4-(4-Fluorophenyl)-5-(2-methylthio-pyrimidin-4-yl)imidazole | 204062-82-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(4-Fluorophenyl)-5-(2-methylthio-pyrimidin-4-yl)imidazole
• 英文别名: 4-[4-(4-fluorophenyl)-1H-imidazol-5-yl]-2-methylsulfanylpyrimidine
• CAS: 204062-82-8
• 化学式: C₁₄H₁₁FN₄S
• 分子量: 286.333
• InChiKey: XZDCCQOSVAKNAM-UHFFFAOYSA-N

物化性质

• 沸点：
  513.7±40.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  79.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(4-Fluorophenyl)-5-(2-methylthio-pyrimidin-4-yl)imidazole 在 正丁基锂 、 双(三甲基硅烷基)氨基钾 、 溶剂黄146 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 生成 4-[4-(4-Fluoro-phenyl)-5-[2-((S)-1-phenyl-ethylamino)-pyrimidin-4-yl]-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-1-methyl-piperidin-4-ol
  参考文献：
  名称：

  Novel p38 inhibitors with potent oral efficacy in several models of rheumatoid arthritis

  摘要：

  A library of trisubstituted oxazoles, thiazoles, imidazoles (1,2,4- and 2,4,5-substituted) and imidazo[1,2-b]pyridines was prepared and evaluated in vitro as p38alpha inhibitors and in vivo in several models of rheumatoid arthritis. Four structures 32, 37, 45 and 59-were identified as potent inhibitors of p38alpha with high efficacy in the LPS induced TNFalpha release model in the mouse, the adjuvant induced arthritis and the collagen induced arthritis in the rat with ED(50)s between 1.0 and 9.5 mg/kg p.o. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.106
• 作为产物：
  描述：

  聚合甲醛 、 2-thiomethylpyrimidin-4-yl-4-fluorophenylbenzil 在 ammonium acetate 、 溶剂黄146 作用下， 反应 2.0h， 以91%的产率得到4-(4-Fluorophenyl)-5-(2-methylthio-pyrimidin-4-yl)imidazole
  参考文献：
  名称：

  Synthesis and biological evaluation of trisubstituted imidazole derivatives as inhibitors of p38α mitogen-activated protein kinase

  摘要：

  A series of trisubstituted imidazole derivatives containing a 4-fluorophenyl group, a pyrimidine ring, and a CN- or CONH(2)-substituted benzyl moiety have been synthesized and evaluated for p38 alpha MAP kinase inhibitory activity. Among them, compounds 22c, 27b, and 28b inhibited p38 alpha MAP kinase with IC(50) values 27.6, 28, and 31 nM, respectively. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.007

文献信息

• USE OF CSAID?TM COMPOUNDS FOR THE MANAGEMENT OF UTERINE CONTRACTIONS
  申请人：IMPERIAL COLLEGE INNOVATIONS LIMITED

  公开号：EP1021173A1

  公开（公告）日：2000-07-26
• US6414150B1
  申请人：——

  公开号：US6414150B1

  公开（公告）日：2002-07-02
• [EN] USE OF CSAID COMPOUNDS FOR THE MANAGEMENT OF UTERINE CONTRACTIONS<br/>[FR] EMPLOI DE COMPOSES DE CSAID POUR LE TRAITEMENT DES CONTRACTIONS UTERINES
  申请人：IMPERIAL COLLEGE INNOVATIONS LTD.

  公开号：WO1999018942A1

  公开（公告）日：1999-04-22

  (EN) The present invention is to the novel use of a cytokine inhibitor for the prophylactic treatment, or management of excessive, undesired or inappropriate uterine activity, such as contractions, in a mammal in need thereof.(FR) La présente invention concerne l'utilisation d'un inhibiteur de la cytokine pour le traitement prophylactique, ou la gestion de l'activité utérine excessive, indésirable ou inappropriée, telle que les contractions utérines, chez le mammifère.