2-(4-(3-methoxyphenyl)thiazol-2-yl)acetonitrile

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-(3-methoxyphenyl)thiazol-2-yl)acetonitrile
• 英文别名: [4-(3-methoxyphenyl)-1,3-thiazol-2-yl]acetonitrile；[4-(3'-methoxy)phenylthiazol-2-yl]acetonitrile；2-[4-(3-Methoxyphenyl)-1,3-thiazol-2-yl]acetonitrile
• 化学式: C₁₂H₁₀N₂OS
• mdl: MFCD09933196
• 分子量: 230.29
• InChiKey: REWUMADPDDAQJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  74.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-(3-methoxyphenyl)thiazol-2-yl)acetonitrile 在 lithium aluminium tetrahydride 、 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 生成 (4-(4-(3-methoxyphenyl)thiazol-2-yl)tetrahydro-2H-pyran-4-yl)methanamine
  参考文献：
  名称：

  New direct inhibitors of InhA with antimycobacterial activity based on a tetrahydropyran scaffold

  摘要：

  Tetrahydropyran derivative 1 was discovered in a high-throughput screening campaign to find new inhibitors of mycobacterial InhA. Following initial in-vitro profiling, a structure-activity relationship study was initiated and a focused library of analogs was synthesized and evaluated. This yielded compound 42 with improved antimycobacterial activity and low cytotoxicity. Additionally, the crystal structure of InhA in complex with inhibitor 1 was resolved, to reveal the binding mode and provide hints for further optimization. (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.02.008
• 作为产物：
  描述：

  2-氰基硫代乙酰胺 、 2-溴-3‘-甲氧基苯乙酮 以 乙醇 为溶剂， 反应 4.0h， 以40%的产率得到2-(4-(3-methoxyphenyl)thiazol-2-yl)acetonitrile
  参考文献：
  名称：

  [EN] DERIVATIVES OF CHROMEN-2-ONE AS INHIBITORS OF VEGF PRODUCTION IN MAMMALIAN CELLS
  [FR] DERIVES DE CHROMEN-2-ONE UTILISES COMME INHIBITEURS DE LA PRODUCTION DES VEGF DANS LES CELLULES MAMMALIENNES

  摘要：

  式（I）中A和R1-R5如描述中定义的化合物，是血管内皮生长因子的抑制剂，可用作抑制血管生成和抗增殖剂。

  公开号：

  WO2003105842A1

文献信息

• [EN] AZOLE METHYLIDENE CYANIDE DERIVATIVES AND THEIR USE AS PROTEIN KINASE MODULATORS<br/>[FR] DERIVES DE CYANURE D'AZOLE METHYLIDENE ET LEUR UTILISATION COMME MODULATEURS DE PROTEINE KINASE
  申请人：APPLIED RESEARCH SYSTEMS

  公开号：WO2003106455A1

  公开（公告）日：2003-12-24

  The present invention is related to azole derivatives notably for use as pharmaceutically active compounds, as well as to pharmaceutical formulations containing such azole derivatives. Said azole derivatives are modulators of the protein kinase signalling pathways, particularly the one involving c-Jun N-terminal kinase and/or Glycogen Kinase Synthase 3. The present invention is furthermore related to novel azole derivatives as well as to methods of their preparation. X is O, S or NR0, with R0 being H or an unsubstituted or substituted C1 -C6 alkyl; A is 2-pyridyl, 3-pyridyl, 4-pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl or triazinyl group.

  本发明涉及唑衍生物，尤其是用作药物活性化合物的唑衍生物，以及包含这种唑衍生物的药物制剂。所述唑衍生物是蛋白激酶信号通路的调节剂，尤其是涉及c-Jun N端激酶和/或糖原合酶3的那一种。本发明还涉及新颖的唑衍生物以及它们的制备方法。X是O、S或NR0，其中R0是H或未取代或取代的C1-C6烷基；A是2-吡啶基，3-吡啶基，4-吡啶基，吡啶唑基，吡唑啉基，吡嗪基或三嗪基团。
• [EN] DERIVATIVES OF CHROMEN-2-ONE AS INHIBITORS OF VEGF PRODUCTION IN MAMMALIAN CELLS<br/>[FR] DERIVES DE CHROMEN-2-ONE UTILISES COMME INHIBITEURS DE LA PRODUCTION DES VEGF DANS LES CELLULES MAMMALIENNES
  申请人：NOVUSPHARMA SPA

  公开号：WO2003105842A1

  公开（公告）日：2003-12-24

  The compounds of formula (I) wherein A and R1-R5 are as defined in the description, are inhibitors of Vascular Endothelial Growth Factor and are useful as angiogenesis inhibitors and antiproliferative agents.

  式（I）中A和R1-R5如描述中定义的化合物，是血管内皮生长因子的抑制剂，可用作抑制血管生成和抗增殖剂。
• Derivatives of chromen-2-one as inhibitors of vegf production in mammalian cells
  申请人：Menta Ernesto

  公开号：US20060122387A1

  公开（公告）日：2006-06-08

  The compounds of formula (I) wherein A and R1-R5 are as defined in the description, are inhibitors of Vascular Endothelial Growth Factor and are useful as angiogenesis inhibitors and antiproliferative agents.

  式(I)中的化合物，其中A和R1-R5如描述中所定义，是血管内皮生长因子的抑制剂，可用作抗血管生成剂和抗增殖剂。
• Azole methylidene cyanide derivatives and their use as protein kinase modulators
  申请人：Gaillard Pascale

  公开号：US20070123530A1

  公开（公告）日：2007-05-31

  An azole derivative of formula (I) a medicament that contains the azole derivative of formula (I), a method of treating a disease with the azole derivative of formula (I), and a method of preparing the azole derivative of formula (I).

  一种公式（I）的唑类衍生物药物，其中包含公式（I）的唑类衍生物，使用公式（I）的唑类衍生物治疗疾病的方法以及制备公式（I）的唑类衍生物的方法。
• Mutant IDH1 inhibitors useful for treating cancer
  申请人：THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICE

  公开号：US10703746B2

  公开（公告）日：2020-07-07

  Compounds of Formula I and Formula II and the pharmaceutically acceptable salts thereof are disclosed The variables A, B, Y, Z, X1, X2, R1-4 and R13-18 are disclosed herein. The compounds are useful for treating cancer disorders, especially those involving mutant IDH1 enzymes. Pharmaceutical compositions containing compounds of Formula I or Formula II and methods of treatment comprising administering compounds of Formula I and Formula II are also disclosed.

  公开了式 I 和式 II 的化合物及其药学上可接受的盐 本文公开了变量 A、B、Y、Z、X1、X2、R1-4 和 R13-18。这些化合物可用于治疗癌症疾病，特别是涉及突变 IDH1 酶的疾病。还公开了含有式 I 或式 II 化合物的药物组合物以及包括施用式 I 和式 II 化合物的治疗方法。