(4-chloro-3-cyano-6-methoxy-7-quinolyl)trifluoromethanesulfonate | 364793-72-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (4-chloro-3-cyano-6-methoxy-7-quinolyl)trifluoromethanesulfonate
• 英文别名: 4-chloro-3-cyano-6-methoxy-7-quinolinyl trifluoromethanesulfonate；Methanesulfonic acid, 1,1,1-trifluoro-, 4-chloro-3-cyano-6-methoxy-7-quinolinyl ester；(4-chloro-3-cyano-6-methoxyquinolin-7-yl) trifluoromethanesulfonate
• CAS: 364793-72-6
• 化学式: C₁₂H₆ClF₃N₂O₄S
• 分子量: 366.705
• InChiKey: ZHLHPOYUBOWGCP-UHFFFAOYSA-N

物化性质

• 沸点：
  486.9±45.0 °C(Predicted)
• 密度：
  1.68±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  97.7
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (4-chloro-3-cyano-6-methoxy-7-quinolyl)trifluoromethanesulfonate 在 四(三苯基膦)钯 、 吡啶盐酸盐 、 碳酸氢钠 作用下， 以 乙二醇乙醚 、 乙二醇二甲醚 为溶剂， 生成 4-(2,4-dichloro-5-methoxyanilino)-6-methoxy-7-{3-[2-(4-morpholinyl) ethyl]phenyl }-3-quinolinecarbonitrile
  参考文献：
  名称：

  Substituted 4-anilino-7-phenyl-3-quinolinecarbonitriles as Src kinase inhibitors

  摘要：

  A series of substituted 4-anilino-7-phenyl-3-quinolinecarbonitriles has been prepared as Src kinase inhibitors. Optimal activity is observed with compounds that have basic amines attached via the para position of the 7-phenyl ring, and a hydrogen atom at the C-6 position. The best compounds are low nanomolar inhibitors of Src kinase, and have potent activity against Src-transformed fibroblast cells. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00577-2
• 作为产物：
  描述：

  香草酸甲酯 在 吡啶 、 硝酸 、 三氯化硼 、 铁粉 、 potassium carbonate 、 氯化铵 、 溶剂黄146 、 三氯氧磷 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (4-chloro-3-cyano-6-methoxy-7-quinolyl)trifluoromethanesulfonate
  参考文献：
  名称：

  Substituted 4-anilino-7-phenyl-3-quinolinecarbonitriles as Src kinase inhibitors

  摘要：

  A series of substituted 4-anilino-7-phenyl-3-quinolinecarbonitriles has been prepared as Src kinase inhibitors. Optimal activity is observed with compounds that have basic amines attached via the para position of the 7-phenyl ring, and a hydrogen atom at the C-6 position. The best compounds are low nanomolar inhibitors of Src kinase, and have potent activity against Src-transformed fibroblast cells. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00577-2

文献信息

• 3-cyanoquinolines, 3-cyano-1,6-naphthyridines, and 3-cyano-1,7-naphthyridines as protein kinase inhibitors
  申请人：American Home Products Corporation

  公开号：US20020026052A1

  公开（公告）日：2002-02-28

  This invention provides compounds of Formula (I), having the structure 1 where T, Z, X, A, R 1 , R 2a , R 2b , R 2c , R 3 , R 4 , and n are defined herein, or a pharmaceutically acceptable salt thereof which are useful as antineoplastic agents and in the treatment of osteoporosis and polycystic kidney disease.

  这项发明提供了具有结构的化合物（I）的公式， 其中T、Z、X、A、R 1 、R 2a 、R 2b 、R 2c 、R 3 、R 4 和n在此处定义，或其药学上可接受的盐，这些化合物可用作抗肿瘤药物，并用于骨质疏松症和多囊肾病的治疗。
• 一类氘代3-氰基喹啉类化合物、其药用组合 物、制备方法及其用途
  申请人：上海医药集团股份有限公司

  公开号：CN103848785B

  公开（公告）日：2016-07-13

  本发明公开了一类氘代3?氰基喹啉类化合物或其药学上可接受的盐、溶剂化物、前体药物、立体异构体、互变异构体、多晶型物或代谢产物等和含有这类化合物的药物组合物，以及这些化合物或组合物在制备治疗或预防肿瘤的药物特别是蛋白激酶抑制剂类药物中的用途。与现有技术相比，本发明的化合物在血药浓度、半衰期、清除率、微粒体稳定性、生物利用度或者酶抑制等性质上具有明显的优异性，因此可以更有效地抑制一种以上的蛋白激酶活性和/或抑制肿瘤细胞的生长。
• Methods of synthesizing radiolabeled 3-cyano[14C]quinolines
  申请人：Olszewski David John

  公开号：US20070208164A1

  公开（公告）日：2007-09-06

  The present invention is directed to radiolabeled 3-cyanoquinolines of the formula: and methods of synthesizing the same, wherein G 1 , G 2 R 1 , R 4 , Z, X, and n are as defined herein. The present invention is also directed to a radiolabeled intermediate compounds of formula (VII): wherein PG, G 1 , R 1 , R 4 , R 10 , and R 11 are as defined herein, and synthesis of the same.

  本发明涉及具有以下结构的放射性标记的3-氰基喹啉化合物及其合成方法，其中G1、G2、R1、R4、Z、X和n的定义如本文所述。本发明还涉及具有以下结构的放射性标记的中间化合物及其合成方法，其中PG、G1、R1、R4、R10和R11的定义如本文所述。
• [EN] 3-CYANOQUINOLINES,3-CYANO-1,6-NAPHTHYRIDINES, AND 3-CYANO-1,7-NAPHTHYRIDINES AS PROTEIN KINASE INHIBITORS<br/>[FR] 3-CYANOQUINOLINES,3-CYANO-1,6-NAPHTHYRIDINES ET 3-CYANO-1,7-NAPHTHYRIDINES UTILISEES COMME INHIBITEURS DE PROTEINEKINASE
  申请人：AMERICAN HOME PROD

  公开号：WO2001072711A1

  公开（公告）日：2001-10-04

  Compounds of Formula (I), having the structure or a pharmaceutically salt thereof are useful as antineoplastic agents and in the treatment of osteoporosis and polycystic kidney disease.

  具有结构式（I）或其药物盐的化合物在抗肿瘤药物和治疗骨质疏松症和多囊肾病方面是有用的。
• Further studies on ethenyl and ethynyl-4-phenylamino-3-quinolinecarbonitriles: identification of a subnanomolar Src kinase inhibitor
  作者：Ana Carolina Barrios Sosa、Diane H. Boschelli、Biqi Wu、Yan Wang、Jennifer M. Golas

  DOI：10.1016/j.bmcl.2005.01.004

  日期：2005.3

  Several new ethynyl- and ethenyl-4-phenylamino-3-quinolinecarbonitriles were synthesized and tested for Src inhibition. Derivatives bearing an ethenyl or ethynyl substituent at C-6 showed decreased Src inhibitory activity. Incorporation of an ethenylpyridine N-oxide group at C-7 provided 20b, a 0.6 nM inhibitor of Src enzymatic activity with excellent cellular potency. (c) 2005 Published by Elsevier Ltd.