2-[4-(三氟甲氧基)苯基]环丙烷羧酸 | 1157562-31-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-[4-(三氟甲氧基)苯基]环丙烷羧酸
• 英文名称: 2-(4-trifluoromethoxyphenyl)cyclopropanecarboxylic acid
• 英文别名: 2-(4-(trifluoroMethoxy)phenyl)cyclopropanecarboxylic acid；2-[4-(trifluoromethoxy)phenyl]cyclopropane-1-carboxylic acid
• CAS: 1157562-31-6
• 化学式: C₁₁H₉F₃O₃
• mdl: MFCD12068247
• 分子量: 246.186
• InChiKey: IYYOCNQIQCLRHF-UHFFFAOYSA-N

物化性质

• 熔点：
  78-80 °C
• 沸点：
  312.7±42.0 °C(Predicted)
• 密度：
  1.447±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[4-(三氟甲氧基)苯基]环丙烷羧酸 、 盐酸肼屈嗪 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以67%的产率得到2-(4-trifluoromethoxyphenyl)-N'-(phthalazin-1-yl)cyclopropanecarbohydrazide
  参考文献：
  名称：

  Synthesis and anticancer activity evaluation of 2(4-alkoxyphenyl)cyclopropyl hydrazides and triazolo phthalazines

  摘要：

  A series of new 2(4-alkoxyphenyl) cyclopropyl hydrazide-and triazolo-derivatives were synthesized starting from 4-hydroxycinnamic acid (1) in a clean, mild, efficient and straightforward synthetic protocol. These compounds consisting of different alkoxy substitution, phenylcyclopropyl backbone and different heterocyclic groups were evaluated for in vitro anticancer activity against 4 cell lines displaying certain levels of resistance to pro-apoptotic stimuli and 2 cell lines sensitive to pro-apoptotic compounds. Compounds 7f and 8e were most active and displaying moderate in vitro cytostatic effect through different mechanisms. Significantly, chemically modified derivatives could be obtained in order to develop novel types of compounds aiming to combat apoptosis-resistant cancers, for example, those cancers associated with dismal prognoses. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.02.041
• 作为产物：
  描述：

  methyl-2-(4-trifluoromethoxyphenyl)cyclopropanecarboxylate 在 水 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以100%的产率得到2-[4-(三氟甲氧基)苯基]环丙烷羧酸
  参考文献：
  名称：

  Synthesis and anticancer activity evaluation of 2(4-alkoxyphenyl)cyclopropyl hydrazides and triazolo phthalazines

  摘要：

  A series of new 2(4-alkoxyphenyl) cyclopropyl hydrazide-and triazolo-derivatives were synthesized starting from 4-hydroxycinnamic acid (1) in a clean, mild, efficient and straightforward synthetic protocol. These compounds consisting of different alkoxy substitution, phenylcyclopropyl backbone and different heterocyclic groups were evaluated for in vitro anticancer activity against 4 cell lines displaying certain levels of resistance to pro-apoptotic stimuli and 2 cell lines sensitive to pro-apoptotic compounds. Compounds 7f and 8e were most active and displaying moderate in vitro cytostatic effect through different mechanisms. Significantly, chemically modified derivatives could be obtained in order to develop novel types of compounds aiming to combat apoptosis-resistant cancers, for example, those cancers associated with dismal prognoses. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.02.041

文献信息

• Tank-binding kinase inhibitor compounds
  申请人：Gilead Sciences, Inc.

  公开号：US10316049B2

  公开（公告）日：2019-06-11

  Compounds having the following formula (I) and methods of their use and preparation are disclosed:

  公开了具有下式（I）的化合物及其使用和制备方法：
• TANK-BINDING KINASE INHIBITOR COMPOUNDS
  申请人：Gilead Sciences, Inc.

  公开号：EP3394044A1

  公开（公告）日：2018-10-31
• [EN] TANK-BINDING KINASE INHIBITOR COMPOUNDS<br/>[FR] COMPOSÉS INHIBITEURS DE KINASES SE LIANT À TANK
  申请人：GILEAD SCIENCES INC

  公开号：WO2017106556A1

  公开（公告）日：2017-06-22

  Compounds having the following formula (I) and methods of their use and preparation are disclosed.
• Synthesis and anticancer activity evaluation of 2(4-alkoxyphenyl)cyclopropyl hydrazides and triazolo phthalazines
  作者：Prithwiraj De、Michel Baltas、Delphine Lamoral-Theys、Céline Bruyère、Robert Kiss、Florence Bedos-Belval、Nathalie Saffon

  DOI：10.1016/j.bmc.2010.02.041

  日期：2010.4

  A series of new 2(4-alkoxyphenyl) cyclopropyl hydrazide-and triazolo-derivatives were synthesized starting from 4-hydroxycinnamic acid (1) in a clean, mild, efficient and straightforward synthetic protocol. These compounds consisting of different alkoxy substitution, phenylcyclopropyl backbone and different heterocyclic groups were evaluated for in vitro anticancer activity against 4 cell lines displaying certain levels of resistance to pro-apoptotic stimuli and 2 cell lines sensitive to pro-apoptotic compounds. Compounds 7f and 8e were most active and displaying moderate in vitro cytostatic effect through different mechanisms. Significantly, chemically modified derivatives could be obtained in order to develop novel types of compounds aiming to combat apoptosis-resistant cancers, for example, those cancers associated with dismal prognoses. (C) 2010 Elsevier Ltd. All rights reserved.