2',7'-diiododihydrorhodamine 123 | 109244-60-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2',7'-diiododihydrorhodamine 123
• 英文别名: methyl 2-(3,6-diamino-2,7-diiodo-9H-xanthen-9-yl)benzoate
• CAS: 109244-60-2
• 化学式: C₂₁H₁₆I₂N₂O₃
• 分子量: 598.179
• InChiKey: SDZGLOQHEUCVCA-UHFFFAOYSA-N

物化性质

• 沸点：
  587.3±50.0 °C(Predicted)
• 密度：
  1.942±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  87.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  rhodamin 123 在 sodium tetrahydroborate 、 N-氯代丁二酰亚胺 、 ammonium acetate 、 sodium iodide 作用下， 以 甲醇 、 四氯化碳 、 二氯甲烷 、 水 为溶剂， 反应 2.0h， 生成 2',7'-diiododihydrorhodamine 123
  参考文献：
  名称：

  Synthesis and biological studies of iodinated (127/125I) derivatives of rhodamine 123

  摘要：

  Rhodamine 123, a mitochondrial stain that preferentially accumulates in certain cancer cells, has been reduced and iodinated by using NaI in the presence of N-chlorosuccinimide. The various mono-, di-, and triiodo derivatives have been isolated and characterized. These nonfluorescent compounds are taken up by mammalian cells, become fluorescent within the cytoplasm (presumably following oxidation), and show the same pattern of localization as the parent compound. Iodination with no-carrier-added Na125I yields the same mixture of compounds. All 125I derivatives accumulate preferentially in PC3 adenocarcinoma cells compared with V79 lung fibroblasts, with the differential being greatest for the monoiodo compound, followed by the di- and triiodo derivatives.

  DOI：

  10.1021/jm00393a013

文献信息

• KINSEY, BERMA M.;KASSIS, AMIN I.;FAYAD, FAHED;LAYNE, WARREN W.;ADELSTEIN,+, J. MED. CHEM., 30,(1987) N 10, 1757-1761
  作者：KINSEY, BERMA M.、KASSIS, AMIN I.、FAYAD, FAHED、LAYNE, WARREN W.、ADELSTEIN,+

  DOI：——

  日期：——
• KINSEY B. M.; KASSIS A. I.; FAYAD F.; LAYNE W. W.; ADELSTEIN S. J., J. LABELLED COMPOUNDS AND RADIOPHARM., 23,(1986) N 10-12, 1257-1258
  作者：KINSEY B. M.、 KASSIS A. I.、 FAYAD F.、 LAYNE W. W.、 ADELSTEIN S. J.

  DOI：——

  日期：——
• Synthesis and biological studies of iodinated (127/125I) derivatives of rhodamine 123
  作者：Berma M. Kinsey、Amin I. Kassis、Fahed Fayad、Warren W. Layne、S. James Adelstein

  DOI：10.1021/jm00393a013

  日期：1987.10

  Rhodamine 123, a mitochondrial stain that preferentially accumulates in certain cancer cells, has been reduced and iodinated by using NaI in the presence of N-chlorosuccinimide. The various mono-, di-, and triiodo derivatives have been isolated and characterized. These nonfluorescent compounds are taken up by mammalian cells, become fluorescent within the cytoplasm (presumably following oxidation), and show the same pattern of localization as the parent compound. Iodination with no-carrier-added Na125I yields the same mixture of compounds. All 125I derivatives accumulate preferentially in PC3 adenocarcinoma cells compared with V79 lung fibroblasts, with the differential being greatest for the monoiodo compound, followed by the di- and triiodo derivatives.