4-methoxy-N-(5-methoxy-1,3-benzothiazol-2-yl)benzamide | 484657-61-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 4-methoxy-N-(5-methoxy-1,3-benzothiazol-2-yl)benzamide
• CAS: 484657-61-6
• 化学式: C₁₆H₁₄N₂O₃S
• 分子量: 314.365
• InChiKey: TUXZKANCVNJJFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  88.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-((2-bromo-5-methoxyphenyl)carbamothioyl)-4-methoxybenzamide 在 copper(l) iodide caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 9.0h， 以78%的产率得到4-methoxy-N-(5-methoxy-1,3-benzothiazol-2-yl)benzamide
  参考文献：
  名称：

  Synthesis of N-benzothiazol-2-yl-amides by a copper-catalyzed intramolecular cyclization process

  摘要：

  Employing N-(4,5-dihydrooxazol-2-yl)benzamide as novel and efficient ligand, the copper-catalyzed intramolecular cyclization of various substituted 1-acyl-3-(2-bromophenyl)thioureas could be successfully carried out under mild conditions. A variety of N-benzothiazol-2-yl-amides were synthesized in good to excellent yields. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.100

文献信息

• Synthesis of amide and urea derivatives of benzothiazole as Raf-1 inhibitor
  作者：Eun Young Song、Navneet Kaur、Mi-Young Park、Yinglan Jin、Kyeong Lee、Guncheol Kim、Ki Youn Lee、Jee Sun Yang、Jae Hong Shin、Ky-Youb Nam、Kyoung Tai No、Gyoonhee Han

  DOI：10.1016/j.ejmech.2007.10.008

  日期：2008.7

  A series of amide and urea derivatives of benzothiazole have been synthesized and evaluated for their antiproliferative profile in human SK-Hep-1 (liver), MDA-MB-231 (breast), and NUGC-3 (gastric) cell lines. Among them, compounds 1-2, 16-18, 23, and 25-26 had potent to moderate inhibitory activities. Further these compounds were investigated for their ability to inhibit Raf-1 activity. (c) 2007 Elsevier Masson SAS. All rights reserved.
• Synthesis of N-benzothiazol-2-yl-amides by a copper-catalyzed intramolecular cyclization process
  作者：Junke Wang、Feng Peng、Ju-li Jiang、Zhi-jin Lu、Le-yong Wang、Junfeng Bai、Yi Pan

  DOI：10.1016/j.tetlet.2007.11.100

  日期：2008.1

  Employing N-(4,5-dihydrooxazol-2-yl)benzamide as novel and efficient ligand, the copper-catalyzed intramolecular cyclization of various substituted 1-acyl-3-(2-bromophenyl)thioureas could be successfully carried out under mild conditions. A variety of N-benzothiazol-2-yl-amides were synthesized in good to excellent yields. (C) 2007 Elsevier Ltd. All rights reserved.