5-(4 (trifluoromethoxy)phenyl)thiophene-2-carboxylic acid | 1039859-73-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 5-(4 (trifluoromethoxy)phenyl)thiophene-2-carboxylic acid
• 英文别名: 5-[4-(Trifluoromethoxy)phenyl]thiophene-2-carboxylic acid
• CAS: 1039859-73-8
• 化学式: C₁₂H₇F₃O₃S
• mdl: MFCD12739572
• 分子量: 288.247
• InChiKey: SBZXAJFNJZPCHU-UHFFFAOYSA-N

物化性质

• 沸点：
  380.9±42.0 °C(Predicted)
• 密度：
  1.462±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.083
• 拓扑面积：
  74.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-(4 (trifluoromethoxy)phenyl)thiophene-2-carboxylic acid 在 盐酸 、 六甲基磷酰三胺 、 甲基锂 作用下， 以 四氢呋喃 为溶剂， 反应 2.17h， 生成 2,4-Dioxo-4-[5-(4-trifluoromethoxy-phenyl)-thiophen-2-yl]-butyric acid
  参考文献：
  名称：

  The identification and optimization of 2,4-diketobutyric acids as flap endonuclease 1 inhibitors

  摘要：

  There have been several recent reports of chemopotentiation via inhibition of DNA repair processes. Flap endonuclease 1 (FEN1) is a key enzyme involved in base excision repair (BER), a primary pathway utilized by mammalian cells to repair DNA damage. In this report, we describe the identification and SAR of a series of 2,4-diketobutyric acid FENI inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.028
• 作为产物：
  描述：

  5-溴噻吩-2-甲酸甲酯 在 甲醇 、 四(三苯基膦)钯 、 sodium carbonate 、 sodium hydroxide 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 19.0h， 生成 5-(4 (trifluoromethoxy)phenyl)thiophene-2-carboxylic acid
  参考文献：
  名称：

  Hedgehog信号通路抑制剂

  摘要：

  本发明提供的Hedgehog信号通路抑制剂及其立体异构体、互变异构体、水合物、溶剂化物或医药上可接受的盐，其结构式如式(I)所示。本发明还提供了上述化合物的制备方法与用途。本发明提供的化合物结构新颖，由Hedgehog蛋白、Ptch、Gli和/或Smo调节的信号传导通路均可以通过式I化合物予以调节。

  公开号：

  CN103992311B

文献信息

• Inhibitors of cathepsin S
  申请人：IRM LLC

  公开号：US20040198780A1

  公开（公告）日：2004-10-07

  The present invention provides compounds, compositions and methods for the selective inhibition of cathepsin S. In a preferred aspect, cathepsin S is selectively inhibited in the presence of at least one other cathepsin isozyme (e.g., cathespin K). The present invention also provides methods for treating a disease state in a subject by selectively inhibiting cathepsin S.

  本发明提供了用于选择性抑制蛋白酶S的化合物、组合物和方法。在一个优选方面，当至少存在另一种蛋白酶同工酶（例如，蛋白酶K）时，选择性地抑制蛋白酶S。本发明还提供了通过选择性抑制蛋白酶S来治疗受试者疾病状态的方法。
• Design, synthesis and evaluation of novel 5-phenylthiophene derivatives as potent fungicidal of Candida albicans and antifungal reagents of fluconazole-resistant fungi
  作者：Wenbo Yin、Yuxin Zhang、Hengxian Cui、Hong Jiang、Lei Liu、Yang Zheng、Tianxiao Wu、Liyu Zhao、Yin Sun、Xin Su、Song Li、Dongmei Zhao、Maosheng Cheng

  DOI：10.1016/j.ejmech.2021.113740

  日期：2021.12

  5-phenylthiophene derivatives with novel structures were designed and synthesized to combat the increasing incidence of susceptible and drug-resistant fungal infections. The antifungal activity of the synthesized compounds was assessed against seven susceptible strains and six fluconazole-resistant strains. It is especially encouraging that compounds 17b and 17f displayed significant antifungal activities against

  设计和合成了一系列具有新结构的 5-苯基噻吩衍生物，以对抗日益增加的易感和耐药真菌感染的发病率。合成化合物的抗真菌活性针对 7 种敏感菌株和 6 种氟康唑耐药菌株进行了评估。特别令人鼓舞的是，化合物17b和17f对所有测试菌株都显示出显着的抗真菌活性。此外，有效的化合物17b和17f可以防止真菌生物膜的形成，并且17f显示出令人满意的杀菌活性。初步的机理研究表明，化合物17f的强效抗真菌活性源于对白色念珠菌CYP51 的抑制。此外，化合物17b和17f对哺乳动物 A549、MCF-7 和 THLE-2 细胞几乎无毒。这些结果强烈表明化合物17b和17f作为新型抗真菌药物很有前景。
• US7109243B2
  申请人：——

  公开号：US7109243B2

  公开（公告）日：2006-09-19
• [EN] INHIBITORS OF CATHEPSIN S<br/>[FR] INHIBITEURS DE CATHEPSINE S
  申请人：IRM LLC

  公开号：WO2004084842A2

  公开（公告）日：2004-10-07

  The present invention provides compounds, compositions and methods for the selective inhibition of cathepsin S. In a preferred aspect, cathepsin S is selectively inhibited in the presence of at least one other cathepsin isozyme (e.g., cathespin K). The present invention also provides methods for treating a disease state in a subject by selectively inhibiting cathepsin S.
• The identification and optimization of 2,4-diketobutyric acids as flap endonuclease 1 inhibitors
  作者：L. Nathan Tumey、Bayard Huck、Elizabeth Gleason、Jianmin Wang、Daniel Silver、Kurt Brunden、Sherry Boozer、Stephen Rundlett、Bruce Sherf、Steven Murphy、Andrew Bailey、Tom Dent、Christina Leventhal、John Harrington、Youssef L. Bennani

  DOI：10.1016/j.bmcl.2004.07.028

  日期：2004.10

  There have been several recent reports of chemopotentiation via inhibition of DNA repair processes. Flap endonuclease 1 (FEN1) is a key enzyme involved in base excision repair (BER), a primary pathway utilized by mammalian cells to repair DNA damage. In this report, we describe the identification and SAR of a series of 2,4-diketobutyric acid FENI inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.