Sodium; (11R,11aS)-8-hydroxy-7-methoxy-2-[1-methoxycarbonyl-meth-(E)-ylidene]-5-oxo-2,3,5,10,11,11a-hexahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-11-sulfonate | 94295-83-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: Sodium; (11R,11aS)-8-hydroxy-7-methoxy-2-[1-methoxycarbonyl-meth-(E)-ylidene]-5-oxo-2,3,5,10,11,11a-hexahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-11-sulfonate
• CAS: 94295-83-7
• 化学式: C₁₆H₁₇N₂O₈S*Na
• 分子量: 420.375
• InChiKey: OCEABBMOEMGVAE-OTKFKWBMSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.98
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  145.3
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  (11aS)-8-hydroxy-7-methoxy-2-<(methoxycarbonyl)methylene>-11-(methylthio)-2,3,5,11a-tetrahydro-1H-pyrrolo<2,1-c><1,4>benzodiazepine-5,11-dione 在 水 、 sodium hydrogensulfite 、 氢化铝 、 汞 作用下， 生成 Sodium; (11R,11aS)-8-hydroxy-7-methoxy-2-[1-methoxycarbonyl-meth-(E)-ylidene]-5-oxo-2,3,5,10,11,11a-hexahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-11-sulfonate
  参考文献：
  名称：

  Bicyclic and tricyclic analogs of anthramycin

  摘要：

  As analogues of pyrrolo[2,1-c][1,4]benzodiazepine antitumor antibiotics, such as anthramycin and tomaymycin, several benzo[1,4]diazepine imines and carbinolamine ethers were prepared and tested in vivo against P388 leukemia. Two different synthetic approaches, namely, a reduction of an aromatic nitro group with a concomitant cyclization and a reduction of a lactam, were employed to generate an imine or a carbinolamine moiety. Bicyclic analogues 6a', 6f, and 6g were found to be active, indicating that the pyrroline ring of anthramycin is not an absolute necessity for the antitumor activity. Compound 6g, 3,4-dihydro-9-hydroxy-4-propargyl-5H-1,4-benzodiazepin-5-one, was at least as active as neothramycin although it was 5 times less potent. Among the tricyclic analogues, compounds 5, 7a, and 8b were active against P388 leukemia, and they generally appear to be more potent than bicyclic analogues.

  DOI：

  10.1021/jm00381a020