1-carbamoyl-6-(p-toluenyl)aminosulfonyl-β-carboline | 1174589-30-0

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 1-carbamoyl-6-(p-toluenyl)aminosulfonyl-β-carboline
• 英文别名: 1-carbamoyl-6-p-tolylaminosulfonyl-β-carboline；6-[(4-methylphenyl)sulfamoyl]-9H-pyrido[3,4-b]indole-1-carboxamide
• CAS: 1174589-30-0
• 化学式: C₁₉H₁₆N₄O₃S
• 分子量: 380.427
• InChiKey: QQIQKXOWEGLEFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  126
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,3,4,9-四氢-1H-beta-咔啉-1-羧酸甲酯 在 氯磺酸 、 ammonium hydroxide 、 potassium permanganate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成 1-carbamoyl-6-(p-toluenyl)aminosulfonyl-β-carboline
  参考文献：
  名称：

  Design, synthesis and biological evaluation of β-carboline derivatives as novel inhibitors targeting B-Raf kinase

  摘要：

  beta-Carboline family of compounds is a large group of alkaloids widely distributed in nature and exhibits broad-spectrum anti-tumor activities. We designed and synthesized two series of novel 1-carboxamide- and 6-sulfonamide-substituted beta-carboline derivatives 7a-p and 12a-b, and their wild type B-Raf kinase inhibitory activities were described. Most compounds showed moderate to excellent inhibitory activities. Among them, 1-carboxamide-6-(N-(3-(dimethylamino)propyl)-sulfamoyl)-beta-carboline, 7e exhibited potent activity (IC50 = 1.62 mu M), showing the potential for further investigation as a lead compound. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.053

文献信息

• Design, synthesis and biological evaluation of β-carboline derivatives as novel inhibitors targeting B-Raf kinase
  作者：Botao Xin、Weifang Tang、Yue Wang、Guowu Lin、Haichun Liu、Yu Jiao、Yong Zhu、Haoliang Yuan、Yadong Chen、Tao Lu

  DOI：10.1016/j.bmcl.2012.05.053

  日期：2012.7

  beta-Carboline family of compounds is a large group of alkaloids widely distributed in nature and exhibits broad-spectrum anti-tumor activities. We designed and synthesized two series of novel 1-carboxamide- and 6-sulfonamide-substituted beta-carboline derivatives 7a-p and 12a-b, and their wild type B-Raf kinase inhibitory activities were described. Most compounds showed moderate to excellent inhibitory activities. Among them, 1-carboxamide-6-(N-(3-(dimethylamino)propyl)-sulfamoyl)-beta-carboline, 7e exhibited potent activity (IC50 = 1.62 mu M), showing the potential for further investigation as a lead compound. (C) 2012 Elsevier Ltd. All rights reserved.