2,7-diamino-4-phenyl-4H-benzopyran-3-carbonitrile | 111861-39-3

• 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: 2,7-diamino-4-phenyl-4H-benzopyran-3-carbonitrile
• 英文别名: 2,7-diamino-4-phenyl-4H-chromene-3-carbonitrile；2,7-diamino-3-cyano-4-phenyl-4H-chromene
• CAS: 111861-39-3
• 化学式: C₁₆H₁₃N₃O
• 分子量: 263.299
• InChiKey: WGEMWNLLRMXKMZ-UHFFFAOYSA-N

物化性质

• 熔点：
  236-237 °C(Solv: ethanol (64-17-5))
• 沸点：
  515.5±50.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  85.1
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  2,7-diamino-4-phenyl-4H-benzopyran-3-carbonitrile 在 吡啶 、 一水合肼 作用下， 以 乙酸酐 、 苯 为溶剂， 反应 10.0h， 生成 3-amino-4-imino-5-phenyl-8-phenylsulphonamido-3,4,5-trihydrobenzopyrano<6,5-d>pyrimidine
  参考文献：
  名称：

  Radwan, Shaban M.; Bakhite, Etify A.; El-Dean, Adel M. Kamal, Phosphorus, Sulfur and Silicon and the Related Elements, 1995, vol. 101, # 1-4, p. 207 - 212

  摘要：

  DOI：
• 作为产物：
  描述：

  苄烯丙二腈 、 3-氨基苯酚 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 2,7-diamino-4-phenyl-4H-benzopyran-3-carbonitrile
  参考文献：
  名称：

  Synthesis, Structure-Activity Relationship (SAR) Studies on some 4-Aryl-4Hchromenes and Relationship between Lipophilicity and Antitumor Activity

  摘要：

  通过3-取代酚1、4、6和8与α-氰基肉桂腈衍生物2的反应，获得了一些4-芳基-4H-色烯3a-h、5a-g、7a-g和9a-g。我们探讨了在4-和7-位进行修饰的4-芳基-4H-色烯的结构-活性关系（SAR）。使用微培养四唑盐（MTT）比色法，与标准药物长春碱和多柔比星相比，研究了合成的化合物的抗肿瘤活性。一些化合物显示出良好的体外抗肿瘤活性。结构-活性关系（SAR）研究发现，4-芳基-4H-色烯的抗肿瘤活性显著受到亲脂性、计算得到的Log P值以及7-亲水或疏水取代基与4-位苯环上的疏水取代基之间的平衡的影响。新制备的化合物的结构通过元素分析和光谱数据得到了确认。

  DOI：

  10.2174/1570180811666140623204655

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-chromens, 2h-chromenes, chromans and analogs as activators of caspases and inducers of apoptosis and the use thereof
  申请人：Cai Xiong Sui

  公开号：US20050176750A1

  公开（公告）日：2005-08-11

  The present invention is directed to substituted 4H-chromenes, 2H-chromenes, chromans and analogs thereof, represented by the general Formula (I) wherein R 5 , A, B, X, Y, Z and dotted lines 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.

  本发明涉及被代替的4H-色烯、2H-色烯、色烷及其类似物，由通式（I）所表示，其中R5、A、B、X、Y、Z和虚线在此定义。本发明还涉及发现具有通式（I）的化合物是caspase的激活剂和凋亡的诱导剂。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出现的异常细胞的无控制生长和扩散的细胞死亡。
• 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 4H-chromens, 2H-chromenes, chromans and analogs as activators of caspases and inducers of apoptosis and the use thereof
  申请人：Cytovia, Inc.

  公开号：US07476741B2

  公开（公告）日：2009-01-13

  The present invention is directed to substituted 4H-chromenes, 2H-chromenes, chromans and analogs thereof, represented by the general Formula (I) wherein R5, A, B, X, Y, Z and dotted lines 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.

  本发明涉及一种以一般式（I）表示的取代的4H-色酮、2H-色酮、色烷及其类似物，其中R5、A、B、X、Y、Z和虚线如此定义。本发明还涉及发现具有公式（I）的化合物是caspase的激活剂和诱导凋亡剂。因此，本发明的caspase激活剂和诱导凋亡剂可用于在各种临床情况下诱导细胞死亡，其中不受控制的异常细胞的生长和扩散发生。
• Synthesis of Hydroxyquinoline Derivatives, Aminohydroxychromene, Aminocoumarin and Their Antibacterial Activities
  作者：Alaa S. Abd-El-Aziz、Ahmed M. El-Agrody、Ahmed H. Bedair、T. Christopher Corkery、Athar Ata

  DOI：10.3987/com-04-10089

  日期：——