5,8-dihydro-5-(4-nitrophenyl)-7H-[1,3]dioxolo[4,5-g][2]benzopyran-7-one | 501328-35-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 5,8-dihydro-5-(4-nitrophenyl)-7H-[1,3]dioxolo[4,5-g][2]benzopyran-7-one
• 英文别名: 5-(4-Nitrophenyl)-5,8-dihydro-[1,3]dioxolo[4,5-g]isochromen-7-one
• CAS: 501328-35-4
• 化学式: C₁₆H₁₁NO₆
• 分子量: 313.266
• InChiKey: RWKMGILRXNSBOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  90.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,8-dihydro-5-(4-nitrophenyl)-7H-[1,3]dioxolo[4,5-g][2]benzopyran-7-one 在 肼 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以97%的产率得到6-[(4-nitrophenyl)-hydroxymethyl]-1,3-benzodioxole-5-acetic acid hydrazide
  参考文献：
  名称：

  Synthesis and cytotoxic activity of 1,3-benzodioxole derivatives. Note II

  摘要：

  A series of 1,3-benzodioxoles (2-12) were synthesized and evaluated for their in vitro ability to inhibit the growth of three human tumor cell lines. No cytotoxic effects were noticed with any of the test compounds at a concentration of 10(-4) M.

  DOI：

  10.1016/s0014-827x(03)00053-3
• 作为产物：
  描述：

  6-(4-硝基苯甲酰)-1,3-苯并二氧戊环-5-乙酸甲酯 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以58%的产率得到5,8-dihydro-5-(4-nitrophenyl)-7H-[1,3]dioxolo[4,5-g][2]benzopyran-7-one
  参考文献：
  名称：

  Synthesis and antitumor activity of 1,3-benzodioxole derivatives

  摘要：

  A series of 1,3-benzodioxoles (5-19) was synthesized and evaluated for their in vitro antitumor activity against human tumor cell lines. Some derivatives exhibited tumor growth inhibition activity. In particular, 6-(4-aminobenzoyl)-1,3-benzodioxole-5-acetic acid methyl ester 8, the most active compound of the series, possesses a significant growth inhibitory activity on 52 cell lines at concentrations ranging from 10(-7) to 10(-5) M. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0014-827x(02)01276-4

文献信息

• Synthesis and antitumor activity of 1,3-benzodioxole derivatives
  作者：Nicola Micale、Maria Zappalà、Silvana Grasso

  DOI：10.1016/s0014-827x(02)01276-4

  日期：2002.9

  A series of 1,3-benzodioxoles (5-19) was synthesized and evaluated for their in vitro antitumor activity against human tumor cell lines. Some derivatives exhibited tumor growth inhibition activity. In particular, 6-(4-aminobenzoyl)-1,3-benzodioxole-5-acetic acid methyl ester 8, the most active compound of the series, possesses a significant growth inhibitory activity on 52 cell lines at concentrations ranging from 10(-7) to 10(-5) M. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.
• Synthesis and cytotoxic activity of 1,3-benzodioxole derivatives. Note II
  作者：Nicola Micale、Maria Zappalà、Silvana Grasso

  DOI：10.1016/s0014-827x(03)00053-3

  日期：2003.5

  A series of 1,3-benzodioxoles (2-12) were synthesized and evaluated for their in vitro ability to inhibit the growth of three human tumor cell lines. No cytotoxic effects were noticed with any of the test compounds at a concentration of 10(-4) M.