(E)-1-(4-chlorophenyl)-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-one | 173543-30-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-1-(4-chlorophenyl)-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-one
• 英文别名: 1-(4-Chlorophenyl)-3-[4-(trifluoromethyl)phenyl]prop-2-en-1-one；(E)-1-(4-chlorophenyl)-3-[4-(trifluoromethyl)phenyl]prop-2-en-1-one
• CAS: 173543-30-1
• 化学式: C₁₆H₁₀ClF₃O
• 分子量: 310.703
• InChiKey: WISCZQPKOCVKER-XCVCLJGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-1-(4-chlorophenyl)-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-one 在 哌啶 、 sodium hydroxide 作用下， 以 乙醇 、 乙硫醇 为溶剂， 反应 8.0h， 生成
  参考文献：
  名称：

  l-脯氨酸促进新型吡唑基三氟甲基化稠合噻唑并吡喃支架的绿色和区域选择性合成及其生物学评价†

  摘要：

  一锅四组分串联型反应已要求保护一种新颖的合成吡唑基三氟甲基取代的稠合噻唑并吡喃骨架的方法。在L-脯氨酸的存在下，吡唑基醛4a-e，取代的碳硫酰胺8a-c，α-溴乙酸乙酯9和丙二腈10作为催化剂，可在较短的反应时间内以高收率得到目标产物。筛选所有化合物对一组病原菌株的初步体外抗微生物活性和对结核分枝杆菌的体外抗结核活性H37Rv。发现所有化合物对革兰氏阳性细菌枯草芽孢杆菌和破伤风杆菌都有效。一些化合物对白念珠菌显示出优异的抗真菌活性。与一线药物相比，它们中的一些还显示出中等的抗结核活性。

  DOI：

  10.1039/c4ra04283b
• 作为产物：
  描述：

  对三氟甲基苯甲醛 、 对氯苯乙酮 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 24.0h， 生成 (E)-1-(4-chlorophenyl)-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-one
  参考文献：
  名称：

  l-脯氨酸促进新型吡唑基三氟甲基化稠合噻唑并吡喃支架的绿色和区域选择性合成及其生物学评价†

  摘要：

  一锅四组分串联型反应已要求保护一种新颖的合成吡唑基三氟甲基取代的稠合噻唑并吡喃骨架的方法。在L-脯氨酸的存在下，吡唑基醛4a-e，取代的碳硫酰胺8a-c，α-溴乙酸乙酯9和丙二腈10作为催化剂，可在较短的反应时间内以高收率得到目标产物。筛选所有化合物对一组病原菌株的初步体外抗微生物活性和对结核分枝杆菌的体外抗结核活性H37Rv。发现所有化合物对革兰氏阳性细菌枯草芽孢杆菌和破伤风杆菌都有效。一些化合物对白念珠菌显示出优异的抗真菌活性。与一线药物相比，它们中的一些还显示出中等的抗结核活性。

  DOI：

  10.1039/c4ra04283b

文献信息

• Donor–acceptor fluorophores as efficient energy transfer photocatalysts for [2 + 2] photodimerization
  作者：Qing-An Wu、Feng Chen、Chen-Chao Ren、Xue-Fen Liu、Hao Chen、Liang-Xuan Xu、Xiao-Cong Yu、Shu-Ping Luo

  DOI：10.1039/c9ob02735a

  日期：——

  Mild [2 + 2] photodimerization of enone substrates was induced by donor-acceptor fluorophores. Enone substrates were activated efficiently for anti-head to head dimerizations with a high yield (up to 83%) and high selectivity. The adjustable excited state potential also allows donor-acceptor fluorophores to be used for isomerization of the above substrates, confirming the potential of donor-acceptor

  供体-受体荧光团诱导了烯酮底物的轻度[2 + 2]光二聚化。高效率（高达83％）和高选择性的Enone底物被有效激活，以防止头对头二聚化。可调的激发态电势还允许将供体-受体荧光团用于上述底物的异构化，证实了供体-受体荧光团作为能量转移光催化剂的潜力。
• Small-molecule modulators of hepatocyte growth factor / scatter factor activities
  申请人：——

  公开号：US20030045559A1

  公开（公告）日：2003-03-06

  The invention is directed to small organic molecules having the ability to mimic or agonize hepatocyte growth factor/scatter factor (HGF/SF) activity, or inhibit or antagonize HGF/SF activity, the former useful for promoting, for example, vascularization of tissues or organs for promoting wound or tissue healing, or augmenting or restoring blood flow to ischemic tissues such as the heart following myocardial infarction. Inhibition of cellular growth or proliferation is beneficial in the treatment, for example, of inflammatory diseases such as inflammatory joint and skin diseases, and dysproliferative diseases such as cancer.

