N-methyl-7-aminoaziridinomitosene | 32633-56-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-methyl-7-aminoaziridinomitosene
• 英文别名: 6-amino-8-carbamoyloxymethyl-1,5-dimethyl-1,1a,2,8b-tetrahydro-azirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione；Anhydro-apo-porfimyrocin；[(4S,6S)-11-amino-5,12-dimethyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),7,11-trien-8-yl]methyl carbamate
• CAS: 32633-56-0
• 化学式: C₁₅H₁₆N₄O₄
• 分子量: 316.316
• InChiKey: FOELQKWZMAGDEK-JPFZJEPPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  120
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-methyl-7-aminoaziridinomitosene 、 水 生成 1,2-cis-1-hydroxy-2-methylamino-7-aminomitosene
  参考文献：
  名称：

  HAN, INSOOK;KOHN, HAROLD, J. ORG. CHEM., 56,(1991) N5, C. 4648-4653

  摘要：

  DOI：
• 作为产物：
  描述：

  泊非霉素 以43%的产率得到
  参考文献：
  名称：

  HAN, INSOOK;KOHN, HAROLD, J. ORG. CHEM., 56,(1991) N5, C. 4648-4653

  摘要：

  DOI：

文献信息

• 7-Aminoaziridinomitosenes: synthesis, structure, and chemistry
  作者：Insook Han、Harold Kohn

  DOI：10.1021/jo00015a016

  日期：1991.7

  7-Aminoleucoaziridinomitosene (2a) has been proposed as a key intermediate in the reductive activation process for the antineoplastic agent, mitomycin C (1a). Little is known about 2a and its oxidized equivalent, 7-aminoaziridinomitosene (3a). An expedient electrochemical procedure for 3a and the corresponding N-methyl analogue 3b has been developed. NMR spectral studies of 3a in DMF-d7 and DMSO-d6 provided important information concerning the solution-state structure for this adduct. Factors controlling the aziridine ring-opening process under reductive and nonreductive conditions have been determined, as well as evidence for the intermediacy of 2a in the reductive activation cascade of 1a.