2-(5-(2-furyl)-3-trifluoromethylpyrazol-1-yl)-4-ethoxycarbonylthiazole | 476172-17-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(5-(2-furyl)-3-trifluoromethylpyrazol-1-yl)-4-ethoxycarbonylthiazole
• 英文别名: ethyl 2-(5-(furan-2-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)thiazole-4-carboxylate；ethyl 2-[5-(furan-2-yl)-3-(trifluoromethyl)pyrazol-1-yl]-1,3-thiazole-4-carboxylate
• CAS: 476172-17-5
• 化学式: C₁₄H₁₀F₃N₃O₃S
• 分子量: 357.313
• InChiKey: VJMJNFSEYLIRJY-UHFFFAOYSA-N

物化性质

• 沸点：
  474.2±55.0 °C(predicted)
• 密度：
  1.54±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  98.4
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-(5-(2-furyl)-3-trifluoromethylpyrazol-1-yl)-4-ethoxycarbonylthiazole 在 甲醇 、 Ammonium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 2-(5-(furan-2-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)thiazole-4-carboxamide
  参考文献：
  名称：

  N-Benzyl-1-heteroaryl-3-(trifluoromethyl)-1H-pyrazole-5-carboxamides as inhibitors of co-activator associated arginine methyltransferase 1 (CARM1)

  摘要：

  A series of N-benzyl-1-heteroaryl-3-(trifluoromethyl)-1H-pyrazole-5-carboxamides targeting co-activator associated arginine methyltransferase 1 (CARM1) have been designed and synthesized. The potency of these inhibitors was influenced by the nature of the heteroaryl fragment with the thiophene analogues being superior to thiazole, pyridine, isoindoline and benzofuran based inhibitors. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.075
• 作为产物：
  描述：

  2-hydrazino-4-ethoxycarbonylthiazole 、 4,4,4-三氟-1-(2-呋喃基)-1,3-丁二酮 在 盐酸 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 20.0h， 以20%的产率得到2-(5-(2-furyl)-3-trifluoromethylpyrazol-1-yl)-4-ethoxycarbonylthiazole
  参考文献：
  名称：

  WO2008/104077

  摘要：

  公开号：

文献信息

• Amines as Small Molecule Inhibitors
  申请人：Wahhab Amal

  公开号：US20080280925A1

  公开（公告）日：2008-11-13

  The present invention relates to compounds that are useful as inhibitors of protein arginine methyltransferase that have a formula selected from Formula (I), Formula (II) and Formula (III), as well as racemic mixtures, diastereomers, enantiomers and tautomers thereof and N-oxides, hydrates, solvates, pharmaceutically acceptable salts, prodrugs and complexes thereof as defined herein. Said compound are useful as inhibitors of PRMTs and/or CARM-I. The invention further relates to compositions comprising such compounds and methods for their use.

  本发明涉及一种具有以下公式（I）、公式（II）和公式（III）之一的化合物，以及它们的外消旋混合物、对映异构体、恒定异构体和互变异构体以及N-氧化物、水合物、溶剂物、药学上可接受的盐、前药和复合物，其作为蛋白质精氨酸甲基转移酶抑制剂。所述化合物作为PRMTs和/或CARM-I的抑制剂具有用途。本发明还涉及包含这些化合物的组合物和它们的使用方法。
• Amines as small molecule inhibitors
  申请人：MethylGene Inc.

  公开号：US08338437B2

  公开（公告）日：2012-12-25

  The present invention relates to compounds that are useful as inhibitors of protein arginine methyltransferase that have a formula selected from Formula (I), Formula (II) and Formula (III), as well as racemic mixtures, diastereomers, enantiomers and tautomers thereof and N-oxides, hydrates, solvates, pharmaceutically acceptable salts, prodrugs and complexes thereof as defined herein. The compound are useful as inhibitors of PRMTs and/or CARM-I. The invention further relates to compositions comprising such compounds and methods for their use.

  本发明涉及一种化合物，其具有公式（I），公式（II）和公式（III）中选择的公式，以及它们的外消旋混合物，对映异构体，对映体和互变异构体以及N-氧化物，水合物，溶剂化物，药学上可接受的盐，前药和复合物，如本文所定义的，这些化合物可用作蛋白质精氨酸甲基转移酶的抑制剂和/或CARM-I。本发明还涉及包含这种化合物的组合物和使用它们的方法。
• The regioselectivity of the formation of 2-pyrazolylthiazoles and their precursors from the reaction of 2-hydrazinothiazoles with 4,4,4-trifluoro-1-hetaryl-1,3-butanediones
  作者：Anna B. Denisova、Vyacheslav Ya. Sosnovskikh、Wim Dehaen、Suzanne Toppet、Luc Van Meervelt、Vasiliy A. Bakulev

  DOI：10.1016/s0022-1139(02)00060-x

  日期：2002.6

  Reaction of 2-hydrazinothiazoles 1 with 1-thienyl- and 1-furyl-1,3-butanediones 2a,b in methanol in the presence of hydrochloric acid mainly leads to a mixture of pyrazoles 3 and pyrazolines 4 or pyrazoles 3 and 5 in strong acidic conditions. Isomeric hydrazones 6 and pyrazolines 4 were formed and isolated in these reactions in the absence of hydrochloric acid. It has been shown that the regioselectivity in the reaction of diketones 2 with hydrazine 1 is governed by both the concentration of acid and the nature of substituents in the 1,3-diketones 2. Cyclization of hydrazones 6 is shown to occur under milder conditions than dehydration for pyrazolines 4. The new heterocyclic compounds were prepared and fully characterized by NMR spectra and by X-ray analysis for 3c. (C) 2002 Elsevier Science B.V. All rights reserved.
• US8338437B2
  申请人：——

  公开号：US8338437B2

  公开（公告）日：2012-12-25