3-[Amino-(5-phenoxy-1,3-benzoxazol-2-yl)amino]propanenitrile | 114997-12-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-[Amino-(5-phenoxy-1,3-benzoxazol-2-yl)amino]propanenitrile
• CAS: 114997-12-5
• 化学式: C₁₆H₁₄N₄O₂
• 分子量: 294.313
• InChiKey: CZCZLVBMCNDKLJ-UHFFFAOYSA-N

物化性质

• 熔点：
  137-139 °C
• 沸点：
  505.4±56.0 °C(predicted)
• 密度：
  1.327±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  88.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-Phenoxy-benzooxazole-2-thiol 在 五氯化磷 作用下， 以 1,4-二氧六环 、 苯 为溶剂， 反应 2.0h， 生成 3-[Amino-(5-phenoxy-1,3-benzoxazol-2-yl)amino]propanenitrile
  参考文献：
  名称：

  3-[1-(2-Benzoxazolyl)hydrazino]propanenitrile derivatives: inhibitors of immune complex induced inflammation

  摘要：

  3-[1-(2-Benzoxazolyl)hydrazino]propanenitrile derivatives were evaluated in the dermal and pleural reverse passive Arthus reactions in the rat. In the pleural test these compounds were effective in reducing exudate volume and accumulation of white blood cells. This pattern of activity was similar to that of hydrocortisone and different from that of indomethacin. The structural requirements for inhibiting the Arthus reactions were studied by systematic chemical modification of 1. These structure-activity relationship studies revealed that nitrogen 1' of the hydrazino group is essential for activity and must be electron rich, whereas chemical modifications of other sites of 1 had only a modest effect on activity.

  DOI：

  10.1021/jm00117a010

文献信息

• HAVIV, FORTUNA;RATAJCZYK, JAMES D.;DENET, ROBERT W.;KERDESKY, FRANCIS A.;+, J. MED. CHEM., 31,(1988) N 9, C. 1719-1728
  作者：HAVIV, FORTUNA、RATAJCZYK, JAMES D.、DENET, ROBERT W.、KERDESKY, FRANCIS A.、+

  DOI：——

  日期：——
• 3-[1-(2-Benzoxazolyl)hydrazino]propanenitrile derivatives: inhibitors of immune complex induced inflammation
  作者：Fortuna Haviv、James D. Ratajczyk、Robert W. DeNet、Francis A. Kerdesky、Roland L. Walters、Steven P. Schmidt、James H. Holms、Patrick R. Young、George W. Carter

  DOI：10.1021/jm00117a010

  日期：1988.9

  3-[1-(2-Benzoxazolyl)hydrazino]propanenitrile derivatives were evaluated in the dermal and pleural reverse passive Arthus reactions in the rat. In the pleural test these compounds were effective in reducing exudate volume and accumulation of white blood cells. This pattern of activity was similar to that of hydrocortisone and different from that of indomethacin. The structural requirements for inhibiting the Arthus reactions were studied by systematic chemical modification of 1. These structure-activity relationship studies revealed that nitrogen 1' of the hydrazino group is essential for activity and must be electron rich, whereas chemical modifications of other sites of 1 had only a modest effect on activity.