUR LE TRAITEMENT DE LA RESTENOSE
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：WO1996004906A1

  公开（公告）日：1996-02-22

  (EN) The present invention is concerned with compounds of formula (I) having use in the prophylaxis or treatment of restenosis. In particular, the invention relates to the use of these compounds in the manufacture of medicaments for the prophylaxis or treatment of restenosis, to medicaments obtained thereby, and to a method for treatment to prevent or alleviate restenosis using the compounds of the invention or a medicament containing said compounds.(FR) Composés de formule (I) utilisés dans la prophylaxie ou le traitement de la resténose. Cette invention concerne plus particulièrement l'utilisation de ces composés dans la fabrication de médicaments destinés à la prophylaxie ou au traitement de la resténose; les médicaments obtenus de cette manière; ainsi qu'un procédé de traitement permettant de prévenir ou d'atténuer la resténose à l'aide des composés de cette invention ou d'un médicament contenant ces derniers.
• Synthesis and biological activities of indolocarbazoles bearing amino acid residues
  作者：P Moreau

  DOI：10.1016/s0223-5234(01)01284-3

  日期：2001.12.1

  Three indolocarbazole compounds bearing a tripeptide or a lysine group attached to one of the indole nitrogens via a propylamino chain and two rebeccamycin derivatives bearing a lysine residue on the sugar moiety were synthesised with the aim of improving the binding to DNA and the antiproliferative activities. Four tumour cell lines, from murine L1210 leukemia, human HT29 colon carcinoma, A549 non-small cell lung carcinoma and K-562 leukemia, were used to evaluate the cytotoxicity of the drugs. Their effects on the cell cycle of L1210 cells and their antimicrobial properties against two Gram-positive bacteria Bacillus cercus and Streptomyces chartreusis, a Gram-negative bacterium Escherichia coli and a yeast Candida albicans were also investigated. (C) 2001 Editions scientifiques et medicales Elsevier SAS.