N-benzyl-4-[3-(ethoxymethyl)-5-(4-fluorophenyl)triazol-4-yl]pyrimidin-2-amine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-benzyl-4-[3-(ethoxymethyl)-5-(4-fluorophenyl)triazol-4-yl]pyrimidin-2-amine
• 化学式: C₂₂H₂₁FN₆O
• 分子量: 404.447
• InChiKey: GXMVDAJMBKTOBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  77.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-氯-4-(4-氟-苯基乙炔基)-嘧啶 在 sodium azide 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-benzyl-4-[3-(ethoxymethyl)-5-(4-fluorophenyl)triazol-4-yl]pyrimidin-2-amine
  参考文献：
  名称：

  The development of new triazole based inhibitors of tumor necrosis factor-α (TNF-α) production

  摘要：

  4-Aryl-5-pyridyl and 4-aryl-5-pyrimidyl based inhibitors of TNF-alpha production, which contain a novel triazole 5-member heterocyclic core, are described. Many pyridyl triazoles containing either an alkyl ether or a substituted aryl side chain on the triazole core showed sub-micromolar activity against LPS-induced TNF-alpha, while pyrimidyl triazoles containing an ethoxymethyl side chain exhibited even better inhibitory activity. Secondary screening data are presented for the pyrimidyl triazoles. Triazole 14e combined excellent potency with good oral bioavailability in the rat. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00238-5

文献信息

• Triazole compounds useful in treating diseases associated with unwanted cytokine activity
  申请人：——

  公开号：US20030100558A1

  公开（公告）日：2003-05-29

  The present invention relates to 4-aryl triazoles having the formula: 1 wherein R 1 is independently selected from the group consisting of: lower alkyl, lower alkenyl, lower alkynyl, lower heteroalkyl, lower heteroalkenyl, lower heteroalkynyl, heterocycloalkyl, heteroaryl, halo, CN, OR 4 , SR 4 , S(O)R 4 , S(O) 2 R 4 , and NR 4 R 5 ; and Q is has the general formula: 2 said compounds are useful in treating diseases associated with unwanted cytokine activity, inter alia, interleukin-1 (IL-1) and tumor necrosis factor (TNF) from cells.

  本发明涉及具有以下式子的4-芳基三唑：1其中R1独立地选择自以下组：低烷基，低烯基，低炔基，低杂原烷基，低杂原烯基，低杂原炔基，杂环烷基，杂原芳基，卤素，CN，OR4，SR4，S（O）R4，S（O）2R4和NR4R5;而Q具有通式：2所述化合物在治疗与细胞中不需要的细胞因子活性相关的疾病方面有用，包括白细胞介素-1（IL-1）和肿瘤坏死因子（TNF）。
• TRIAZOLE COMPOUNDS USEFUL IN TREATING DISEASES ASSOCIATED WITH UNWANTED CYTOKINE ACTIVITY
  申请人：THE PROCTER & GAMBLE COMPANY

  公开号：EP1392681A1

  公开（公告）日：2004-03-03
• US6787555B2
  申请人：——

  公开号：US6787555B2

  公开（公告）日：2004-09-07
• [EN] TRIAZOLE COMPOUNDS USEFUL IN TREATING DISEASES ASSOCIATED WITH UNWANTED CYTOKINE ACTIVITY<br/>[FR] COMPOSES TRIAZOLE CONVENANT POUR LE TRAITEMENT DE MALADIES ASSOCIEES A L'ACTIVITE INDESIRABLE DES CYTOKINES
  申请人：PROCTER & GAMBLE

  公开号：WO2002088113A1

  公开（公告）日：2002-11-07

  The present invention relates to 4-aryl triazoles having the formula: (I) wherein R1 is independently selected from the group consisting of: lower alkyl, lower alkenyl, lower alkynyl, lower heteroalkyl, lower heteroalkenyl, lower heteroalkynyl, heterocycloalkyl, heteroaryl, halo, CN, OR4, SR4, S(O)R4, S(O)2R4, and NR4R5; and Q is has the general formula: (II) or (III) said compounds are useful in treating diseases associated with unwanted cytokine activity, inter alia, interleukin-1 (IL-1) and tumor necrosis factor (TNF) from cells.