8-{4,4-ethylenedioxy-4-[2-(5-iodothienyl)butyl]}-3-methyl-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one | 209530-78-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 8-{4,4-ethylenedioxy-4-[2-(5-iodothienyl)butyl]}-3-methyl-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
• 英文别名: 8-[3-[2-(5-Iodothiophen-2-yl)-1,3-dioxolan-2-yl]propyl]-3-methyl-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
• CAS: 209530-78-9
• 化学式: C₂₄H₃₀IN₃O₃S
• 分子量: 567.491
• InChiKey: IAIHPYAGWNZJPM-UHFFFAOYSA-N

物化性质

• 沸点：
  664.508±55.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.575±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  73.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  8-{4,4-ethylenedioxy-4-[2-(5-iodothienyl)butyl]}-3-methyl-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以91%的产率得到8-{4-[2-(5-iodothienyl)]-4-oxo-butyl}-3-methyl-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
  参考文献：
  名称：

  Synthesis of [123I]-8-[4-[2-(5-iodothienyl)]-4-oxobutyl]-3-methyl-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one: A potential dopamine D2 receptor radioligand for SPECT

  摘要：

  [I-123]-8-[4-[2-(5-Iodothienyl)]-4-oxobutyl]-3-methyl-1 phenyl-1,3,8-triazaspiro[4.5]-decan-4-one ((1) under bar)) has been synthesized as a potential ligand for dopamine D-2 receptors. This new compound proved to be moderate in lipophilicity (log P = 3.14) and exhibited high affinity (Ki = 1.9 nM) for the dopamine D-2 receptor as well as good selectivity for D-2 versus serotonin 5HT(2) receptors (Ki 5HT(2)/D-2 = 16.7) in vitro. The corresponding radioligand, I-123-(1) under bar, was synthesized from a thienyl tributylstannane precursor using oxidative iododestannylation methods. The radiochemical yield was 64-808 EOS (n = 5) and the purified product was >99% radiochemically purity with a specific activity >3,500 mCi/mu mol(>129,500 MBq/mu mol).

  DOI：

  10.1002/(sici)1099-1344(199805)41:5<363::aid-jlcr90>3.0.co;2-b
• 作为产物：
  描述：

  2-(3-Chloropropyl)-2-thiophen-2-yl[1,3]dioxolane 在 正丁基锂 、 三甲基氯化锡 、 碘 、 sodium carbonate 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 8-{4,4-ethylenedioxy-4-[2-(5-iodothienyl)butyl]}-3-methyl-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
  参考文献：
  名称：

  Synthesis of [123I]-8-[4-[2-(5-iodothienyl)]-4-oxobutyl]-3-methyl-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one: A potential dopamine D2 receptor radioligand for SPECT

  摘要：

  [I-123]-8-[4-[2-(5-Iodothienyl)]-4-oxobutyl]-3-methyl-1 phenyl-1,3,8-triazaspiro[4.5]-decan-4-one ((1) under bar)) has been synthesized as a potential ligand for dopamine D-2 receptors. This new compound proved to be moderate in lipophilicity (log P = 3.14) and exhibited high affinity (Ki = 1.9 nM) for the dopamine D-2 receptor as well as good selectivity for D-2 versus serotonin 5HT(2) receptors (Ki 5HT(2)/D-2 = 16.7) in vitro. The corresponding radioligand, I-123-(1) under bar, was synthesized from a thienyl tributylstannane precursor using oxidative iododestannylation methods. The radiochemical yield was 64-808 EOS (n = 5) and the purified product was >99% radiochemically purity with a specific activity >3,500 mCi/mu mol(>129,500 MBq/mu mol).

  DOI：

  10.1002/(sici)1099-1344(199805)41:5<363::aid-jlcr90>3.0.co;2-b