N-(2-methyl-1-prop-2-enylbenzimidazol-5-yl)-2-morpholin-4-ylquinazolin-4-amine | 1434623-90-1

• 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: N-(2-methyl-1-prop-2-enylbenzimidazol-5-yl)-2-morpholin-4-ylquinazolin-4-amine
• CAS: 1434623-90-1
• 化学式: C₂₃H₂₄N₆O
• 分子量: 400.483
• InChiKey: ISUXUWBWKZJTFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  68.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-甲基-5-硝基苯并咪唑 在 盐酸 、 tin(II) chloride dihdyrate 、 sodium hydride 作用下， 以 四氢呋喃 、 水 、 异丙醇 为溶剂， 反应 15.0h， 生成 N-(2-methyl-1-prop-2-enylbenzimidazol-5-yl)-2-morpholin-4-ylquinazolin-4-amine
  参考文献：
  名称：

  Synthesis, single crystal and antitumor activities of benzimidazole–quinazoline hybrids

  摘要：

  A series of novel regioisomeric hybrids of quinazoline/ benzimidazole viz. (3-allyl-2-methyl-3H-benzimidazol-5-yl)-(2-substituted-quinazolin-4-yl)-amine and (1-allyl-2-methyl-1H-benzimidazol-5-yl)(2-substituted-quinazolin-4-yl)-amine of biological interest were synthesized. All the synthesized compounds were well characterized by H-1 and C-13 NMR as well as mass spectroscopy. The newly synthesized compounds were screened for in vitro antitumor activities against 60 tumor cell lines panel assay. A significant inhibition for cancer cells were observed with compound 9 and also more active against known drug 5-fluorouracil (5-FU) in some tumor cell lines. Compound 9 displayed appreciable anticancer activity against leukemia, colon, melanoma, renal and breast cancer cell lines. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.03.107

文献信息

• Synthesis, single crystal and antitumor activities of benzimidazole–quinazoline hybrids
  作者：Alka Sharma、Vijay Luxami、Kamaldeep Paul

  DOI：10.1016/j.bmcl.2013.03.107

  日期：2013.6

  A series of novel regioisomeric hybrids of quinazoline/ benzimidazole viz. (3-allyl-2-methyl-3H-benzimidazol-5-yl)-(2-substituted-quinazolin-4-yl)-amine and (1-allyl-2-methyl-1H-benzimidazol-5-yl)(2-substituted-quinazolin-4-yl)-amine of biological interest were synthesized. All the synthesized compounds were well characterized by H-1 and C-13 NMR as well as mass spectroscopy. The newly synthesized compounds were screened for in vitro antitumor activities against 60 tumor cell lines panel assay. A significant inhibition for cancer cells were observed with compound 9 and also more active against known drug 5-fluorouracil (5-FU) in some tumor cell lines. Compound 9 displayed appreciable anticancer activity against leukemia, colon, melanoma, renal and breast cancer cell lines. (C) 2013 Elsevier Ltd. All rights reserved.