2-氯-4-(3-氟-4-甲氧基苯基)-5-甲基嘧啶 | 1375457-39-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 2-氯-4-(3-氟-4-甲氧基苯基)-5-甲基嘧啶
• 英文名称: 2-chloro-4-(3-fluoro-4-methoxyphenyl)-5-methylpyrimidine
• 英文别名: 2-Chloro-4-(3-fluoro-4-methoxyphenyl)-5-methylpyrimidine
• CAS: 1375457-39-8
• 化学式: C₁₂H₁₀ClFN₂O
• 分子量: 252.676
• InChiKey: JMWCWUDEGBGVJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  35
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-氯-4-(3-氟-4-甲氧基苯基)-5-甲基嘧啶 在 水 、 palladium diacetate 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  The discovery of novel N-(2-pyrimidinylamino) benzamide derivatives as potent hedgehog signaling pathway inhibitors

  摘要：

  Hedgehog signaling pathway inhibitors are emerging as new therapeutic intervention against cancer. A novel series of N-(2-pyrimidinylamino) benzamide derivatives as hedgehog signaling pathway inhibitors were designed and synthesized. Most compounds presented significant inhibitory effect on hedgehog signaling pathway, among which 21 compounds exhibited more potent than vismodegib. Furthermore, compound 6a showed moderate pharmacokinetic properties in vivo, representing a promising lead compound for further exploration. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.10.022
• 作为产物：
  描述：

  2,4-二氯-5-甲基嘧啶 、 3-氟-4-甲氧基苯硼酸 在 bis-triphenylphosphine-palladium(II) chloride 、 三乙胺 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-氯-4-(3-氟-4-甲氧基苯基)-5-甲基嘧啶
  参考文献：
  名称：

  The discovery of novel N-(2-pyrimidinylamino) benzamide derivatives as potent hedgehog signaling pathway inhibitors

  摘要：

  Hedgehog signaling pathway inhibitors are emerging as new therapeutic intervention against cancer. A novel series of N-(2-pyrimidinylamino) benzamide derivatives as hedgehog signaling pathway inhibitors were designed and synthesized. Most compounds presented significant inhibitory effect on hedgehog signaling pathway, among which 21 compounds exhibited more potent than vismodegib. Furthermore, compound 6a showed moderate pharmacokinetic properties in vivo, representing a promising lead compound for further exploration. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.10.022

文献信息

• [EN] PYRIDINE COMPOUNDS AND AZA ANALOGUES THEREOF AS TYK2 INHIBITORS<br/>[FR] COMPOSÉS DE PYRIDINE ET LEURS ANALOGUES AZA EN TANT QU'INHIBITEURS DE TYK2
  申请人：CELLZOME LTD

  公开号：WO2012062704A1

  公开（公告）日：2012-05-18

  The present invention relates to compounds of formula (I), wherein R1 to R3, X1, X2 have the meaning as cited in the description and the claims. Said compounds are useful as TYK2 inhibitors for the treatment or prophylaxis of immunological, inflammatory, autoimmune, allergic disorders, and immunologically-mediated diseases. The invention also relates to pharmaceutical compositions including said compounds as well as their use as medicaments.

  本发明涉及式(I)的化合物，其中R1至R3，X1，X2的含义如描述和权利要求中所述。所述化合物可用作TYK2抑制剂，用于治疗或预防免疫、炎症、自身免疫、过敏性疾病和免疫介导性疾病。该发明还涉及包括所述化合物的药物组合物，以及它们作为药物的用途。
• PYRIDINE COMPOUNDS AND AZA ANALOGUES THEREOF AS TYK2 INHIBITORS
  申请人：Cellzome Limited

  公开号：EP2638018A1

  公开（公告）日：2013-09-18
• The discovery of novel N-(2-pyrimidinylamino) benzamide derivatives as potent hedgehog signaling pathway inhibitors
  作者：Minhang Xin、Jun Wen、Feng Tang、Chongxing Tu、Han Shen、Xinge Zhao

  DOI：10.1016/j.bmcl.2013.10.022

  日期：2013.12

  Hedgehog signaling pathway inhibitors are emerging as new therapeutic intervention against cancer. A novel series of N-(2-pyrimidinylamino) benzamide derivatives as hedgehog signaling pathway inhibitors were designed and synthesized. Most compounds presented significant inhibitory effect on hedgehog signaling pathway, among which 21 compounds exhibited more potent than vismodegib. Furthermore, compound 6a showed moderate pharmacokinetic properties in vivo, representing a promising lead compound for further exploration. (C) 2013 Elsevier Ltd. All rights reserved.