6-苯甲酰基-2-氯-3-甲基苯甲酸 | 71574-75-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 6-苯甲酰基-2-氯-3-甲基苯甲酸
• 英文名称: 3-chloro-4-methylbenzophenone-2-carboxylic acid
• 英文别名: 6-Benzoyl-2-chloro-3-methylbenzoic acid
• CAS: 71574-75-9
• 化学式: C₁₅H₁₁ClO₃
• 分子量: 274.704
• InChiKey: FAAJSBNXPGDNQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (5R,5aR,8aS,9S)-9-amino-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one 、 6-苯甲酰基-2-氯-3-甲基苯甲酸 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以80%的产率得到4β-(3''-chloro-4''-methylbenzophenon-2''-ylcarbonyl)amino-4'-O-demethyl-desoxypodophyllotoxin
  参考文献：
  名称：

  Synthesis of 4β-amido and 4β-sulphonamido analogues of podophyllotoxin as potential antitumour agents

  摘要：

  The new 4beta-amido analogues of podophyllotoxin or 4'-O-demethylepipodophyllotoxin have been prepared either by the coupling of 4beta-amino podophyllotoxin or 4beta-amino-4'-O-demethyl epipodophyllotoxin with the corresponding acids in presence of DCC in dichloromethane or by treating the appropriate acid chloride or sulphonyl chloride in presence of Et3N. These 4beta-amido and 4beta-sulphonamido derivatives of podophyllotoxin have been evaluated for their cytotoxicity against six human cancer cell lines. Some of these analogues have shown promising anticancer activity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.08.019

文献信息

• Podophyllotoxin derivatives as antitumor agents
  申请人：Kamal Ahmed

  公开号：US20070066837A1

  公开（公告）日：2007-03-22

  This invention relates to podophyllotoxin derivatives, more particularly to 4β-amino and 4β-amido derivatives of podophyllotoxin and 4′-O-demethylepipodophyllotoxin, which are useful for the treatment of tumors. Processes for the preparation of the compounds disclosed herein, pharmaceutical compositions containing these compounds, and methods for treating tumors are provided. The invention further relates to stereoselective compounds of podophyllotoxin and 4′-O-demethylepipodophyllotoxin derivatives.

  本发明涉及足叶草毒素衍生物，更具体地涉及4β-氨基和4β-酰胺衍生物以及4'-O-去甲基表儿茶素，这些衍生物对肿瘤的治疗有用。本发明提供了制备所述化合物的方法，含有这些化合物的制药组合物以及治疗肿瘤的方法。本发明还涉及足叶草毒素和4'-O-去甲基表儿茶素衍生物的立体选择性化合物。
• PODOPHYLLOTOXIN DERIVATIVES AS ANTITUMOR AGENTS
  申请人：RANBAXY LABORATORIES, LTD.

  公开号：EP1599485A2

  公开（公告）日：2005-11-30
• [EN] PODOPHYLLOTOXIN DERIVATIVES AS ANTITUMOR AGENTS<br/>[FR] DERIVES DE PODOPHYLLOTOXINE UTILES COMME AGENTS ANTITUMORAUX
  申请人：RANBAXY LAB LTD

  公开号：WO2004073375A2

  公开（公告）日：2004-09-02

  This invention relates to podophyllotoxin derivatives, more particularly to 4β-amino and 4β-amido derivatives of podophyllotoxin and 4'-O-demethylepipodophyllotoxin, which are useful for the treatment of tumors. Processes for the preparation of the compounds disclosed herein, pharmaceutical compositions containing these compounds, and methods for treating tumors are provided. The invention further relates to stereoselective compounds of podophyllotoxin and 4'-O-demethylepipodophyllotoxin derivatives.
• Synthesis of 4β-amido and 4β-sulphonamido analogues of podophyllotoxin as potential antitumour agents
  作者：Ahmed Kamal、B Ashwini Kumar、M Arifuddin、Sunanda G Dastidar

  DOI：10.1016/j.bmc.2003.08.019

  日期：2003.11

  The new 4beta-amido analogues of podophyllotoxin or 4'-O-demethylepipodophyllotoxin have been prepared either by the coupling of 4beta-amino podophyllotoxin or 4beta-amino-4'-O-demethyl epipodophyllotoxin with the corresponding acids in presence of DCC in dichloromethane or by treating the appropriate acid chloride or sulphonyl chloride in presence of Et3N. These 4beta-amido and 4beta-sulphonamido derivatives of podophyllotoxin have been evaluated for their cytotoxicity against six human cancer cell lines. Some of these analogues have shown promising anticancer activity. (C) 2003 Elsevier Ltd. All rights reserved.