6-iodo-harmane | 99969-87-6

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 6-iodo-harmane
• 英文别名: 6-iodo-1-methyl-9H-β-carboline；6-Jod-1-methyl-9H-β-carbolin；6-iodo-1-methyl-9H-pyrido[3,4-b]indole
• CAS: 99969-87-6
• 化学式: C₁₂H₉IN₂
• 分子量: 308.121
• InChiKey: RPUVLPBBSUQNCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-iodo-harmane 在 copper(I) chloride 、 sodium iodide 作用下， 以 phosphate buffer 、 乙醇 为溶剂， 反应 0.17h， 生成 6-[131I]-iodo-harmane
  参考文献：
  名称：

  Iodination, radioiodination and spectroscopic identification of β-carboline derivatives

  摘要：

  The synthesis and spectral properties (MS, and NMR) of radioiodinated beta-carbolines: 6-(I) and 8- (II) [I-131]-iodo-1-methyl-7-methoxy-beta-carboline ([I-131]-iodo-harmine), 6- (III) and 8- (IV) [I-131]-iodo-1-methyl-beta-carboline-7-ol ([I-131]-iodo-harmol), 8-[I-131]-iodo-1-methyl-7-methoxy-3,4-dihydro-beta-carboline (8-[I-131]-iodo-harmaline) (V), 8-[I-131]-iodo-3,4-dihydro-1-methyl-beta-carboline-7-ol (8-[I-131]-iodo-harmalol) (VI), 6-[I-131]-iodo-1-methyl-beta-carboline (6-[I-131]-iodo-harmane) (VII) are described. These are compounds of biological importance and can be used for brain mapping with SPECT technology.

  DOI：

  10.1002/(sici)1099-1344(199905)42:5<409::aid-jlcr195>3.0.co;2-a
• 作为产物：
  描述：

  哈尔满碱 在 碘 、 thallium(I) trifluoroacetate 、 三氟乙酸 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 0.25h， 以88%的产率得到6-iodo-harmane
  参考文献：
  名称：

  Iodination, radioiodination and spectroscopic identification of β-carboline derivatives

  摘要：

  The synthesis and spectral properties (MS, and NMR) of radioiodinated beta-carbolines: 6-(I) and 8- (II) [I-131]-iodo-1-methyl-7-methoxy-beta-carboline ([I-131]-iodo-harmine), 6- (III) and 8- (IV) [I-131]-iodo-1-methyl-beta-carboline-7-ol ([I-131]-iodo-harmol), 8-[I-131]-iodo-1-methyl-7-methoxy-3,4-dihydro-beta-carboline (8-[I-131]-iodo-harmaline) (V), 8-[I-131]-iodo-3,4-dihydro-1-methyl-beta-carboline-7-ol (8-[I-131]-iodo-harmalol) (VI), 6-[I-131]-iodo-1-methyl-beta-carboline (6-[I-131]-iodo-harmane) (VII) are described. These are compounds of biological importance and can be used for brain mapping with SPECT technology.

  DOI：

  10.1002/(sici)1099-1344(199905)42:5<409::aid-jlcr195>3.0.co;2-a