2-hydroxy-12H-benzoxazolo<2,3-b>quinazolin-12-one | 153702-72-8

• 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: 2-hydroxy-12H-benzoxazolo<2,3-b>quinazolin-12-one
• CAS: 153702-72-8
• 化学式: C₁₄H₈N₂O₃
• 分子量: 252.229
• InChiKey: WFFCQTGCMHKETP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.74
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N,N-二甲氨基氯丙烷盐酸盐 、 2-hydroxy-12H-benzoxazolo<2,3-b>quinazolin-12-one 在 六甲基磷酰三胺 、 potassium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 以38.3%的产率得到2-(3-dimethylaminopropoxy)-12H-benzoxazolo<2,3-b>quinazolin-12-one
  参考文献：
  名称：

  Design of Antineoplastic Agents on the Basis of the "2-Phenylnaphthalene-Type" Structural Pattern. I. Synthesis of Substituted 3-Phenylquinazolones, Benzoxazolo[2,3-b]quinazolones and Benzothiazolo[2,3-b]quinazolones

  摘要：

  A number of substituted 3-phenylquinazolin-4-ones, 12H-benzoxazolo-[2,3-b]quniazolin-12-ones and 12H-benzothiazolo[2,3-b]quinazolin-12-ones were designed and synthesized on the basis of a ''2-phenylnaphthalene-type'' structural pattern hypothesis. The postulated pattern, which was uncovered among a substantial number of compounds of both natural and synthetic origins, was noted to be associated with compounds possessing a variety of biological properties which include the antineoplastic activity. Several compounds designed for the present study were found to exhibit potent cytotoxicity against the growth of human promyelocytic leukemia (HL-60) cells.

  DOI：

  10.3987/com-92-s(t)51
• 作为产物：
  描述：

  2-氯苯并恶唑 、 2-氨基-5-羟基苯甲酸 以 溶剂黄146 为溶剂， 反应 6.0h， 以43.8%的产率得到2-hydroxy-12H-benzoxazolo<2,3-b>quinazolin-12-one
  参考文献：
  名称：

  Design of Antineoplastic Agents on the Basis of the "2-Phenylnaphthalene-Type" Structural Pattern. I. Synthesis of Substituted 3-Phenylquinazolones, Benzoxazolo[2,3-b]quinazolones and Benzothiazolo[2,3-b]quinazolones

  摘要：

  A number of substituted 3-phenylquinazolin-4-ones, 12H-benzoxazolo-[2,3-b]quniazolin-12-ones and 12H-benzothiazolo[2,3-b]quinazolin-12-ones were designed and synthesized on the basis of a ''2-phenylnaphthalene-type'' structural pattern hypothesis. The postulated pattern, which was uncovered among a substantial number of compounds of both natural and synthetic origins, was noted to be associated with compounds possessing a variety of biological properties which include the antineoplastic activity. Several compounds designed for the present study were found to exhibit potent cytotoxicity against the growth of human promyelocytic leukemia (HL-60) cells.

  DOI：

  10.3987/com-92-s(t)51