3-acetamido-6-amino-4-methoxybenzoic acid methyl ester | 154119-55-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-acetamido-6-amino-4-methoxybenzoic acid methyl ester
• 英文别名: Methyl 5-acetamido-2-amino-4-methoxybenzoate
• CAS: 154119-55-8
• 化学式: C₁₁H₁₄N₂O₄
• 分子量: 238.243
• InChiKey: IGWUVBDGNNPYBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  90.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-acetamido-6-amino-4-methoxybenzoic acid methyl ester 在 吡啶 、 盐酸 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 5.0h， 生成 3-(acridin-9'-ylamino)-4-methoxy-6-methanesulfonamidobenzoic acid methyl ester hydrochloride
  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-acetamido-4-methoxy-6-nitrobenzoic acid methyl ester 在 palladium on activated charcoal ammonium formate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以98.5%的产率得到3-acetamido-6-amino-4-methoxybenzoic acid methyl ester
  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

文献信息

• Preparation and antitumor activity of an N-methylcarbamate derivative of amsacrine
  作者：WS El-Hamouly、JC Ruckdeschel、S Archer

  DOI：10.1016/0223-5234(93)90045-g

  日期：1993.1

  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.