2-amino-4-(3-bromo-4,5-dimethoxy-phenyl)-4H-1-oxa-10-aza-phenanthrene-3-carbonitrile | 1375352-77-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 2-amino-4-(3-bromo-4,5-dimethoxy-phenyl)-4H-1-oxa-10-aza-phenanthrene-3-carbonitrile
• 英文别名: 2-amino-4-(3-bromo-4,5-dimethoxyphenyl)-4H-1-oxa-10-azaphenanthrene-3-carbonitrile；3-amino-1-(3-bromo-4,5-dimethoxyphenyl)-1H-pyrano[2,3-c]isoquinoline-2-carbonitrile
• CAS: 1375352-77-4
• 化学式: C₂₁H₁₆BrN₃O₃
• 分子量: 438.28
• InChiKey: QBVRFVYKTBDPFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  90.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-羟基异喹啉 、 3-溴-4,5-二甲氧基苯甲醛 、 丙二腈 在 三乙烯二胺 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以70%的产率得到2-amino-4-(3-bromo-4,5-dimethoxy-phenyl)-4H-1-oxa-10-aza-phenanthrene-3-carbonitrile
  参考文献：
  名称：

  [EN] CHROMENE DERIVATIVES AND THEIR ANALOGA AS WNT PATHWAY ANTAGONISTS
  [FR] DÉRIVÉS DE CHROMÈNE ET LEURS ANALOGUES EN TANT QU'ANTAGONISTES DE LA VOIE WNT

  摘要：

  公开号：

  WO2012062905A3

文献信息

• CHROMENE DERIVATIVES AND THEIR ANALOGA AS WNT PATHWAY ANTAGONISTS
  申请人：Boutros Michael

  公开号：US20130296344A1

  公开（公告）日：2013-11-07

  Compounds according to the general formula (I) wherein X 1 , X 2 , X 3 and X 4 independently from each other are N or CR 8 wherein R 8 may be same or different, and wherein up to 3 of the group X 1 , X 2 , X 3 and X 4 may be N; A is a 5- or 6-membered aromatic or heteroaromtic cycle containing 1 to 3 heteroatoms selected from the group consisting of N, O and S wherein A may be substituted by 1 to 5 substituents R which may be same or different; their solvates, hydrates, and pharmaceutically acceptable salts for the treatment of a disorder or disease associated with an aberrant activation of Wnt signalling in a mammal selected from a cell proliferative disorder, rheumatoid arthritis, increased bone density, aging or age-related disorders and/or diseases or Dupuytren disease (superficial fibromatosis).

  根据通式（I），其中X1、X2、X3和X4独立地为N或CR8，其中R8可以相同或不同，且X1、X2、X3和X4中最多3个可以为N；A是一个含有1至3个异原子（选自N、O和S）的5-或6元芳香或杂芳基环，其中A可以被1至5个基团R取代，这些基团可以相同或不同；它们的溶剂化物、水合物和药学上可接受的盐用于治疗与哺乳动物中Wnt信号通路异常激活相关的疾病或症状，包括细胞增殖性疾病、类风湿性关节炎、骨密度增加、衰老或与年龄相关的疾病或疾病或杜普伊特伦病（表浅性纤维瘤病）。
• Chromene derivatives and their analoga as Wnt pathway antagonists
  申请人：Boutros Michael

  公开号：US09371333B2

  公开（公告）日：2016-06-21

  Compounds of formula (IIc); wherein X3 and X4 independently from each other are N or CR8 wherein R8 may be same or different; Y1, Y2, Y3 and Y4 independently from each other are N or CR9 wherein R9 may be same or different and wherein up to 3 of the group Y1, Y2, Y3 and Y4 may be N; their solvates, hydrates, and pharmaceutically acceptable salts, their use for modulating the Wnt signalling pathway activity and their use as a medicament, preferably for the treatment of cancer.

  式子(IIc)的化合物; 其中X3和X4独立地是N或CR8，其中R8可以相同或不同; Y1、Y2、Y3和Y4独立地是N或CR9，其中R9可以相同或不同，其中Y1、Y2、Y3和Y4中最多有3个可以是N; 它们的溶剂化物、水合物和药学上可接受的盐，它们用于调节Wnt信号通路活性和作为药物使用，优选用于治疗癌症。
• Chromene derivatives and their analogs as Wnt pathway antagonists
  申请人：Deutsches Krebsforschungszentrum

  公开号：US10065939B2

  公开（公告）日：2018-09-04

  Compounds of formula (IIc); wherein X3 and X4 independently from each other are N or CR8 wherein R8 may be same or different; Y1, Y2, Y3 and Y4 independently from each other are N or CR9 wherein R9 may be same or different and wherein up to 3 of the group Y1, Y2, Y3 and Y4 may be N; their solvates, hydrates, and pharmaceutically acceptable salts, their use for modulating the Wnt signalling pathway activity and their use as a medicament, preferably for the treatment of cancer.

  式（IIc）化合物；其中 X3 和 X4 相互独立地为 N 或 CR8（其中 R8 可以相同或不同）；Y1、Y2、Y3 和 Y4 相互独立地为 N 或 CR9（其中 R9 可以相同或不同），且 Y1、Y2、Y3 和 Y4 组中最多有 3 个可以是 N；它们的溶解物、水合物和药学上可接受的盐；它们在调节 Wnt 信号通路活性方面的用途以及它们作为药物（最好用于治疗癌症）的用途。
• [EN] CHROMENE DERIVATIVES AND THEIR ANALOGA AS WNT PATHWAY ANTAGONISTS<br/>[FR] DÉRIVÉS DE CHROMÈNE ET LEURS ANALOGUES À TITRE D'ANTAGONISTES DE LA VOIE WNT
  申请人：DEUTSCHES KREBSFORSCH

  公开号：WO2012062901A3

  公开（公告）日：2012-08-30
• CHROMENE DERIVATIVES AND THEIR ANALOGS AS WNT PATHWAY ANTAGONISTS
  申请人：Deutsches Krebsforschungszentrum

  公开号：US20160355496A1

  公开（公告）日：2016-12-08

  Compounds of formula (IIc); wherein X 3 and X 4 independently from each other are N or CR 8 wherein R 8 may be same or different; Y 1 , Y 2 , Y 3 and Y 4 independently from each other are N or CR 9 wherein R 9 may be same or different and wherein up to 3 of the group Y 1 , Y 2 , Y 3 and Y 4 may be N; their solvates, hydrates, and pharmaceutically acceptable salts, their use for modulating the Wnt signalling pathway activity and their use as a medicament, preferably for the treatment of cancer.