  该发明涉及具有模拟或激活肝细胞生长因子/散发因子（HGF/SF）活性的小有机分子，或抑制或拮抗HGF/SF活性的能力，前者可用于促进组织或器官的血管化，促进伤口或组织愈合，或增强或恢复缺血组织（例如心肌梗死后的心脏）的血流。细胞生长或增殖的抑制对于治疗炎症性疾病（如炎性关节和皮肤疾病）和增殖异常性疾病（如癌症）是有益的。
• Ligand-Free Palladium-Catalyzed Substoichiometric Base ­Mediated Carbonylation of Aryl Iodides with Alkenylboronic Acids under Ambient Conditions
  作者：Lili Tang、Yanqun Gao、Yuejun Ouyang、Wei Han、Junjie Chen、Linlin Yang、Bing Xiao、Ge Shen

  DOI：10.1055/a-2007-2958

  日期：——

  A highly efficient, practical, and ligand-free palladium-catalyzed carbonylation of aryl iodides with alkenylboronic acids has been developed. A variety of chalcones and α-branched enones were isolated in satisfactory to good yields with good substrate compatibilities under an ambient pressure of CO at room temperature. Moreover, the transformation proceeds well in the presence of a substoichiometric

  开发了一种高效、实用且无配体的钯催化芳基碘与烯基硼酸的羰基化反应。在室温和 CO2 环境压力下，各种查尔酮和 α-支链烯酮的分离结果令人满意，产率良好，底物相容性好。此外，在存在亚化学计量量的碱的情况下，转化进行得很好。该策略作为后期功能化平台的优点已通过对源自雌酮和 3-苯基- 的复杂底物的修饰得到证明升-丙氨酸。
• Small-molecule modulators of hepatocyte growth factor/scatter factor activities
  申请人：Pillarisetti Sivaram

  公开号：US20050096372A1

  公开（公告）日：2005-05-05

  The invention is directed to small organic molecules having the ability to mimic or agonize hepatocyte growth factor/scatter factor (HGF/SF) activity, or inhibit or antagonize HGF/SF activity, the former useful for promoting, for example, vascularization of tissues or organs for promoting wound or tissue healing, or augmenting or restoring blood flow to ischemic tissues such as the heart following myocardial infarction. Inhibition of cellular growth or proliferation is beneficial in the treatment, for example, of inflammatory diseases such as inflammatory joint and skin diseases, and dysproliferative diseases such as cancer.

  本发明涉及具有模拟或激动肝细胞生长因子/散射因子（HGF/SF）活性，或抑制或拮抗 HGF/SF 活性的有机小分子，前者可用于促进组织或器官的血管化，以促进伤口或组织愈合，或增加或恢复缺血组织（如心肌梗塞后的心脏）的血流量。抑制细胞生长或增殖有利于治疗炎症性疾病（如关节炎和皮肤病）和增殖障碍性疾病（如癌症）等。
• Preparation of cyclomanganated chalcones and their reactions with methyl acrylate and other α, β-unsaturated carbonyl compounds
  作者：Warren Tully、Lyndsay Main、Brian K. Nicholson

  DOI：10.1016/0022-328x(95)05488-b

  日期：1995.11

  Chalcones [(E)-1,3-diarylprop-2-en-1-ones] react with benzyltetracarbonylmanganese under reflux in petroleum spirit to give two types of cyclomanganation products. The first, involving metallation at the alkenyl beta-carbon of the enone, are derivatives of [[1-phenyl-2-phenylcarbonyl-kappa O]ethenyl-kappa C-1]tetracarbonylmanganese, while the second type, manganated at the aryl ring ortho-carbon, are derivatives of [2-[3-phenylprop-2-en-1-onyl-kappa O]phenyl-kappa C-1]tetracarbonylmangane In general, more ''alkene-manganated'' than ''ring-manganated'' product is formed, with the ratio influenced significantly by certain substituents, e.g. a 4-CF3 substituent on the phenyl ring at C3 of the enone strongly promotes ''alkene-manganation''. in some cases there are minor by-products derived from coupling of two chalcone molecules after initial cyclomanganation. The crystal structures are reported for two such products, [2-((1S*,2R*,3S*)-1-hydroxy-1-((E)-2-(2-trifluoromethylphenyl)ethenyl)-3-(2-trifluoromethylphenyl)-6-methoxy-2-indanylcarbonyl- kappa O)-6-methoxyphenyl-kappa C-1]tetracarbonylmanganese and (1S*,4S*,5R*)-5-(4-bromobenzoyl)-1-(4-bromophenyl)-3,4-di-(4-trifluoromethylphenyl)cyclopent-2-en-1-ol.In acetonitrile under reflux, alkene-manganated chalcones react with methyl acrylate (methyl propenoate) to form derivatives of methyl (E)-4,6-diphenyl-6-oxohex-2-enoate and of 5-(2-methoxycarbonylethyl)-3,5-diphenylfuran-2-(5H)-one. The latter butenolides are not formed when the reactions are carried out in carbon tetrachloride, only the former alpha,beta-unsaturated esters. By contrast, in a few reactions studied, acrolein (propenal) and methyl vinyl ketone (but-3-en-2-one) give only the butenolide products when treated with alkene-manganated chalcones in refluxing acetonitrile. An exception is the reaction of methyl vinyl ketone with [[1 -(3,4,5-trimethoxyphenyl)-2-(4-chlorophenylcarbonyl-kappa O)]ethenyl-kappa C-1]tetracarbonylmanganese to form the cyclized product 5-acetyl-1-(4-chlorophenyl)3-(3,4,5-trimethoxyphenyl)cyclopent-2-en-1-ol.