3-(acridin-9'-ylamino)-4-methoxy-methanesulfonamidobenzyl alcohol | 154119-61-6

• 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: 3-(acridin-9'-ylamino)-4-methoxy-methanesulfonamidobenzyl alcohol
• 英文别名: N-[4-(acridin-9-ylamino)-2-(hydroxymethyl)-5-methoxyphenyl]methanesulfonamide
• CAS: 154119-61-6
• 化学式: C₂₂H₂₁N₃O₄S
• 分子量: 423.492
• InChiKey: WRIIAONKSOKBCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  109
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  异氰酸甲酯 、 3-(acridin-9'-ylamino)-4-methoxy-methanesulfonamidobenzyl alcohol 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以82%的产率得到3-(acridin-9'-ylamino)-4-methoxy-6-<(N-methylcarbamoyl)methanesulfonamido>benzyl alcohol N-methylcarbamate
  参考文献：
  名称：

  Preparation and antitumor activity of an N-methylcarbamate derivative of amsacrine

  摘要：

  An amsacrine derivative 10 containing an N-methylcarbamate residue was synthesized and tested for cytotoxicity in 4 human lung cancer cell lines along with amsacrine and adriamycin. The N-methyl-carbamate appeared to be as active as adriamycin and somewhat more cytotoxic than amsacrine.

  DOI：

  10.1016/0223-5234(93)90045-g
• 作为产物：
  描述：

  3-(acridin-9'-ylamino)-4-methoxy-6-methanesulfonamidobenzoic acid methyl ester 在 二异丁基氢化铝 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以600 mg的产率得到3-(acridin-9'-ylamino)-4-methoxy-methanesulfonamidobenzyl alcohol
  参考文献：
  名称：

  Preparation and antitumor activity of an N-methylcarbamate derivative of amsacrine

  摘要：

  An amsacrine derivative 10 containing an N-methylcarbamate residue was synthesized and tested for cytotoxicity in 4 human lung cancer cell lines along with amsacrine and adriamycin. The N-methyl-carbamate appeared to be as active as adriamycin and somewhat more cytotoxic than amsacrine.

  DOI：

  10.1016/0223-5234(93)90045-g