3-氧代-4,4,4-三氟硫代丁酸-S-甲酯 | 118528-85-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3-氧代-4,4,4-三氟硫代丁酸-S-甲酯
• 英文名称: S-methyl 4,4,4-trifluoro-3-oxothiobutyrate
• 英文别名: Methylthio 4,4,4-trifluoroacetoacetate；S-methyl-4,4,4-trifluoro-3-oxothiobutyrate；methyl 4,4,4-trifluoro-3-oxo-butanethioate；S-methyl 4,4,4-trifluoro-3-oxobutanethioate
• CAS: 118528-85-1
• 化学式: C₅H₅F₃O₂S
• 分子量: 186.155
• InChiKey: KAIWRFAUEDCFSZ-UHFFFAOYSA-N

物化性质

• 沸点：
  78-80 °C/73 mmHg(lit.)
• 密度：
  1.352 g/mL at 25 °C(lit.)
• 闪点：
  49 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  59.4
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 危险等级：
  3.2
• 危险品标志：
  C
• 安全说明：
  S16,S23,S26,S27,S36/37/39,S45
• 危险类别码：
  R34,R10
• 包装等级：
  III
• 危险类别：
  3.2
• 危险品运输编号：
  UN 2924

反应信息

• 作为反应物：
  描述：

  3-氧代-4,4,4-三氟硫代丁酸-S-甲酯 在 盐酸 、 铁粉 、 氯化铵 作用下， 以 乙醇 为溶剂， 生成 4-[5-(methylsulfanyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]aniline
  参考文献：
  名称：

  3,5-Bis(trifluoromethyl)pyrazoles:  A Novel Class of NFAT Transcription Factor Regulator

  摘要：

  A series of bis(trifluoromethyl)pyrazoles (BTPs) has been found to be a novel inhibitor of cytokine production. Identified initially as inhibitors of IL-2 synthesis, the BTPs have been optimized in this regard and even inhibit IL-2 production with a 10-fold enhancement over cyclosporine in an ex vivo assay. Additionally, the BTPs show inhibition of IL-4, IL-5, IL-8, and eotaxin production. Unlike the IL-2 inhibitors, cycloseorine and FK506, the BTPs do not directly inhibit the dephosphorylation of NFAT by calcineurin.

  DOI：

  10.1021/jm990615a
• 作为产物：
  描述：

  三氟乙酰氯 、 乙烯酮 、 甲硫醇 生成 3-氧代-4,4,4-三氟硫代丁酸-S-甲酯
  参考文献：
  名称：

  GOURE, WILLIAM F.;LEE, LEN F.

  摘要：

  DOI：

文献信息

• AZOLE INHIBITORS OF CYTOKINE PRODUCTION
  申请人：——

  公开号：US20010044445A1

  公开（公告）日：2001-11-22

  Compounds having the formula 1 are useful for treating diseases that are prevented by or ameliorated with Interleukin-2, Interleukin-4, or Interleukin-5 production inhibitors.

  具有以下化学式的化合物对于治疗由白细胞介素-2、白细胞介素-4或白细胞介素-5产生抑制剂预防或改善的疾病是有用的。
• Babu, Srinivasan; Pozzo, Mark J., Journal of Heterocyclic Chemistry, 1991, vol. 28, # 3, p. 819 - 821
  作者：Babu, Srinivasan、Pozzo, Mark J.

  DOI：——

  日期：——
• Green diastereoselective synthesis of highly functionalised trifluoromethylated γ-lactone phosphonate esters bearing a thioester or ketothiophene
  作者：Faramarz Rostami Charati、Malek Taher Maghsoodlou、Sayyed Mostafa Habibi Khorassani、Mohamed Makha

  DOI：10.1016/j.tetlet.2007.11.046

  日期：2008.1

  A facile diastereoselective synthesis of highly functionalised 3-(1-diphenylphosphonylethyl)butyrolactone analogues, 3a-c is achieved from the reaction of dialkyl acetylenedicarboxylates, 2a,b, with thiolated and trifluoromethylated-1,3-diones, CH acids, 1a,b, in the presence of triphenyl phosphite. The resulting products, 3a-c, are obtained in high yields and characterised by H-1/C-13, F-19, P-31 NMR and X-ray crystallography. (C) 2007 Elsevier Ltd. All rights reserved.
• BABU, SRINIVASAN;POZZO, MARK J., J. HETEROCYCL. CHEM., 28,(1991) N, C. 819-321
  作者：BABU, SRINIVASAN、POZZO, MARK J.

  DOI：——

  日期：——
• 3,5-Bis(trifluoromethyl)pyrazoles:  A Novel Class of NFAT Transcription Factor Regulator
  作者：Stevan W. Djuric、Nwe Y. BaMaung、Anwer Basha、Huaqing Liu、Jay R. Luly、David J. Madar、Richard J. Sciotti、Noah P. Tu、Frank L. Wagenaar、Paul E. Wiedeman、Xun Zhou、Stephen Ballaron、Joy Bauch、Yung-Wu Chen、X. Grace Chiou、Thomas Fey、Donna Gauvin、Earl Gubbins、Gin C. Hsieh、Kennan C. Marsh、Karl W. Mollison、Melissa Pong、Thomas K. Shaughnessy、Michael P. Sheets、Morey Smith、James M. Trevillyan、Usha Warrior、Craig D. Wegner、George W. Carter

  DOI：10.1021/jm990615a

  日期：2000.8.1

  A series of bis(trifluoromethyl)pyrazoles (BTPs) has been found to be a novel inhibitor of cytokine production. Identified initially as inhibitors of IL-2 synthesis, the BTPs have been optimized in this regard and even inhibit IL-2 production with a 10-fold enhancement over cyclosporine in an ex vivo assay. Additionally, the BTPs show inhibition of IL-4, IL-5, IL-8, and eotaxin production. Unlike the IL-2 inhibitors, cycloseorine and FK506, the BTPs do not directly inhibit the dephosphorylation of NFAT by calcineurin.