3-Bromo-benzoic acid o-tolyl ester

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 3-Bromo-benzoic acid o-tolyl ester
• 英文别名: 3-Bromobenzoic acid, 2-methylphenyl ester；(2-methylphenyl) 3-bromobenzoate
• 化学式: C₁₄H₁₁BrO₂
• 分子量: 291.144
• InChiKey: HGFJMRPBZDWVOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  17
• 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：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Bromo-benzoic acid o-tolyl ester 在 aluminum (III) chloride 作用下， 以 neat (no solvent) 为溶剂， 以80%的产率得到(3-Bromo-phenyl)-(4-hydroxy-3-methyl-phenyl)-methanone
  参考文献：
  名称：

  Synthesis and evaluation of novel benzophenone-thiazole derivatives as potent VEGF-A inhibitors

  摘要：

  A series of 2-(4-benzoyl-phenoxy)-N-(4-phenyl-thiazol-2-yl)-acetamides (10a-n) were synthesized by multistep reaction sequence and all the compounds were well characterized for structural elucidation. The in vitro cytotoxicity of compounds 10a-n was evaluated against EAC and DLA cell lines using trypan blue dye exclusion method. Further MTT assay and LDH release assay, followed by in vivo studies on murine model were also evaluated. The compound 10h with a methyl and fluor groups at benzophenone moiety and methoxy group at phenyl ring was in a leading position to exhibit the promising antiproliferative effect through translational VEGF-A inhibition. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.09.069
• 作为产物：
  描述：

  3-溴苯甲酰氯 、 邻甲酚 在 sodium hydroxide 作用下， 以 水 为溶剂， 以81%的产率得到3-Bromo-benzoic acid o-tolyl ester
  参考文献：
  名称：

  Synthesis and evaluation of novel benzophenone-thiazole derivatives as potent VEGF-A inhibitors

  摘要：

  A series of 2-(4-benzoyl-phenoxy)-N-(4-phenyl-thiazol-2-yl)-acetamides (10a-n) were synthesized by multistep reaction sequence and all the compounds were well characterized for structural elucidation. The in vitro cytotoxicity of compounds 10a-n was evaluated against EAC and DLA cell lines using trypan blue dye exclusion method. Further MTT assay and LDH release assay, followed by in vivo studies on murine model were also evaluated. The compound 10h with a methyl and fluor groups at benzophenone moiety and methoxy group at phenyl ring was in a leading position to exhibit the promising antiproliferative effect through translational VEGF-A inhibition. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.09.069

文献信息

• Synthesis and evaluation of novel benzophenone-thiazole derivatives as potent VEGF-A inhibitors
  作者：T. Prashanth、Prabhu Thirusangu、B.R. Vijay Avin、V. Lakshmi Ranganatha、B.T. Prabhakar、Shaukath Ara Khanum

  DOI：10.1016/j.ejmech.2014.09.069

  日期：2014.11

  A series of 2-(4-benzoyl-phenoxy)-N-(4-phenyl-thiazol-2-yl)-acetamides (10a-n) were synthesized by multistep reaction sequence and all the compounds were well characterized for structural elucidation. The in vitro cytotoxicity of compounds 10a-n was evaluated against EAC and DLA cell lines using trypan blue dye exclusion method. Further MTT assay and LDH release assay, followed by in vivo studies on murine model were also evaluated. The compound 10h with a methyl and fluor groups at benzophenone moiety and methoxy group at phenyl ring was in a leading position to exhibit the promising antiproliferative effect through translational VEGF-A inhibition. (C) 2014 Elsevier Masson SAS. All rights reserved.