[6-[(2-Methyl-1,3-dioxolan-2-yl)methyl]-1,3-benzodioxol-5-yl]-(4-nitrophenyl)methanol | 501328-41-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: [6-[(2-Methyl-1,3-dioxolan-2-yl)methyl]-1,3-benzodioxol-5-yl]-(4-nitrophenyl)methanol
• CAS: 501328-41-2
• 化学式: C₁₉H₁₉NO₇
• 分子量: 373.362
• InChiKey: WKRWMGOELQUDGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [6-[(2-Methyl-1,3-dioxolan-2-yl)methyl]-1,3-benzodioxol-5-yl]-(4-nitrophenyl)methanol 在 盐酸 、 一水合肼 、 甲基磺酰氯 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 24.5h， 生成 3-methyl-6,7-methylenedioxy-1-(4-nitrophenyl)isoquinoline
  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
• 作为产物：
  描述：

  [6-[(2-Methyl-1,3-dioxolan-2-yl)methyl]-1,3-benzodioxol-5-yl]-(4-nitrophenyl)methanone 在 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 以65%的产率得到[6-[(2-Methyl-1,3-dioxolan-2-yl)methyl]-1,3-benzodioxol-5-yl]-(4-nitrophenyl)methanol
  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.