2,2,2-trifluoro-1-(5-phenylthiophen-2-yl)ethanone | 34773-49-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2,2-trifluoro-1-(5-phenylthiophen-2-yl)ethanone
• 英文别名: 2,2,2-trifluoro-1-(5-phenyl-thiophen-2-yl)-ethanone；2,2,2-trifluoro-1-(5-phenyl-2-thienyl)ethanone；2-Phenyl-5-trifluoracetyl-thiophen；2-Phenyl-5-trifluoracetylthiophen
• CAS: 34773-49-4
• 化学式: C₁₂H₇F₃OS
• 分子量: 256.248
• InChiKey: HERMOPXAGLIBKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-苯基噻吩 、 三氟乙酸乙酯 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 2,2,2-trifluoro-1-(5-phenylthiophen-2-yl)ethanone
  参考文献：
  名称：

  Electron acceptors for nonlinear optical chromophores

  摘要：

  电子受体化合物，由电子受体化合物制成的非线性光学色团，制备电子受体化合物和非线性光学色团的方法，包含非线性光学色团的晶格，以及包含非线性光学色团的设备。

  公开号：

  US07425643B1

文献信息

• NANOENGINEERED ORGANIC NONLINEAR OPTICAL GLASSES
  申请人：Jen Kwan-Yue

  公开号：US20090118521A1

  公开（公告）日：2009-05-07

  Nonlinear optically active compounds having film-forming properties, films including the compounds, methods for making the compounds and films, and electro-optic devices including the films and compounds.

  具有膜形成性质的非线性光学活性化合物，包括这些化合物的薄膜，制备这些化合物和薄膜的方法，以及包括这些薄膜和化合物的电光器件。
• Direct trifluoroacetylation of mono- and disubstituted thiophene derivatives
  作者：Anita Andicsová-Eckstein、Erika Kozma、Zita Puterová-Tokárová、Daniel Végh

  DOI：10.1016/j.jfluchem.2015.10.011

  日期：2015.12

  A convenient “one-pot” Friedel–Crafts reaction of mono-, bi- and tert-thiophenes with trifluoroacetic acid anhydride (TFAA) as an acylating agent and magnesium perchlorate dihydrate (anhydron) as catalyst affords trifluoroacetyl-substituted products in high yields. This method provides a novel approach for the synthesis of thiophene based derivatives bearing trifluoroacetyl group. The mechanism of this

  单，双和叔噻吩与三氟乙酸酐（TFAA）作为酰化剂和高氯酸镁二水合物（无水物）作为催化剂的便捷的“一锅法” Friedel-Crafts反应可以高收率得到三氟乙酰基取代的产物。该方法为合成带有三氟乙酰基的噻吩基衍生物提供了一种新颖的方法。建议该反应的机理。
• Thiophene and Thiazole Substituted Trifluoroethanone Derivatives as Histone Deacetylase (HDAC) Inhibitors
  申请人：Ferrigno Federica

  公开号：US20090076101A1

  公开（公告）日：2009-03-19

  The present invention relates to compounds of formula (I), and pharmaceutically acceptable salts and tautomers thereof. Compounds of the present invention are inhibitors of histone deacetylase (HDAC) and are useful for treating cellular proliferative diseases, including cancer. They are also useful for treating neurodegenerative diseases, mental retardation, 10 schizophrenia, inflammatory diseases, restenosis, immune disorders, diabetes, cardiovascular disorders and asthma.

  本发明涉及式(I)的化合物，以及其药学上可接受的盐和互变异构体。本发明的化合物是组蛋白去乙酰化酶（HDAC）的抑制剂，可用于治疗细胞增殖性疾病，包括癌症。它们还可用于治疗神经退行性疾病、智力低下、精神分裂症、炎症性疾病、再狭窄、免疫系统疾病、糖尿病、心血管疾病和哮喘。
• Identification of Novel, Selective, and Stable Inhibitors of Class II Histone Deacetylases. Validation Studies of the Inhibition of the Enzymatic Activity of HDAC4 by Small Molecules as a Novel Approach for Cancer Therapy
  作者：Jesus M. Ontoria、Sergio Altamura、Annalise Di Marco、Federica Ferrigno、Ralph Laufer、Ester Muraglia、Maria Cecilia Palumbi、Michael Rowley、Rita Scarpelli、Carsten Schultz-Fademrecht、Sergio Serafini、Christian Steinkühler、Philip Jones

  DOI：10.1021/jm900555u

  日期：2009.11.12

  5-Aryl-2-(trifluoroacetyl)thiophenes were identified as a new series of class II HDAC inhibitors (HDACi). Further development of this new series led to compounds such as 6h, a potent inhibitor of HDAC4 and HDAC6 (HDAC4 WT IC50 = 310 nM, HDAC6 IC50 = 70 nM) that displays 40-fold selectivity over HDAC1 and improved stability in HCT116 cancer cells (t(1/2)= 11 h). Compounds 6h and 2 show inhibition of alpha-tubulin deacetylation in HCT116 cells at 1 mu M concentration and antiproliferation effects only at concentrations where inhibition of historic H3 deacetylation is observed.
• THIOPHENE AND THIAZOLE SUBSTITUTED TRIFLUOROETHANONE DERIVATIVES AS HISTONE DEACETYLASE (HDAC) INHIBITORS
  申请人：Istituto di Ricerche di Biologia Molecolare P. Angeletti

  公开号：EP1987024A1

  公开（公告）日：2008-11-05