Dimethyl 2'-methyl(1,1'-biphenyl)-2.5-dicarboxylate | 216237-16-0

• 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: Dimethyl 2'-methyl(1,1'-biphenyl)-2.5-dicarboxylate
• 英文别名: dimethyl 2-(2-methylphenyl)benzene-1,4-dicarboxylate
• CAS: 216237-16-0
• 化学式: C₁₇H₁₆O₄
• 分子量: 284.312
• InChiKey: ZDWGLNICKMRTEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Dimethyl 2'-methyl(1,1'-biphenyl)-2.5-dicarboxylate 在 氢氧化钾 、 硼烷四氢呋喃络合物 、 三溴化磷 、 lithium bromide 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成 4-bromomethyl-2-(2-methylphenyl)benzoic acid methyl ester
  参考文献：
  名称：

  Potent and Selective Non-Cysteine-Containing Inhibitors of Protein Farnesyltransferase

  摘要：

  Potent and selective non-thiol-containing inhibitors of protein farnesyltransferase are described. FTI-276 (1) was transformed into pyridyl ether analogue 19. The potency of pyridyl ether 19 was improved by modification of the biphenyl core to that of an o-tolyl substituted biphenyl core to give 29. In addition to 0.4 nM in vitro potency, 29 displayed 350 nM potency in whole cells as the parent carboxylic acid. The o-tolyl biphenyl core dramatically and unexpectedly enhanced the potency of other compounds as exemplified by 46, 47, 48, and 49.

  DOI：

  10.1021/jm980298s
• 作为产物：
  描述：

  2-甲基苯硼酸 、 碘代对苯二甲酸二甲酯 在 醋酸钯 、 三苯基膦 silica gel 、 甲基叔丁基醚 作用下， 以 甲苯 、 disodium;carbonate 为溶剂， 反应 22.0h， 以to provide a solution of 2.12 kg (99%) of the desired product in MTBE的产率得到Dimethyl 2'-methyl(1,1'-biphenyl)-2.5-dicarboxylate
  参考文献：
  名称：

  Process for the preparation of farnesyltransferase inhibitors

  摘要：

  本发明揭示了一种制备式(I)的法尼酰转移酶抑制剂或其药学上可接受的盐或前药的过程。

  公开号：

  US06248919B1

文献信息

• Substituted phenyl farnesyltransferase inhibitors
  申请人：——

  公开号：US20020019527A1

  公开（公告）日：2002-02-14

  Compounds of formula (I) 1 or pharmaceutically acceptable salts thereof, inhibit farnesyltransferase. Methods for making the compounds, pharmaceutical compositions containing the compounds, and methods of treatment using the compounds are disclosed.

  式(I)的化合物或其药学上可接受的盐，抑制法尼基转移酶。公开了制备这些化合物的方法，含有这些化合物的药物组合物，以及使用这些化合物进行治疗的方法。
• Process for the preparation of farnesyltransferase inhibitors
  申请人：Abbott Laboratories

  公开号：US06248919B1

  公开（公告）日：2001-06-19

  A process for the preparation of preparation of farnesyltransferase inhibitors of formula (I) or pharmaceutically acceptable salts or prodrugs thereof, is disclosed.

  揭示了一种制备式(I)的法尼西尔转移酶抑制剂或其药学上可接受的盐或前药的过程。
• INHIBITORS OF PROTEIN ISOPRENYL TRANSFERASES
  申请人：UNIVERSITY OF PITTSBURGH

  公开号：EP0986384B1

  公开（公告）日：2012-02-22
• Potent and Selective Non-Cysteine-Containing Inhibitors of Protein Farnesyltransferase
  作者：David J. Augeri、Stephen J. O'Connor、Dave Janowick、Bruce Szczepankiewicz、Gerry Sullivan、John Larsen、Douglas Kalvin、Jerry Cohen、Edward Devine、Haichao Zhang、Sajeev Cherian、Badr Saeed、Shi-Chung Ng、Saul Rosenberg

  DOI：10.1021/jm980298s

  日期：1998.10.1

  Potent and selective non-thiol-containing inhibitors of protein farnesyltransferase are described. FTI-276 (1) was transformed into pyridyl ether analogue 19. The potency of pyridyl ether 19 was improved by modification of the biphenyl core to that of an o-tolyl substituted biphenyl core to give 29. In addition to 0.4 nM in vitro potency, 29 displayed 350 nM potency in whole cells as the parent carboxylic acid. The o-tolyl biphenyl core dramatically and unexpectedly enhanced the potency of other compounds as exemplified by 46, 47, 48, and 49.