cytidine dialdehyde | 61074-05-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: cytidine dialdehyde
• 英文别名: 2-[1-(4-amino-2-oxo-2H-pyrimidin-1-yl)-2-oxo-ethoxy]-3-hydroxy-propionaldehyde；Cytidin-dialdehyd；1(2H)-Pyrimidineacetaldehyde, (R-(R*,R*))-；(2R)-2-[(1R)-1-(4-amino-2-oxopyrimidin-1-yl)-2-oxoethoxy]-3-hydroxypropanal
• CAS: 61074-05-3
• 化学式: C₉H₁₁N₃O₅
• 分子量: 241.203
• InChiKey: OPPFZVJHCMHEOB-POYBYMJQSA-N

物化性质

• 沸点：
  440.3±55.0 °C(Predicted)
• 密度：
  1.53±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.7
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  122
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  柔红霉素 盐酸盐 、 cytidine dialdehyde 在 sodium cyanoborohydride 作用下， 以 水 、 乙腈 为溶剂， 反应 3.0h， 以16%的产率得到
  参考文献：
  名称：

  Daunorubicin Derivatives Obtained from Daunorubicin and Nucleoside Dialdehydes

  摘要：

  Nucleoside dialdehydes were obtained by periodate oxidation of adenosine, cytidine, guanosine, uridine or 6-azauridine in the presence of Dowex (1x8; CH3COO-). Reductive alkylation of daunorubicin with these dialdehydes in the presence of NaBH3CN produced a series of 3'-deamino-3'-(4-morpholino)daunorubicin or 13-(R,S)-dihydrodaunorubicin derivatives, the latter being mixtures of two diastereomers at 13-C atom. The morpholino-daunorubicin derivatives containing nucleic base moieties are less cytotoxic than cyanomorpholino-daunorubicin, morpholino-daunorubicin and even than the parent antibiotic.

  DOI：

  10.1080/07328319708002524
• 作为产物：
  描述：

  胞苷 在 Dowex resin (1x8, CH₃CO₂^-) 、 过碘酸 作用下， 以 水 为溶剂， 反应 6.0h， 生成 cytidine dialdehyde
  参考文献：
  名称：

  Daunorubicin Derivatives Obtained from Daunorubicin and Nucleoside Dialdehydes

  摘要：

  Nucleoside dialdehydes were obtained by periodate oxidation of adenosine, cytidine, guanosine, uridine or 6-azauridine in the presence of Dowex (1x8; CH3COO-). Reductive alkylation of daunorubicin with these dialdehydes in the presence of NaBH3CN produced a series of 3'-deamino-3'-(4-morpholino)daunorubicin or 13-(R,S)-dihydrodaunorubicin derivatives, the latter being mixtures of two diastereomers at 13-C atom. The morpholino-daunorubicin derivatives containing nucleic base moieties are less cytotoxic than cyanomorpholino-daunorubicin, morpholino-daunorubicin and even than the parent antibiotic.

  DOI：

  10.1080/07328319708002524

文献信息

• Daunorubicin Derivatives Obtained from Daunorubicin and Nucleoside Dialdehydes
  作者：Eugenia N. Olsufyeva、Nikolai A. Brusentsov、Nedyalka Todorova、Jan Balzarini、Erik De Clercq、Maria N. Preobrazhenskaya

  DOI：10.1080/07328319708002524

  日期：1997.1

  Nucleoside dialdehydes were obtained by periodate oxidation of adenosine, cytidine, guanosine, uridine or 6-azauridine in the presence of Dowex (1x8; CH3COO-). Reductive alkylation of daunorubicin with these dialdehydes in the presence of NaBH3CN produced a series of 3'-deamino-3'-(4-morpholino)daunorubicin or 13-(R,S)-dihydrodaunorubicin derivatives, the latter being mixtures of two diastereomers at 13-C atom. The morpholino-daunorubicin derivatives containing nucleic base moieties are less cytotoxic than cyanomorpholino-daunorubicin, morpholino-daunorubicin and even than the parent antibiotic.