5-溴-1-(4-硝基苯基)-3-(三氟甲基)-1H-吡唑 | 245748-62-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-溴-1-(4-硝基苯基)-3-(三氟甲基)-1H-吡唑
• 英文名称: 5-bromo-1-(4-nitrophenyl)-3-(trifluoromethyl)-1H-pyrazole
• 英文别名: 5-bromo-1-(4-nitrophenyl)-3-(trifluoromethyl)pyrazole
• CAS: 245748-62-3
• 化学式: C₁₀H₅BrF₃N₃O₂
• 分子量: 336.068
• InChiKey: PHKUIOUZQWVAJB-UHFFFAOYSA-N

物化性质

• 沸点：
  371.0±42.0 °C(Predicted)
• 密度：
  1.82±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  63.6
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2933199090

反应信息

• 作为反应物：
  描述：

  5-溴-1-(4-硝基苯基)-3-(三氟甲基)-1H-吡唑 在 铁粉 、 氯化铵 作用下， 以 乙醇 为溶剂， 生成 4-(5-bromo-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：

  1-(4-nitrophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-ol 在 三溴氧磷 作用下， 生成 5-溴-1-(4-硝基苯基)-3-(三氟甲基)-1H-吡唑
  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

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。
• Synthesis and Biological Evaluation of Novel Epothilone B Side Chain Analogues
  作者：K. C. Nicolaou、Derek Rhoades、Yanping Wang、Sotirios Totokotsopoulos、Ruoli Bai、Ernest Hamel

  DOI：10.1002/cmdc.201500401

  日期：2015.12

  The design, synthesis, and biological evaluation of a series of epothilone analogues with novel side chains equipped with an amino group are described. Their design facilitates potential conjugation to selective drug delivery systems such as antibodies. Their synthesis proceeded efficiently via Stille coupling of a readily available vinyl iodide and heterocyclic stannanes. Cytotoxicity studies and

  描述了一系列带有装备有氨基的新侧链的埃坡霉素类似物的设计，合成和生物学评估。它们的设计促进了与选择性药物传递系统（例如抗体）的潜在结合。它们的合成通过易于获得的乙烯基碘和杂环锡烷的斯蒂勒偶联而有效地进行。细胞毒性研究和微管蛋白结合测定表明，其中两个类似物比目前临床上使用的埃博霉素A–D和抗癌药ixabepilone更有效。
• [EN] PYRAZOLE INHIBITORS OF CYTOKINE PRODUCTION<br/>[FR] INHIBITEURS DE TYPE PYRAZOLE DE LA PRODUCTION DE CYTOKINE
  申请人：ABBOTT LABORATORIES

  公开号：WO1999051580A1

  公开（公告）日：1999-10-14

  (EN) Compounds having formula (I) are useful for treating diseases that are prevented by or ameliorated with Interleukin-2, Interleukin-4, or Interleukin-5 production inhibitors.(FR) La présente invention concerne des composés représentés par la formule (I) convenant pour le traitement de maladies pour lesquelles les inhibiteurs de production de l'interleukine 2, de l'interleukine 4 ou de l'interleukine 5 ont un effet préventif ou bénéfique.

  (I)式化合物可用于治疗由Interleukin-2、Interleukin-4或Interleukin-5产生抑制剂预防或缓解的疾病。
• PYRAZOLE INHIBITORS OF CYTOKINE PRODUCTION
  申请人：ABBOTT LABORATORIES

  公开号：EP1068187A1

  公开（公告）日：2001-01-17
• 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.