(5-Chlorothiophen-2-yl)-[4-(4-nitrophenyl)piperazin-1-yl]methanone | 581780-77-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (5-Chlorothiophen-2-yl)-[4-(4-nitrophenyl)piperazin-1-yl]methanone
• CAS: 581780-77-0
• 化学式: C₁₅H₁₄ClN₃O₃S
• 分子量: 351.813
• InChiKey: WGHUDWPMWNZRFG-UHFFFAOYSA-N

物化性质

• 沸点：
  572.0±50.0 °C(Predicted)
• 密度：
  1.447±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  97.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (5-Chlorothiophen-2-yl)-[4-(4-nitrophenyl)piperazin-1-yl]methanone 在 PS-DIEA 、 三乙酰氧基硼氢化钠 、 溶剂黄146 、 tin(ll) chloride 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 51.0h， 生成 N-{4-[4-(5-chloro-2-thiophenecarbonyl)-1-piperazinyl]phenyl}-N-[3-(4-cyanobenzyl)-3H-imidazol-4-ylmethyl]-4-methoxybenzamide
  参考文献：
  名称：

  Synthesis and evaluation of a novel series of farnesyl protein transferase inhibitors as non-peptidic CAAX tetrapeptide analogues

  摘要：

  A novel series of compounds, derived from 4-amino-phenyl piperazine, has been designed to selectively inhibit farnesyl protein transferase (FPTase) as CAAX tetrapeptide analogues. Certain of these compounds were shown to possess low nanomolar inhibitory activity both against the isolated enzyme and in cultured cells. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00170-7
• 作为产物：
  描述：

  2-氯噻吩-5-甲酸 、 1-(4-硝基苯基)哌嗪 在 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N-二异丙基乙胺 、 3-羟基-1,2,3-苯并三嗪-4(3H)-酮 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以84%的产率得到(5-Chlorothiophen-2-yl)-[4-(4-nitrophenyl)piperazin-1-yl]methanone
  参考文献：
  名称：

  Synthesis and evaluation of a novel series of farnesyl protein transferase inhibitors as non-peptidic CAAX tetrapeptide analogues

  摘要：

  A novel series of compounds, derived from 4-amino-phenyl piperazine, has been designed to selectively inhibit farnesyl protein transferase (FPTase) as CAAX tetrapeptide analogues. Certain of these compounds were shown to possess low nanomolar inhibitory activity both against the isolated enzyme and in cultured cells. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00170-7

文献信息

• Synthesis and evaluation of a novel series of farnesyl protein transferase inhibitors as non-peptidic CAAX tetrapeptide analogues
  作者：Michel Perez、Catherine Maraval、Stephan Dumond、Marie Lamothe、Philippe Schambel、Chantal Etiévant、Bridget Hill

  DOI：10.1016/s0960-894x(03)00170-7

  日期：2003.4

  A novel series of compounds, derived from 4-amino-phenyl piperazine, has been designed to selectively inhibit farnesyl protein transferase (FPTase) as CAAX tetrapeptide analogues. Certain of these compounds were shown to possess low nanomolar inhibitory activity both against the isolated enzyme and in cultured cells. (C) 2003 Elsevier Science Ltd. All rights reserved.