3-amino-6-(2-thienyl)-4-trifluoromethylthieno[2,3-b]pyridine-2-carbonitrile | 299198-01-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: 3-amino-6-(2-thienyl)-4-trifluoromethylthieno[2,3-b]pyridine-2-carbonitrile
• 英文别名: 3-amino-4-(trifluoromethyl)-6-(thiophen-2-yl)thieno[2,3-b]pyridine-2-carbonitrile；3-Amino-6-(thiophen-2-yl)-4-(trifluoromethyl)thieno[2,3-b]pyridine-2-carbonitrile；3-amino-6-thiophen-2-yl-4-(trifluoromethyl)thieno[2,3-b]pyridine-2-carbonitrile
• CAS: 299198-01-9
• 化学式: C₁₃H₆F₃N₃S₂
• mdl: MFCD00221436
• 分子量: 325.338
• InChiKey: IIZMCYUXZYKWKG-UHFFFAOYSA-N

物化性质

• 熔点：
  248-249 °C(Solv: ethanol (64-17-5))
• 沸点：
  530.6±50.0 °C(Predicted)
• 密度：
  1.61±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  119
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3-amino-6-(2-thienyl)-4-trifluoromethylthieno[2,3-b]pyridine-2-carbonitrile 在 乙酸酐 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 15.0h， 生成 ethyl 9-(2-thienyl)-7-trifluoromethyl-[1,2,4]triazolo[4'',3''-c]pyrido[3',2':4,5]thieno[2,3-e]pyrimidine-3-acetate
  参考文献：
  名称：

  Bakhite, Etify A.; Abdel-Rahman, Abdu E.; Al-Taifi, Elham A., Journal of Chemical Research, 2005, # 3, p. 147 - 154

  摘要：

  DOI：
• 作为产物：
  描述：

  3-cyano-6-(2-thienyl)-4-trifluoromethylpyridin-2-ylthioacetonitrile 在 sodium ethanolate 作用下， 反应 3.0h， 以84%的产率得到3-amino-6-(2-thienyl)-4-trifluoromethylthieno[2,3-b]pyridine-2-carbonitrile
  参考文献：
  名称：

  4-三氟甲基-3-氰基吡啶-2(1H)-硫酮/一衍生物的合成与反应

  摘要：

  4,4,4-Trifluoro-1-(thiophen-2-yl)butane-1,3-dione 通过与氰硫代乙酰胺和氰基乙酰胺在 25 °C 无溶剂条件下研磨反应得到吡啶-2(1H) 硫酮/one 衍生物以优异的产量。这些化合物通过与不同的卤化试剂研磨进一步反应，得到 2-S/O-烷基吡啶衍生物。后一种化合物用于合成噻吩并[2,3-b]吡啶、吡唑并吡啶、吡啶并噻吩并嘧啶和吡啶并噻吩并恶嗪酮衍生物。

  DOI：

  10.1080/17415993.2011.628994

文献信息

• METHODS TO IDENTIFY INHIBITORS OF THE UNFOLDED PROTEIN RESPONSE
  申请人：Koong Albert C.

  公开号：US20090291857A1

  公开（公告）日：2009-11-26

  Methods for identifying compounds that are inhibitors of the unfolded protein response are provided. In particular, the methods identify compounds that inhibit the activity of IRE1.
• INHIBITORS OF THE UNFOLDED PROTEIN RESPONSE AND METHODS FOR THEIR USE
  申请人：Koong Albert C.

  公开号：US20090312362A1

  公开（公告）日：2009-12-17

  Compounds that are inhibitors of the unfolded protein response and endonuclease IRE1 are provided, together with compositions comprising such compounds, and methods for their use in the treatment of various disorders, such as cancer, autoimmune disorders, and diabetes. Also provided are packaged pharmaceuticals comprising these compositions. The compositions may be administered in combination with another therapeutic agent.
• US8372861B2
  申请人：——

  公开号：US8372861B2

  公开（公告）日：2013-02-12
• [EN] METHODS AND COMPOSITIONS FOR PREVENTING SKIN TOXICITIES CAUSED BY BIOLOGICAL TARGETED CANCER DRUGS<br/>[FR] PROCÉDÉS ET COMPOSITIONS POUR PRÉVENIR LES TOXICITÉS CUTANÉES PROVOQUÉES PAR DES MÉDICAMENTS ANTICANCÉREUX CIBLÉS BIOLOGIQUES
  申请人：HADASIT MEDICAL RES SERVICES & DEVELOPMENT LIMITED

  公开号：WO2021028919A1

  公开（公告）日：2021-02-18

  The invention concerns methods for inhibiting binding of systemically administered drugs to a target in the skin by topically administering materials prior to or concomitantly with administration of the systemic drugs.
• Synthesis and reactions of 4-trifluoromethyl-3-cyano pyridine-2(<i>1H</i>)-thione/one derivatives
  作者：Nora M. Rateb

  DOI：10.1080/17415993.2011.628994

  日期：2011.12.1

  cyanothioacetamide and cyanoacetamide under solvent-free conditions at 25 °C to give pyridine-2(1H)thione/one derivatives in excellent yields. These compounds were further reacted by grinding with different halogenated reagents to give 2-S/O-alkyl pyridine derivatives. The latter compounds were utilized for the synthesis of thieno[2,3-b]pyridine, pyrazolopyridine, pyridothienopyrimidine and pyridothienooxazinone

  4,4,4-Trifluoro-1-(thiophen-2-yl)butane-1,3-dione 通过与氰硫代乙酰胺和氰基乙酰胺在 25 °C 无溶剂条件下研磨反应得到吡啶-2(1H) 硫酮/one 衍生物以优异的产量。这些化合物通过与不同的卤化试剂研磨进一步反应，得到 2-S/O-烷基吡啶衍生物。后一种化合物用于合成噻吩并[2,3-b]吡啶、吡唑并吡啶、吡啶并噻吩并嘧啶和吡啶并噻吩并恶嗪酮衍生物。