2-Methoxy-4'-(trifluoromethyl)biphenyl-4-carboxylic acid methyl ester | 312936-97-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Methoxy-4'-(trifluoromethyl)biphenyl-4-carboxylic acid methyl ester
• 英文别名: methyl 3-methoxy-4-[4-(trifluoromethyl)phenyl]benzoate
• CAS: 312936-97-3
• 化学式: C₁₆H₁₃F₃O₃
• 分子量: 310.273
• InChiKey: XQKIAGDBEWXJGK-UHFFFAOYSA-N

物化性质

• 沸点：
  345.8±42.0 °C(predicted)
• 密度：
  1.240±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-Methoxy-4'-(trifluoromethyl)biphenyl-4-carboxylic acid methyl ester 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以49%的产率得到[3-Methoxy-4-[4-(trifluoromethyl)phenyl]phenyl]methanol
  参考文献：
  名称：

  Potent inhibitors of farnesyltransferase and geranylgeranyltransferase-I

  摘要：

  Compound 1 has been shown to be a dual prenylation inhibitor with FPTase (IC50 = 2 nM) and GGPTase-1 (IC50 = 95 nM). Analogues of 1, which replaced the cyanophenyl group with various biaryls, led to the discovery of highly potent dual FPTase/GGPTase-1 inhibitors. 4-Trifluoromethylphenyl, trifluoropentynyl, and trifluoropentyl were identified as good p-cyano replacements. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(02)00154-3
• 作为产物：
  描述：

  4-氨基-3-羟基苯甲酸甲酯 在 盐酸 、 四(三苯基膦)钯 、 sodium hydride 、 caesium carbonate 、 potassium iodide 、 sodium nitrite 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-Methoxy-4'-(trifluoromethyl)biphenyl-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Potent inhibitors of farnesyltransferase and geranylgeranyltransferase-I

  摘要：

  Compound 1 has been shown to be a dual prenylation inhibitor with FPTase (IC50 = 2 nM) and GGPTase-1 (IC50 = 95 nM). Analogues of 1, which replaced the cyanophenyl group with various biaryls, led to the discovery of highly potent dual FPTase/GGPTase-1 inhibitors. 4-Trifluoromethylphenyl, trifluoropentynyl, and trifluoropentyl were identified as good p-cyano replacements. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(02)00154-3

文献信息

• [EN] BIARYL INHIBITORS OF PRENYL-PROTEIN TRANSFERASE<br/>[FR] INHIBITEURS BIARYLIQUES DE LA PRENYL-PROTEINE TRANSFERASE
  申请人：MERCK & CO INC

  公开号：WO2000075135A1

  公开（公告）日：2000-12-14

  The present invention is directed to compounds which inhibit prenyl-protein transferase and the prenylation of the oncogene protein Ras. The invention is further directed to chemotherapeutic compositions containing the compounds of this invention and methods for inhibiting prenyl-protein transferase and the prenylation of the oncogene protein Ras.

  本发明涉及抑制异戊烯基蛋白转移酶和癌基因蛋白Ras的异戊烯化的化合物。本发明还涉及包含本发明化合物的化疗组合物以及抑制异戊烯基蛋白转移酶和癌基因蛋白Ras异戊烯化的方法。