N²-<(2-nitrophenyl)thio>oxamniquine | 114719-27-6

• 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: N²-<(2-nitrophenyl)thio>oxamniquine
• 英文别名: [7-nitro-2-[[(2-nitrophenyl)sulfanyl-propan-2-ylamino]methyl]-1,2,3,4-tetrahydroquinolin-6-yl]methanol
• CAS: 114719-27-6
• 化学式: C₂₀H₂₄N₄O₅S
• 分子量: 432.5
• InChiKey: MQNOUEFJQNZXOW-UHFFFAOYSA-N

物化性质

• 熔点：
  155 °C(Solvent: Dichloromethane; Hexane)
• 沸点：
  614.7±65.0 °C(predicted)
• 密度：
  1.39±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.14
• 重原子数：
  30.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  121.78
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  N²-<(2-nitrophenyl)thio>oxamniquine 在 盐酸 、 4-二甲氨基吡啶 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 oxamniquine N-methylcarbamate
  参考文献：
  名称：

  Studies on some derivatives of oxamniquine

  摘要：

  On the basis of the remarkable biological similarities between hycanthone and oxamniquine and as a sequel to our finding that some esters of hycanthone are active against hycanthone-resistant schistosomes, we prepared oxamniquine acetate, oxamniquine N-methylcarbamate, and four substituted phenylsulfonohydrazones of oxamniquine aldehyde. These compounds were tested for their effect on survival of and on [3H]uridine incorporation into hycanthone-sensitive and -resistant Schistosoma mansoni. All of these derivatives were effective to a greater or lesser degree in killing worms and in inhibiting [3H]uridine incorporation in the sensitive strain, but none was effective in the resistant strain.

  DOI：

  10.1021/jm00403a024
• 作为产物：
  描述：

  硝羟四氢喹啉胺 在 manganese(IV) oxide 、 sodium tetrahydroborate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 N²-<(2-nitrophenyl)thio>oxamniquine
  参考文献：
  名称：

  Studies on some derivatives of oxamniquine

  摘要：

  On the basis of the remarkable biological similarities between hycanthone and oxamniquine and as a sequel to our finding that some esters of hycanthone are active against hycanthone-resistant schistosomes, we prepared oxamniquine acetate, oxamniquine N-methylcarbamate, and four substituted phenylsulfonohydrazones of oxamniquine aldehyde. These compounds were tested for their effect on survival of and on [3H]uridine incorporation into hycanthone-sensitive and -resistant Schistosoma mansoni. All of these derivatives were effective to a greater or lesser degree in killing worms and in inhibiting [3H]uridine incorporation in the sensitive strain, but none was effective in the resistant strain.

  DOI：

  10.1021/jm00403a024

文献信息

• EL-HAMOULY, WAGEEH;PICA-MATTOCCIA, LIVIA;CIOLI, DONATO;SCHWARTZ, HERBERT +, J. MED. CHEM., 31,(1988) N 8, 1629-1631
  作者：EL-HAMOULY, WAGEEH、PICA-MATTOCCIA, LIVIA、CIOLI, DONATO、SCHWARTZ, HERBERT +

  DOI：——

  日期：——