diethyl (2E)-3-(3-chlorophenyl)-2-pentenedioate | 450840-84-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: diethyl (2E)-3-(3-chlorophenyl)-2-pentenedioate
• 英文别名: diethyl (E)-3-(3-chlorophenyl)pent-2-enedioate
• CAS: 450840-84-3
• 化学式: C₁₅H₁₇ClO₄
• 分子量: 296.751
• InChiKey: IEXWFMRMEJKDPB-FMIVXFBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  diethyl (2E)-3-(3-chlorophenyl)-2-pentenedioate 在 sodium hydride 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 20.5h， 生成 ethyl 4-(3-chlorophenyl)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylate
  参考文献：
  名称：

  Design, synthesis, and activity of 4-quinolone and pyridone compounds as nonthiol-containing farnesyltransferase inhibitors

  摘要：

  As a part of our efforts to identify potent inhibitors of farnesyltransferase (FTase), modification of the structure of tipifarnib through structure-based design was undertaken by replacing the 2-quinolones with 4-quinolones and pyridones, and subsequent relocation of the D-ring to the N-methyl group on the imidazole ring. This study has yielded a novel series of potent and selective FTase inhibitors. The X-ray structure of tipifarnib (1) in complex with FTase was described.

  DOI：

  10.1016/j.bmcl.2004.08.012
• 作为产物：
  描述：

  (Z)-diethyl pent-2-enedioate 、 1-氯-3-碘苯 在 palladium diacetate 、 sodium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 21.0h， 以20%的产率得到diethyl (2E)-3-(3-chlorophenyl)-2-pentenedioate
  参考文献：
  名称：

  Design, synthesis, and activity of 4-quinolone and pyridone compounds as nonthiol-containing farnesyltransferase inhibitors

  摘要：

  As a part of our efforts to identify potent inhibitors of farnesyltransferase (FTase), modification of the structure of tipifarnib through structure-based design was undertaken by replacing the 2-quinolones with 4-quinolones and pyridones, and subsequent relocation of the D-ring to the N-methyl group on the imidazole ring. This study has yielded a novel series of potent and selective FTase inhibitors. The X-ray structure of tipifarnib (1) in complex with FTase was described.

  DOI：

  10.1016/j.bmcl.2004.08.012

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。
• 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。
• Design, synthesis, and activity of 4-quinolone and pyridone compounds as nonthiol-containing farnesyltransferase inhibitors
  作者：Qun Li、Akiyo Claiborne、Tongmei Li、Lisa Hasvold、Vincent S. Stoll、Steven Muchmore、Clarissa G. Jakob、Wendy Gu、Jerry Cohen、Charles Hutchins、David Frost、Saul H. Rosenberg、Hing L. Sham

  DOI：10.1016/j.bmcl.2004.08.012

  日期：2004.11

  As a part of our efforts to identify potent inhibitors of farnesyltransferase (FTase), modification of the structure of tipifarnib through structure-based design was undertaken by replacing the 2-quinolones with 4-quinolones and pyridones, and subsequent relocation of the D-ring to the N-methyl group on the imidazole ring. This study has yielded a novel series of potent and selective FTase inhibitors. The X-ray structure of tipifarnib (1) in complex with FTase was described.