2-amino-4-(3-bromo-4,5-dimethoxyphenyl)-3-cyano-4H-chromene | 475577-12-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 2-amino-4-(3-bromo-4,5-dimethoxyphenyl)-3-cyano-4H-chromene
• 英文别名: 2-amino-3-cyano-4-(3-bromo-4,5-dimethoxyphenyl)-4H-chromene；2-amino-4-(3-bromo-4,5-dimethoxyphenyl)-4H-chromene-3-carbonitrile
• CAS: 475577-12-9
• 化学式: C₁₈H₁₅BrN₂O₃
• 分子量: 387.233
• InChiKey: NPEMGKLGFVBASX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  77.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-amino-4-(3-bromo-4,5-dimethoxyphenyl)-3-cyano-4H-chromene 、 2,3-二氯-5,6-二氰基-1,4-苯醌 在 silica gel 作用下， 以 二氯甲烷 为溶剂， 以17 mg (79%)的产率得到4-(3-bromo-4,5-dimethoxyphenyl)-3-cyano-7-(dimethylamino)-2-imino-2H-chromene
  参考文献：
  名称：

  Substituted coumarins and quinolines and analogs as activators of caspases and inducers of apoptosis and the use thereof

  摘要：

  本发明涉及取代香豆素和喹啉及其类似物，由一般式I：1表示，其中A、B、X、Y和Z在此处定义。本发明还涉及发现具有式I的化合物是caspase的激活剂和凋亡诱导剂。因此，本发明的caspase激活剂和凋亡诱导剂可用于诱导在出现异常细胞的不受控制的生长和传播的各种临床状况中的细胞死亡。

  公开号：

  US20030114485A1

文献信息

• Substituted 4H-chromenes and analogs as activators of caspases and inducers of apoptosis and the use thereof
  申请人：Cytovia, Inc.

  公开号：US20030065018A1

  公开（公告）日：2003-04-03

  The present invention is directed to substituted 4H-chromenes and analogs thereof, represented by the general Formula I: 1 wherein R 1 -R 5 , A, Y and Z are defined herein. The present invention also relates to the discovery that compounds having Formula I are activators of caspases and inducers of apoptosis. Therefore, the activators of caspases and inducers of apoptosis of this invention can be used to induce cell death in a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.

  本发明涉及被一般式I表示的取代的4H-香豆素及其类似物： 1 其中R 1 -R 5 ，A，Y和Z在此处被定义。本发明还涉及发现具有式I的化合物是caspase的激活剂和凋亡诱导剂。因此，本发明的caspase激活剂和凋亡诱导剂可用于诱导在各种临床病况中发生细胞死亡，其中异常细胞的不受控制的生长和传播。
• SUBSTITUTED 4H-CHROMENES AND ANALOGS AS ACTIVATORS OF CASPASES AND INDUCERS OF APOPTOSIS AND THE USE THEREOF
  申请人：Cai Xiong Sui

  公开号：US20060035925A1

  公开（公告）日：2006-02-16

  The present invention is directed to substituted 4H-chromenes and analogs thereof, represented by the general Formula I: wherein R 1 -R 5 , A, Y and Z are defined herein. The present invention also relates to the discovery that compounds having Formula I are activators of caspases and inducers of apoptosis. Therefore, the activators of caspases and inducers of apoptosis of this invention can be used to induce cell death in a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.

  本发明涉及代替的4H-香豆素及其类似物，由通式I表示：其中R1-R5，A，Y和Z在此定义。本发明还涉及发现具有通式I的化合物是caspase的激活剂和凋亡诱导剂。因此，本发明的caspase激活剂和凋亡诱导剂可用于诱导在各种临床情况下不受控制的异常细胞的生长和扩散引起的细胞死亡。
• Substituted 4-aryl-chromene as activator of caspases and inducer of apoptosis and as antivascular agent and the use thereof
  申请人：Cai Sui Xiong

  公开号：US20080085328A1

  公开（公告）日：2008-04-10

  The present invention is directed to a substituted 4H-chromene represented by the Formula 1R, substantially free from the corresponding (S)-stereoisomer: The present invention also relates to the discovery that compound 1R, substantially free from the corresponding (S)-stereoisomer, is an activator of caspases and inducer of apoptosis, as well as an antivascular agent. Therefore, compound 1R, substantially free from the corresponding (S)-stereoisomer, can be used to induce cell death in a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs. Compound 1R, substantially free from the corresponding (S)-stereoisomer, also can be used for the treatment of diseases due to overgrowth of vasculature, such as solid tumors and ocular neovascularization.

  本发明涉及一种由公式1R表示的取代的4H-香豆素，基本上不含相应的（S）立体异构体。本发明还涉及发现化合物1R，基本上不含相应的（S）立体异构体，是caspases的激活剂和诱导凋亡的剂，同时也是抗血管生成剂。因此，基本上不含相应的（S）立体异构体的化合物1R可以用于在各种临床情况下诱导细胞死亡，其中异常细胞的不受控制的生长和扩散发生。基本上不含相应的（S）立体异构体的化合物1R还可用于治疗由于血管增生过度引起的疾病，如实体肿瘤和眼部新生血管形成。
• EP1392683A4
  申请人：——

  公开号：EP1392683A4

  公开（公告）日：2005-10-26
• SUBSTITUTED 4H-CHROMENES AND ANALOGS AS ACTIVATORS OF CASPASES AND INDUCERS OF APOPTOSIS AND THEIR USE AS ANTICANCER AGENTS
  申请人：Cytovia, Inc.

  公开号：EP1392683B1

  公开（公告）日：2009-12-02