4-(3,5-二氟苯胺基)-6-甲氧基-7-戊氧基-1,2,3-苯并三嗪 | 1048698-80-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并-1,2,3-三嗪类化合物
• 中文名称: 4-(3,5-二氟苯胺基)-6-甲氧基-7-戊氧基-1,2,3-苯并三嗪
• 英文名称: 4-(3,5-difluoroanilino)-6-methoxy-7-pentyloxy-1,2,3-benzotriazine
• 英文别名: 6-methoxy-7-pentyloxy-4-(3,5-difluoroanilino)-benzo[d][1,2,3]triazine；N-(3,5-difluorophenyl)-6-methoxy-7-pentoxy-1,2,3-benzotriazin-4-amine
• CAS: 1048698-80-1
• 化学式: C₁₉H₂₀F₂N₄O₂
• 分子量: 374.39
• InChiKey: WUZXWQYGLCHDCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  69.2
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-羟基-3-甲氧基苯甲腈 在 盐酸 、 palladium 10% on activated carbon 、 硝酸 、 potassium carbonate 、 环己烯 、 sodium nitrite 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 4-(3,5-二氟苯胺基)-6-甲氧基-7-戊氧基-1,2,3-苯并三嗪
  参考文献：
  名称：

  Synthesis and biological evaluation of substituted 1,2,3-benzotriazines and pyrido[3,2-d]-1,2,3-triazines as inhibitors of vascular endothelial growth factor receptor-2

  摘要：

  A novel series of substituted 1,2,3-benzotriazines and pyrido[3,2-d]-1,2,3-triazines were synthesized. The abilities of these compounds to inhibit the VEGFR-2 kinase activity and the proliferation of human microvascular endothelial cells (MVECs) were determined. 6-Methoxy-4-substituted-1,2,3-benzotriazines and 4-substituted-6-chloro-pyrido[3,2-d]-1,2,3-triazines have the abilities of inhibiting the VEGFR-2 kinase activity, but only the 4-substituted-6-chloro-pyrido[3,2-d]-1,2,3-triazines exhibit good growth inhibitory effects on MVECs. Compound 6-chloro-4-(3-trifluoromethylanilino)-pyrido[3,2-d][1,2,3] triazin (11d) is less half active than PTK787 to inhibit the VEGFR-2 kinase activity, but is more active than PTK787 to inhibit the growth of MVECs. The potential binding modes of 6d, 11d, and CTZ12 in complex with their putative intracellular target, VEGFR-2, were predicted using Surflex-Dock. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.10.009

文献信息

• AROMATIC RING FUSED TRIAZINE DERIVATIVES AND USES THEREOF
  申请人：Zhao Linxiang

  公开号：US20110183972A1

  公开（公告）日：2011-07-28

  The invention belongs to pharmaceutical field. The invention relates to the compounds according to Formula I, including their optically active forms, pharmaceutically acceptable salts or hydrates, and the pharmaceutical composition comprising thereof as active ingredient; uses in the preparation of vascular endothelial growth factor receptor tyrosine kinase inhibitors, and uses in the preparation of medicament for the treatment and/or prevention of cancer.

  本发明属于药物领域。本发明涉及根据公式I的化合物，包括它们的光学活性形式、药物可接受的盐或水合物，以及包含它们作为活性成分的药物组合物；用于制备血管内皮生长因子受体酪氨酸激酶抑制剂的使用，以及用于制备治疗和/或预防癌症的药物的使用。
• THE AROMATIC RING TRIAZINE DERIVATIVES AND THE USES THEREOF
  申请人：Shenyang Pharmaceutical University

  公开号：EP2251332A1

  公开（公告）日：2010-11-17

  The invention belongs to pharmaceutical field. The invention relates to the compounds according to Formula I. including their optically active forms, pharmaceutically acceptable salts or hydrates, and the pharmaceutical composition comprising thereof as active ingredient; uses in the preparation of vascular endothelial growth factor receptor tyrosine kinase inhibitors, and uses in the preparation of medicament for the treatment and/or prevention of cancer.

  本发明属于医药领域。本发明涉及符合式 I 的化合物，包括其光学活性形式、药学上可接受的盐或水合物，以及包含其作为活性成分的药物组合物；在制备血管内皮生长因子受体酪氨酸激酶抑制剂中的用途，以及在制备治疗和/或预防癌症的药物中的用途。
• US8349835B2
  申请人：——

  公开号：US8349835B2

  公开（公告）日：2013-01-08
• Synthesis and biological evaluation of substituted 1,2,3-benzotriazines and pyrido[3,2-d]-1,2,3-triazines as inhibitors of vascular endothelial growth factor receptor-2
  作者：Xing-Wang Zhao、Dan Liu、Sheng-Lin Luan、Guo-Dong Hu、Jin-Ling Lv、Yong-Kui Jing、Lin-Xiang Zhao

  DOI：10.1016/j.bmc.2013.10.009

  日期：2013.12

  A novel series of substituted 1,2,3-benzotriazines and pyrido[3,2-d]-1,2,3-triazines were synthesized. The abilities of these compounds to inhibit the VEGFR-2 kinase activity and the proliferation of human microvascular endothelial cells (MVECs) were determined. 6-Methoxy-4-substituted-1,2,3-benzotriazines and 4-substituted-6-chloro-pyrido[3,2-d]-1,2,3-triazines have the abilities of inhibiting the VEGFR-2 kinase activity, but only the 4-substituted-6-chloro-pyrido[3,2-d]-1,2,3-triazines exhibit good growth inhibitory effects on MVECs. Compound 6-chloro-4-(3-trifluoromethylanilino)-pyrido[3,2-d][1,2,3] triazin (11d) is less half active than PTK787 to inhibit the VEGFR-2 kinase activity, but is more active than PTK787 to inhibit the growth of MVECs. The potential binding modes of 6d, 11d, and CTZ12 in complex with their putative intracellular target, VEGFR-2, were predicted using Surflex-Dock. (C) 2013 Elsevier Ltd. All rights reserved.