2,5-Bis[3'-N-benzensulfonyl-(5'-methoxyindolyl)thiophene | 937803-64-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,5-Bis[3'-N-benzensulfonyl-(5'-methoxyindolyl)thiophene
• 英文别名: 1-(benzenesulfonyl)-3-[5-[1-(benzenesulfonyl)-5-methoxyindol-3-yl]thiophen-2-yl]-5-methoxyindole
• CAS: 937803-64-0
• 化学式: C₃₄H₂₆N₂O₆S₃
• 分子量: 654.788
• InChiKey: IOWUCNMGLYFJTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  45
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  142
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,5-Bis[3'-N-benzensulfonyl-(5'-methoxyindolyl)thiophene 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 生成 3,5-Diylbis(5-methoxy-1H-indole)
  参考文献：
  名称：

  Synthesis and antitumor properties of 2,5-bis(3′-indolyl)thiophenes: Analogues of marine alkaloid nortopsentin

  摘要：

  A series of 11 bis-indolylthiophenes of type 8-10 were obtained by cyclization of diketones 4 and 7 using Lawesson's reagent. Derivatives 8c, 9c, 9d, and 10c were selected to be evaluated in the full panel of about 60 human tumor cell lines derived from nine human cancer cell types and showed antiproliferative activity generally in the micromolar range. The most sensitive cell lines were: CCRF-CEM, MOLT-4, HL60 (TB), and RPMI-8226 of the leukemia subpanel, HT29 and HCC-2998 cell lines of the colon sub-panel, NCI-H522 of the non-small cell lung cancer sub-panel, LOX IMVI of the melanoma sub-panel, and UO-31 of the renal cancer sub-panel. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.065
• 作为产物：
  描述：

  5-甲氧基吲哚-3-甲醛 在 thiazolium chloride 劳森试剂 、 sodium acetate 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 为溶剂， 生成 2,5-Bis[3'-N-benzensulfonyl-(5'-methoxyindolyl)thiophene
  参考文献：
  名称：

  Synthesis and antitumor properties of 2,5-bis(3′-indolyl)thiophenes: Analogues of marine alkaloid nortopsentin

  摘要：

  A series of 11 bis-indolylthiophenes of type 8-10 were obtained by cyclization of diketones 4 and 7 using Lawesson's reagent. Derivatives 8c, 9c, 9d, and 10c were selected to be evaluated in the full panel of about 60 human tumor cell lines derived from nine human cancer cell types and showed antiproliferative activity generally in the micromolar range. The most sensitive cell lines were: CCRF-CEM, MOLT-4, HL60 (TB), and RPMI-8226 of the leukemia subpanel, HT29 and HCC-2998 cell lines of the colon sub-panel, NCI-H522 of the non-small cell lung cancer sub-panel, LOX IMVI of the melanoma sub-panel, and UO-31 of the renal cancer sub-panel. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.065

文献信息

• Synthesis and antitumor properties of 2,5-bis(3′-indolyl)thiophenes: Analogues of marine alkaloid nortopsentin
  作者：Patrizia Diana、Anna Carbone、Paola Barraja、Alessandra Montalbano、Annamaria Martorana、Gaetano Dattolo、Ornella Gia、Lisa Dalla Via、Girolamo Cirrincione

  DOI：10.1016/j.bmcl.2007.01.065

  日期：2007.4

  A series of 11 bis-indolylthiophenes of type 8-10 were obtained by cyclization of diketones 4 and 7 using Lawesson's reagent. Derivatives 8c, 9c, 9d, and 10c were selected to be evaluated in the full panel of about 60 human tumor cell lines derived from nine human cancer cell types and showed antiproliferative activity generally in the micromolar range. The most sensitive cell lines were: CCRF-CEM, MOLT-4, HL60 (TB), and RPMI-8226 of the leukemia subpanel, HT29 and HCC-2998 cell lines of the colon sub-panel, NCI-H522 of the non-small cell lung cancer sub-panel, LOX IMVI of the melanoma sub-panel, and UO-31 of the renal cancer sub-panel. (c) 2007 Elsevier Ltd. All rights reserved.