N-[4-(aminomethyl)phenyl]-6-chloronicotinamide | 1039736-75-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[4-(aminomethyl)phenyl]-6-chloronicotinamide
• 英文别名: N-[4-(aminomethyl)phenyl]-6-chloropyridine-3-carboxamide
• CAS: 1039736-75-8
• 化学式: C₁₃H₁₂ClN₃O
• 分子量: 261.711
• InChiKey: HJHIYRWLXBQXNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  68
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,4-二氯-6-碘喹唑啉 、 N-[4-(aminomethyl)phenyl]-6-chloronicotinamide 以6-chloro-N-(4-{[(2-chloro-6-iodoquinazolin-4-yl)amino]methyl}phenyl)nicotinamide was isolated as an amorphous solid的产率得到6-chloro-N-(4-{[(2-chloro-6-iodoquinazolin-4-yl)amino]methyl}phenyl)nicotinamide
  参考文献：
  名称：

  AMINO-SUBSTITUTED QUINAZOLINE DERIVATIVES AS INHIBITORS OF BETA-CATENIN/TCF-4 PATHWAY AND CANCER TREATMENT AGENTS

  摘要：

  本发明涉及氨基取代的喹唑啉衍生物，作为β-连环蛋白/TCF-4途径的抑制剂，可用于癌症治疗；涉及其制备方法；涉及包含它们的制药组合物；以及使用它们的方法。

  公开号：

  US20090004185A1
• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 N-[4-(aminomethyl)phenyl]-6-chloronicotinamide
  参考文献：
  名称：

  Design and Synthesis of Novel Diaminoquinazolines with in Vivo Efficacy for β-Catenin/T-Cell Transcriptional Factor 4 Pathway Inhibition

  摘要：

  We are introducing a novel series of 2,4-diaminoquinazolines as beta-catenin/Tcf4 inhibitors which were identified by ligand-based design. Here we elucidate the SAR of this series and explain how we were able to improve key Molecular properties such as Solubility and cLogP leading to compound 9. Analogue 9 exhibited better biological activity and improved physical and pharmacological properties relative to the HTS hit 49. Furthermore, 9 demonstrated good cell growth inhibition against several human colorectal cancer lines such as LoVo and HT29. In addition, treatment with compound 9 led to gene expression changes that overlapped significantly with the transcriptional profile resulting from the pathway inhibition by siRNA knockdown of beta-catenin or Tcf4. Subsequently, 9 was tested for efficacy in a beta-catenin/RKE-mouse xenograft, where it led to more then 50% decrease in tumor Volume.

  DOI：

  10.1021/jm901370m

文献信息

• [EN] AMINO-SUBSTITUTED QUINAZOLINE DERIVATIVES AS INHIBITORS OF ß-CANTENIN/TCF-4 PATHWAY AND CANCER TREATMENT AGENTS<br/>[FR] DÉRIVÉS DE QUINALOZINE SUBSTITUÉS PAR AMINO EN TANT QU'INHIBITEURS DE LA VOIE B-CATÉNINE/TCF-4 ET AGENTS DE TRAITEMENT DU CANCER
  申请人：WYETH CORP

  公开号：WO2008086462A2

  公开（公告）日：2008-07-17

  [EN] The present invention relates to amino-substituted quinazoline derivatives as inhibitors of ß-catenin/tcf-4 pathway, which can be useful in the treatment of cancer; to processes for their preparation; to pharmaceutical compositions comprising them; and to methods of using them.
  [FR] L'invention concerne des dérivés de quinazoline substitués par amino en tant qu'inhibiteurs de voie b-caténine/TCF-4, qui peuvent être utiles dans le traitement du cancer ; des procédés pour leur préparation ; des compositions pharmaceutiques les renfermant ; et des procédés d'utilisation de ceux-ci.