4-(((4-(3-chlorophenyl)-6-oxo-1,6-dihydro-3-pyridinyl)methoxy)(1-methyl-1H-imidazol-5-yl)methyl)benzonitrile | 450837-37-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-(((4-(3-chlorophenyl)-6-oxo-1,6-dihydro-3-pyridinyl)methoxy)(1-methyl-1H-imidazol-5-yl)methyl)benzonitrile
• 英文别名: 4-[[4-(3-Chloro-phenyl)-6-oxo-1,6-dihydro-pyridin-3-ylmethoxy]-(3-methyl-3H-imidazol-4-yl)-methyl]-benzonitrile；4-[[4-(3-chlorophenyl)-6-oxo-1H-pyridin-3-yl]methoxy-(3-methylimidazol-4-yl)methyl]benzonitrile
• CAS: 450837-37-3
• 化学式: C₂₄H₁₉ClN₄O₂
• 分子量: 430.893
• InChiKey: ZTECIVPBVZJKDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  79.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  溴甲烷 、 4-(((4-(3-chlorophenyl)-6-oxo-1,6-dihydro-3-pyridinyl)methoxy)(1-methyl-1H-imidazol-5-yl)methyl)benzonitrile 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以76%的产率得到4-(((4-(3-chlorophenyl)-1-methyl-6-oxo-1,6-dihydro-3-pyridinyl)methoxy)(1-methyl-1H-imidazol-5-yl)methyl)benzonitrile
  参考文献：
  名称：

  Synthesis of 1H-pyridin-2-one derivatives as potent and selective farnesyltransferase inhibitors

  摘要：

  Two novel series of potent and selective FTase inhibitors have been synthesized using structure-based design. Medicinal chemistry efforts led to the discovery of compound 4e with potent cellular activity and good oral bioavailability in dog. A synthetic route toward novel heterocycles 1,5-dimethyl-6-oxo-4-aryl-1,6-dihydro-pyridine-2-carbonitrile was established. The structure of compound 5c was confirmed by X-ray crystallography. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.004
• 作为产物：
  描述：

  2-氟-5-甲基吡啶 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 sodium carbonate 、 溶剂黄146 、 silver(l) oxide 、 lithium diisopropyl amide 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 四氯化碳 、 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 16.0h， 生成 4-(((4-(3-chlorophenyl)-6-oxo-1,6-dihydro-3-pyridinyl)methoxy)(1-methyl-1H-imidazol-5-yl)methyl)benzonitrile
  参考文献：
  名称：

  Synthesis of 1H-pyridin-2-one derivatives as potent and selective farnesyltransferase inhibitors

  摘要：

  Two novel series of potent and selective FTase inhibitors have been synthesized using structure-based design. Medicinal chemistry efforts led to the discovery of compound 4e with potent cellular activity and good oral bioavailability in dog. A synthetic route toward novel heterocycles 1,5-dimethyl-6-oxo-4-aryl-1,6-dihydro-pyridine-2-carbonitrile was established. The structure of compound 5c was confirmed by X-ray crystallography. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.004

文献信息

• Farnesyltransferase inhibitors
  申请人：——

  公开号：US20030087940A1

  公开（公告）日：2003-05-08

  Substituted imidazoles and thiazoles having the formula 1 are useful for inhibiting farnesyltransferase. Also disclosed are farnesyltransferase-inhibiting compositions and methods of inhibiting farnesyltransferase in a patient.

  具有以下化学式的取代咪唑和噻唑对抑制法尼基转移酶具有用处。还公开了抑制法尼基转移酶的组合物和在患者中抑制法尼基转移酶的方法。
• [EN] FARNESYLTRANSFERASE INHIBITORS<br/>[FR] INHIBITEURS DE FARNESYLTRANSFERASE
  申请人：ABBOTT LAB

  公开号：WO2002074747A1

  公开（公告）日：2002-09-26

  Substituted imidazoles and thiazoles having formula (I), are useful for inhibiting farnesyltransferase. Also disclosed are farnesyltransferase-inhibiting compositions and methods of inhibiting farnesyltransferase in a patient.

  具有公式（I）的替代咪唑和噻唑可用于抑制法尼醇转移酶。还公开了抑制法尼醇转移酶的组合物和在患者中抑制法尼醇转移酶的方法。
• Farnesyltransferase Inhibitors
  申请人：Claiborne K. Akiyo

  公开号：US20060264476A1

  公开（公告）日：2006-11-23

  Substituted imidazoles and thiazoles having the formula are useful for inhibiting farnesyltransferase. Also disclosed are farnesyltransferase-inhibiting compositions and methods of inhibiting farnesyltransferase in a patient.

  具有以下公式的取代咪唑和噻唑对于抑制法尼酰转移酶是有用的。还披露了抑制法尼酰转移酶的组合物和在患者中抑制法尼酰转移酶的方法。
• FARNESYLTRANSFERASE INHIBITORS
  申请人：Abbott Laboratories

  公开号：EP1339695A1

  公开（公告）日：2003-09-03
• US7211595B2
  申请人：——

  公开号：US7211595B2

  公开（公告）日：2007-05-01