5-(4-fluorophenyl)-4-methylthiazol-2-amine | 439145-99-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(4-fluorophenyl)-4-methylthiazol-2-amine
• 英文别名: 4-methyl-5-(4-fluorophenyl)-2-aminothiazole；5-(4-Fluorophenyl)-4-methyl-2-thiazolamine；5-(4-fluorophenyl)-4-methyl-1,3-thiazol-2-amine
• CAS: 439145-99-0
• 化学式: C₁₀H₉FN₂S
• 分子量: 208.259
• InChiKey: RBWOZHWFAYYBQE-UHFFFAOYSA-N

物化性质

• 沸点：
  346.5±27.0 °C(Predicted)
• 密度：
  1.300±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 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：
  67.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  氰胺 、 3-(4-fluorophenyl)-2-methyl-2-nitrooxirane 在 sodiumsulfide nonahydrate 作用下， 以 丙醇 为溶剂， 反应 8.0h， 以88%的产率得到5-(4-fluorophenyl)-4-methylthiazol-2-amine
  参考文献：
  名称：

  用于合成取代 2-氨基噻唑的一锅三组分方案

  摘要：

  摘要 由 α-硝基环氧化物、氰胺和硫化钠通过简便、三组分和环保的方案合成了取代的 2-氨基噻唑，收率良好。该反应是在室温下完成的，没有任何添加剂。还提出了一种可能的机制。图形概要

  DOI：

  10.1080/00397911.2017.1350275

文献信息

• [EN] NOVEL COMPOUNDS<br/>[FR] NOUVEAUX COMPOSÉS
  申请人：MISSION THERAPEUTICS LTD

  公开号：WO2016046530A1

  公开（公告）日：2016-03-31

  The present invention relates to novel compounds and methods for the manufacture of inhibitors of deubiquitylating enzymes (DUBs). In particular, the invention relates to the inhibition of ubiquitin C-terminal hydrolase L1 (UCHL1). The invention further relates to the use of DUB inhibitors in the treatment of cancer and other indications. Compounds of the invention include compounds having the formula (I) or a pharmaceutically acceptable salt thereof, wherein R1 to R8 are as defined herein.

  本发明涉及新型化合物和制备去泛素化酶（DUBs）抑制剂的方法。具体而言，本发明涉及抑制泛素C端水解酶L1（UCHL1）。本发明进一步涉及在癌症和其他适应症治疗中使用DUB抑制剂。本发明的化合物包括具有式（I）或其药用可接受盐的化合物，其中R1至R8如本文所定义。
• Efficient and facile strategy to substituted 2-aminothiazoles via ring opening of α-nitroepoxides
  作者：Yue Zhu、Qilin Wang、Haofan Luo、Guolin Zhang、Yongping Yu

  DOI：10.1016/j.tet.2018.09.005

  日期：2018.12

  A novel and efficient reaction has been developed to synthesize a set of substituted 2-aminothiazoles from α-nitroepoxides and ammonium thiocyanate. This reaction could proceed smoothly at mild condition, to afford products for a wide range of substrates with good to excellent yields. A possible mechanism has also been proposed.

  已经开发了一种新颖而有效的反应，以由α-硝基环氧化物和硫氰酸铵合成一组取代的2-氨基噻唑。该反应可以在温和的条件下平稳进行，从而以良好或优异的产率提供用于多种底物的产物。还提出了一种可能的机制。
• Facile, efficient synthesis of polysubstituted thiazoles via α-nitroepoxides and thioureas
  作者：Donghong Zhao、Shanshan Guo、Xiao Guo、Guolin Zhang、Yongping Yu

  DOI：10.1016/j.tet.2016.05.010

  日期：2016.9

  An efficient synthesis of 2,4,5-trisubstituted thiazoles via the reaction of α-nitroepoxides and thioureas under mild conditions has been developed. This reaction proceeded well at room temperature, to afford products in excellent yields for a wide range of substrate, and a possible mechanism has also been proposed.

  已经开发了在温和条件下通过α-硝基环氧化物与硫脲反应有效合成2,4,5-三取代噻唑的方法。该反应在室温下进行得很好，从而为广泛的底物提供了具有优异收率的产物，并且还提出了一种可能的机理。
• INFLAMMATORY CYTOKINE RELEASE INHIBITOR
  申请人：MUTO Susumu

  公开号：US20090192122A2

  公开（公告）日：2009-07-30

  A medicament having inhibitory activity against NF-κB activation, which comprises a compound represented by the following general formula (I) or a pharmacologically acceptable salt as an active ingredient: wherein X represents a connecting group, A represents hydrogen atom or acetyl group, E represents an aryl group or a heteroaryl group, and ring X represents an arene or a heteroarene.

  一种具有抑制NF-κB激活活性的药物，其包括以下通式(I)所表示的化合物或其药理学上可接受的盐作为活性成分：其中X代表连接基，A代表氢原子或乙酰基，E代表芳基或杂芳基，环X代表芳烃或杂芳烃。
• Nf-kb activation inhibitors
  申请人：Muto Susumu

  公开号：US20060089395A1

  公开（公告）日：2006-04-27

  A medicament having inhibitory activity against NF-κB activation which comprises as an active ingredient a substance selected from the group consisting of a compound represented by the following general formula (I) and a pharmacologically acceptable salt thereof, and a hydrate thereof and a solvate thereof: wherein A represents hydrogen atom or acetyl group, E represents a 2,5-di-substituted or a 3,5-di-substituted phenyl group, or a monocyclic or a fused polycyclic heteroaryl group which may be substituted, provided that the compound wherein said heteroaryl group is circle around (1)} a fused polycyclic heteroaryl group wherein the ring which binds directly to —CONH— group in the formula (I) is a benzene ring, circle around (2)} unsubstituted thiazol-2-yl group, or circle around (3)} unsubstituted benzothiazol-2-yl group is excluded, ring Z represents an arene which may have one or more substituents in addition to the group represented by formula —O-A wherein A has the same meaning as that defined above and the group represented by formula —CONH-E wherein E has the same meaning as that defined above, or a heteroarene which may have one or more substituents in addition to the group represented by formula —O-A wherein A has the same meaning as that defined above and the group represented by formula —CONH-E wherein E has the same meaning as that defined above.

  一种药物具有抑制NF-κB活化作用，其包括以下通式(I)所表示的化合物或其药学上可接受的盐、水合物和溶剂化物作为活性成分，其中A代表氢原子或乙酰基，E代表2,5-二取代或3,5-二取代苯基或单环或融合的多环杂环芳基，其可以被取代，但在所述杂环芳基是圆圈(1)}在公式(I)中直接结合—CONH—基团的环为苯环的融合多环杂环芳基，圆圈(2)}未取代的噻唑-2-基团，或者圆圈(3)}未取代的苯并噻唑-2-基团时，不包括该化合物，环Z代表一个芳香烃，除了由公式—O-A所表示的基团外，它也可以有一个或多个取代基，其中A具有与上述定义相同的含义，公式—CONH-E所表示的基团E具有与上述定义相同的含义。