propan-2-yl N-(7-chloro-3-methyl-1,4-dioxidoquinoxaline-1,4-diium-2-yl)carbamate | 1234703-78-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: propan-2-yl N-(7-chloro-3-methyl-1,4-dioxidoquinoxaline-1,4-diium-2-yl)carbamate
• CAS: 1234703-78-6
• 化学式: C₁₃H₁₄ClN₃O₄
• 分子量: 311.725
• InChiKey: IYTSYYBHDBFLHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  89.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  7-Chloro-3-methyl-4-oxido-1-oxoquinoxalin-1-ium-2-carbonyl azide 、 异丙醇 反应 3.0h， 以80%的产率得到propan-2-yl N-(7-chloro-3-methyl-1,4-dioxidoquinoxaline-1,4-diium-2-yl)carbamate
  参考文献：
  名称：

  New quinoxaline 1, 4-di-N-oxides: Anticancer and hypoxia-selective therapeutic agents

  摘要：

  A new series of quinoxaline 1,4-di-N-oxides was synthesized and evaluated for antitumor and hypoxic-selective cytotoxic activities. Antitumor activity against liver carcinoma (Hepg2) and brain tumor (U251) human cell lines were evaluated, among the tested compounds, 5b and 9b exhibited potential cytotoxic effect against Hepg2 with IC50 values of 0.77 and 0.50 mu g/mL respectively, whereas, all the tested compounds lack antitumor activity against U251 human cell line. Moreover, compound 4 was the most potent hypoxia selective-cytotoxin on EAC cell line; IC50 2.5 mu g/mL, potency 22 mu g/mL, and was approximately 5.4-times more selective cytotoxin (HCR > 40) than 3-amino-2-quinoxalinecarbonitrile 1,4-dioxide (standard, HCR > 7.4). Compounds 8b and 9b were more selective than the standard. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.02.052

文献信息

• New quinoxaline 1, 4-di-N-oxides: Anticancer and hypoxia-selective therapeutic agents
  作者：Magda M.F. Ismail、Kamelia M. Amin、Eman Noaman、Dalia H. Soliman、Yousry A. Ammar

  DOI：10.1016/j.ejmech.2010.02.052

  日期：2010.7

  A new series of quinoxaline 1,4-di-N-oxides was synthesized and evaluated for antitumor and hypoxic-selective cytotoxic activities. Antitumor activity against liver carcinoma (Hepg2) and brain tumor (U251) human cell lines were evaluated, among the tested compounds, 5b and 9b exhibited potential cytotoxic effect against Hepg2 with IC50 values of 0.77 and 0.50 mu g/mL respectively, whereas, all the tested compounds lack antitumor activity against U251 human cell line. Moreover, compound 4 was the most potent hypoxia selective-cytotoxin on EAC cell line; IC50 2.5 mu g/mL, potency 22 mu g/mL, and was approximately 5.4-times more selective cytotoxin (HCR > 40) than 3-amino-2-quinoxalinecarbonitrile 1,4-dioxide (standard, HCR > 7.4). Compounds 8b and 9b were more selective than the standard. (C) 2010 Elsevier Masson SAS. All rights reserved.