2-(3-Chloropropyl)-2-(5-iodothiophen-2-yl)-1,3-dioxolane | 209530-77-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(3-Chloropropyl)-2-(5-iodothiophen-2-yl)-1,3-dioxolane
• CAS: 209530-77-8
• 化学式: C₁₀H₁₂ClIO₂S
• 分子量: 358.628
• InChiKey: PKCCGKPXNONEJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(3-Chloropropyl)-2-(5-iodothiophen-2-yl)-1,3-dioxolane 在 盐酸 、 sodium carbonate 、 potassium iodide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成 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 作用下， 生成 2-(3-Chloropropyl)-2-(5-iodothiophen-2-yl)-1,3-dioxolane
  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