LY274601 butyrate thioester | 213132-08-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: LY274601 butyrate thioester
• 英文别名: S-[(7R)-7-(dipropylamino)-5,6,7,8-tetrahydronaphthalen-1-yl] butanethioate
• CAS: 213132-08-2
• 化学式: C₂₀H₃₁NOS
• 分子量: 333.538
• InChiKey: ORDBBIRVNZDVCT-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [11C]methyl iodide 、 LY274601 butyrate thioester 在 四丁基氢氧化铵 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.18h， 生成 [(11)C]LY274601
  参考文献：
  名称：

  Syntheses of [11C] and [3H] LY274601, a serotonin1A receptor agonist

  摘要：

  LY274601, R-(+)-8-thiomethyl-2-(di-n-propylamino)tetralin, a serotonin (5-HT)(1A) receptor full agonist with high affinity (Ki: 0.6nM) and selectivity, was labeled with C-11 for imaging 5-HT1A receptor sites in vivo by positron emission tomography (PET). [C-11]LY274601 was synthesized by S-methylation of the normethyl precursor unmasked via hydrolysis of the butyrate thioester of LY274601. The methylation reaction with [C-11]iodomethane proceeded quickly and efficiently in DMF at 40 degrees C, yielding the radiotracer in an average overall radiochemical yield of 35.7 +/- 9.8%. The synthesis time including HPLC purification and formulation for injection was approximately 30 min. The specific activity was 630 +/- 78mCi/mu mol at the end of synthesis (E.O.S.). This labeling procedure was also employed in the preparation of [H-3]LY274601, R-(+)-8-[H-3]methylthio-2-(di-n-propyl -amino)tetralin, from [H-3]iodomethane.

  DOI：

  10.1002/(sici)1099-1344(1998080)41:8<725::aid-jlcr127>3.0.co;2-m
• 作为产物：
  描述：

  丁酰氯 、 R-(+)-8-thiomethyl-2-(di-n-propylamino)tetralin 在 sodium thiomethoxide 作用下， 反应 1.0h， 生成 LY274601 butyrate thioester
  参考文献：
  名称：

  Syntheses of [11C] and [3H] LY274601, a serotonin1A receptor agonist

  摘要：

  LY274601, R-(+)-8-thiomethyl-2-(di-n-propylamino)tetralin, a serotonin (5-HT)(1A) receptor full agonist with high affinity (Ki: 0.6nM) and selectivity, was labeled with C-11 for imaging 5-HT1A receptor sites in vivo by positron emission tomography (PET). [C-11]LY274601 was synthesized by S-methylation of the normethyl precursor unmasked via hydrolysis of the butyrate thioester of LY274601. The methylation reaction with [C-11]iodomethane proceeded quickly and efficiently in DMF at 40 degrees C, yielding the radiotracer in an average overall radiochemical yield of 35.7 +/- 9.8%. The synthesis time including HPLC purification and formulation for injection was approximately 30 min. The specific activity was 630 +/- 78mCi/mu mol at the end of synthesis (E.O.S.). This labeling procedure was also employed in the preparation of [H-3]LY274601, R-(+)-8-[H-3]methylthio-2-(di-n-propyl -amino)tetralin, from [H-3]iodomethane.

  DOI：

  10.1002/(sici)1099-1344(1998080)41:8<725::aid-jlcr127>3.0.co;2-m