2-mercapto-6-(trifluoromethyl)nicotinonitrile | 1184873-39-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-mercapto-6-(trifluoromethyl)nicotinonitrile
• 英文别名: 2-Sulfanyl-6-(trifluoromethyl)pyridine-3-carbonitrile；2-sulfanylidene-6-(trifluoromethyl)-1H-pyridine-3-carbonitrile
• CAS: 1184873-39-9
• 化学式: C₇H₃F₃N₂S
• mdl: MFCD19599997
• 分子量: 204.175
• InChiKey: LYUHYNMEAAVQKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-mercapto-6-(trifluoromethyl)nicotinonitrile 、 氯乙酰胺 在 氢氧化钾 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 以71%的产率得到2-[(3-cyano-6-trifluoromethylpyridin-2-yl)sulfanyl]acetamide
  参考文献：
  名称：

  Synthesis of 2-thioxo-6-trifluoromethyl-1,2-dihydropyridine-3-carbonitrile and ethyl 5-cyano-6-thioxo-1,6-dihydropyridine-2-carboxylate by the SNVin reaction

  摘要：

  Ethyl 5-cyano-6-thioxo-1,6-dihydropyridine-2-carboxylate and 2-thioxo-6-trifluoromethyl-1,2-dihydropyridine-3-carbonitrile were obtained by the S(N)Vin reaction. The latter compound was used in the synthesis of 2-alkylsulfanyl-6-trifluoromethylpyridin-3-carbonitriles, 3-amino-5-trifluoromethylthieno[2,3-b]pyridin-2-carboxamide, and 7-thifluoromethyl-2-spirocyclopentane-1,2,3,4-tetrahydropyrido[2',3':2,3]thieno[4,5-d]pyrim-idin-4-one.

  DOI：

  10.1134/s1070363209010186
• 作为产物：
  描述：

  N-methylmorpholinium 3-cyano-6-trifluoromethylpyridine-2-thiolate 在 溶剂黄146 作用下， 以88%的产率得到2-mercapto-6-(trifluoromethyl)nicotinonitrile
  参考文献：
  名称：

  Synthesis of 2-thioxo-6-trifluoromethyl-1,2-dihydropyridine-3-carbonitrile and ethyl 5-cyano-6-thioxo-1,6-dihydropyridine-2-carboxylate by the SNVin reaction

  摘要：

  Ethyl 5-cyano-6-thioxo-1,6-dihydropyridine-2-carboxylate and 2-thioxo-6-trifluoromethyl-1,2-dihydropyridine-3-carbonitrile were obtained by the S(N)Vin reaction. The latter compound was used in the synthesis of 2-alkylsulfanyl-6-trifluoromethylpyridin-3-carbonitriles, 3-amino-5-trifluoromethylthieno[2,3-b]pyridin-2-carboxamide, and 7-thifluoromethyl-2-spirocyclopentane-1,2,3,4-tetrahydropyrido[2',3':2,3]thieno[4,5-d]pyrim-idin-4-one.

  DOI：

  10.1134/s1070363209010186

文献信息

• Identification of thienopyridine carboxamides as selective binders of HIV-1 <i>trans</i> Activation Response (TAR) and Rev Response Element (RRE) RNAs
  作者：Xue-Dong Li、Li Liu、Liang Cheng

  DOI：10.1039/c8ob02753f

  日期：——

  The synthesis, biochemical and structural studies of two novel thienopyridine carboxamide derivatives that selectively recognize HIV-1 TAR and RRE RNAs were described.

  合成、生化和结构研究了两类新型噻吩并吡啶甲酰胺衍生物，它们可以选择性地识别HIV-1 TAR和RRE RNAs。

• Thienopyridine Derivatives for the Treatment and Prevention of Dengue Virus Infections
  申请人：Siga Technologies, Inc.

  公开号：US20130129677A1

  公开（公告）日：2013-05-23

  Methods and pharmaceutical compositions for treating viral infections, by administering certain thienopyridine derivative compounds in therapeutically effective amounts are disclosed. Methods of using the compounds and pharmaceutical compositions thereof are also disclosed. In particular, the treatment of viral infections such as caused by flavivirus is disclosed, i.e., including but not limited to, Dengue virus, West Nile virus, yellow fever virus, Japanese encephalitis virus, and tick-borne encephalitis virus.

  本发明揭示了使用某些噻唑吡啶衍生物化合物以治疗病毒感染的方法和制药组合物，通过以治疗有效剂量给药。同时还揭示了使用这些化合物和制药组合物的方法。具体地，揭示了治疗由黄热病毒、日本脑炎病毒、西尼罗河病毒、登革热病毒和蜱媒脑炎病毒等引起的病毒感染的方法。
• THIENOPYRIDINE DERIVATIVES FOR THE TREATMENT AND PREVENTION OF DENGUE VIRUS INFECTIONS
  申请人：Siga Technologies, Inc.

  公开号：EP2928470A1

  公开（公告）日：2015-10-14
• [EN] THIENOPYRIDINE DERIVATIVES FOR THE TREATMENT AND PREVENTION OF DENGUE VIRUS INFECTIONS<br/>[FR] DÉRIVÉS DE THIÉNOPYRIDINE POUR LE TRAITEMENT ET LA PRÉVENTION D'INFECTIONS PAR LE VIRUS DE LA DENGUE
  申请人：SIGA TECHNOLOGIES INC

  公开号：WO2014089378A1

  公开（公告）日：2014-06-12

  Methods and pharmaceutical compositions for treating viral infections, by administering certain thienopyridine derivative compounds in therapeutically effective amounts are disclosed. Methods of using the compounds and pharmaceutical compositions thereof are also disclosed. In particular, the treatment of viral infections such as caused by flavivirus is disclosed, i.e., including but not limited to, Dengue virus, West Nile virus, yellow fever virus, Japanese encephalitis virus, and tick-borne encephalitis virus.
• Synthesis of 2-thioxo-6-trifluoromethyl-1,2-dihydropyridine-3-carbonitrile and ethyl 5-cyano-6-thioxo-1,6-dihydropyridine-2-carboxylate by the SNVin reaction
  作者：V. D. Dyachenko、R. P. Tkachev、A. D. Dyachenko

  DOI：10.1134/s1070363209010186

  日期：2009.1

  Ethyl 5-cyano-6-thioxo-1,6-dihydropyridine-2-carboxylate and 2-thioxo-6-trifluoromethyl-1,2-dihydropyridine-3-carbonitrile were obtained by the S(N)Vin reaction. The latter compound was used in the synthesis of 2-alkylsulfanyl-6-trifluoromethylpyridin-3-carbonitriles, 3-amino-5-trifluoromethylthieno[2,3-b]pyridin-2-carboxamide, and 7-thifluoromethyl-2-spirocyclopentane-1,2,3,4-tetrahydropyrido[2',3':2,3]thieno[4,5-d]pyrim-idin-4-one.