N1-(6-ethoxy-1,3-benzothiazol-2-yl)-2-{2-methoxy-5-[(E)-3-oxo-3-(3,4,5-trimethoxy phenyl)-1-propenyl]phenoxy}acetamide | 1379510-00-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: N1-(6-ethoxy-1,3-benzothiazol-2-yl)-2-{2-methoxy-5-[(E)-3-oxo-3-(3,4,5-trimethoxy phenyl)-1-propenyl]phenoxy}acetamide
• 英文别名: (E)-2-(2-methoxy-5-(3-oxo-3-(3,4,5-trimethoxyphenyl)prop-1-enyl)phenoxy)-N-(6-ethoxybenzo[d]thiazol-2-yl)acetamide；N-(6-ethoxy-1,3-benzothiazol-2-yl)-2-(2-methoxy-5-((E)-3-oxo-3-(3,4,5-trimethoxyphenyl)-1-propenyl)phenoxy)acetamide；N-(6-ethoxy-1,3-benzothiazol-2-yl)-2-[2-methoxy-5-[(E)-3-oxo-3-(3,4,5-trimethoxyphenyl)prop-1-enyl]phenoxy]acetamide
• CAS: 1379510-00-5
• 化学式: C₃₀H₃₀N₂O₈S
• 分子量: 578.643
• InChiKey: GJBWVNSRQZGGIO-YRNVUSSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  41
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  143
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  3',4',5'-三甲氧基苯乙酮 在 水 、 potassium carbonate 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 potassium hydroxide 、 lithium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 N1-(6-ethoxy-1,3-benzothiazol-2-yl)-2-{2-methoxy-5-[(E)-3-oxo-3-(3,4,5-trimethoxy phenyl)-1-propenyl]phenoxy}acetamide
  参考文献：
  名称：

  Amidobenzothiazoles And Process For The Preparation Thereof

  摘要：

  本发明提供了一种通式A的化合物，可作为潜在的抗人类癌细胞系的抗癌剂，并提供了其制备方法。其中R、R1、R2═H、烷基、烷氧基、卤素、卤代烷基、卤代甲氧基、硝基，G=其中R、R1、R2═H、烷基、烷氧基、卤素、卤代烷基、卤代甲氧基、硝基。

  公开号：

  US20130317231A1

文献信息

• Amidobenzothiazoles And Process For The Preparation Thereof
  申请人：Ahmed Kamal

  公开号：US20130317231A1

  公开（公告）日：2013-11-28

  The present invention provides a compound of general formulae A useful as potential anti-cancer agents against human cancer cell lines and a process for the preparation thereof. Where in R, R 1 , R 2 ═H, alkyl, alkoxy, halo, haloalkyl, halomethoxy, nitro and G= Where in R, R 1 , R 2 ═H, alkyl, alkoxy, halo, haloalkyl, halomethoxy, nitro and G=

  本发明提供了一种通式A的化合物，可作为潜在的抗人类癌细胞系的抗癌剂，并提供了其制备方法。其中R、R1、R2═H、烷基、烷氧基、卤素、卤代烷基、卤代甲氧基、硝基，G=其中R、R1、R2═H、烷基、烷氧基、卤素、卤代烷基、卤代甲氧基、硝基。
• [EN] AMIDOBENZOTHIAZOLES AND PROCESS FOR THE PREPARATION THEREOF<br/>[FR] AMIDOBENZOTHIAZOLES ET PROCÉDÉ DE PRÉPARATION DE CEUX-CI
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2012104857A1

  公开（公告）日：2012-08-09

  The present invention provides a compound of general formulae A useful as potential anti-cancer agents against human cancer cell lines and a process for the preparation thereof. Where in R, R1, R2=H, alkyl, alkoxy, halo, haloalkyl, halomethoxy, nitro and G=

  本发明提供了一种通式A的化合物，可作为潜在的抗人类癌细胞系的抗癌剂，并提供了制备该化合物的方法。其中R、R1、R2=H、烷基、烷氧基、卤素、卤代烷基、卤代甲氧基、硝基，G=
• Amidobenzothiazoles and process for the preparation thereof
  申请人：Ahmed Kamal

  公开号：US09102638B2

  公开（公告）日：2015-08-11

  The present invention provides a compound of general formulae A useful as potential anti-cancer agents against human cancer cell lines and a process for the preparation thereof. Where in R, R1, R2═H, alkyl, alkoxy, halo, haloalkyl, halomethoxy, nitro and G= Where in R, R1, R2═H, alkyl, alkoxy, halo, haloalkyl, halomethoxy, nitro and G=

  本发明提供了一种通式A的化合物，可作为潜在的抗人癌细胞系剂，并提供了其制备方法。其中，R，R1，R2═H，烷基，烷氧基，卤素，卤代烷基，卤代甲氧基，硝基，G=其中，R，R1，R2═H，烷基，烷氧基，卤素，卤代烷基，卤代甲氧基，硝基。
• US9102638B2
  申请人：——

  公开号：US9102638B2

  公开（公告）日：2015-08-11
• Synthesis of chalcone-amidobenzothiazole conjugates as antimitotic and apoptotic inducing agents
  作者：Ahmed Kamal、Adla Mallareddy、Paidakula Suresh、Thokhir B. Shaik、V. Lakshma Nayak、Chandan Kishor、Rajesh V.C.R.N.C. Shetti、N. Sankara Rao、Jaki R. Tamboli、S. Ramakrishna、Anthony Addlagatta

  DOI：10.1016/j.bmc.2012.04.010

  日期：2012.6

  A series of chalcone-amidobenzothiazole conjugates (9a-k and 10a,b) have been synthesized and evaluated for their anticancer activity. All these compounds exhibited potent activity and the IC50 of two potential compounds (9a and 9f) against different cancer cell lines are in the range of 0.85-3.3 mu M. Flow cytometric analysis revealed that these compounds induced cell cycle arrest at G2/M phase in A549 cell line leading to caspase-3 dependent apoptotic cell death. The tubulin polymerization assay (IC50 of 9a is 3.5 mu M and 9f is 5.2 mu M) and immuofluorescence analysis showed that these compounds effectively inhibit microtubule assembly at both molecular and cellular levels in A549 cells. Further, Annexin staining also suggested that these compounds induced cell death by apoptosis. Moreover, docking experiments have shown that they interact and bind efficiently with tubulin protein. Overall, the current study demonstrates that the synthesis of chalcone-amidobenzothiazole conjugates as promising anticancer agents with potent G2/M arrest and apoptotic-inducing activities via targeting tubulin. (C) 2012 Elsevier Ltd. All rights reserved.