24-(isopropylseleno)chol-5-en-3β-ol | 86508-37-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 24-(isopropylseleno)chol-5-en-3β-ol
• 英文别名: 24-(Isopropylseleno)chol-5-en-3-ol；(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-5-propan-2-ylselanylpentan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• CAS: 86508-37-4
• 化学式: C₂₇H₄₆OSe
• 分子量: 465.622
• InChiKey: FBTFFJXGORUMDR-DPAQBDIFSA-N

物化性质

• 沸点：
  528.6±23.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.29
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  sodium 2-propaneselenolate 、 3β-acetoxy-24-bromochol-5-ene 在 sodium hydroxide 作用下， 以 甲醇 、 苯 为溶剂， 反应 1.0h， 以92 mg的产率得到24-(isopropylseleno)chol-5-en-3β-ol
  参考文献：
  名称：

  Synthesis and evaluation of 24-(isopropyl[75Se]seleno)chol-5-en-3.beta.-ol

  摘要：

  Selenium-75-labeled 24-(isopropylseleno)chol-5-en-3 beta-ol (4) has been prepared by reaction of sodium isopropyl-[75Se]selenol [( 75Se]2) with 3 beta-acetoxy-24-bromochol-5-ene (3). This new 75Se-labeled adrenal imaging agent shows pronounced adrenal uptake in rats. The concentration of radioactivity in rat adrenals increased steadily from 1 to 24 h after injection and then decreased slowly over the 21-day period. After 3 days the adrenal/blood and adrenal/liver ratios were 85:1 and 32:1, respectively, which are sufficient for adrenal imaging by single photon techniques. After 6 h the adrenal/blood ratio was 17:1 and the adrenal/liver ratio was 7:1. We propose that these ratios are sufficiently high for positron emission tomography of the adrenals. The absorbed radiation dose values to human organs have been estimated for the 75Se- and 73Se-labeled agent.

  DOI：

  10.1021/jm00364a035

文献信息

• Synthesis and evaluation of 24-(isopropyl[75Se]seleno)chol-5-en-3.beta.-ol
  作者：F. F. Knapp、T. A. Butler、L. A. Ferren、A. P. Callahan、C. E. Guyer、J. L. Coffey

  DOI：10.1021/jm00364a035

  日期：1983.10

  Selenium-75-labeled 24-(isopropylseleno)chol-5-en-3 beta-ol (4) has been prepared by reaction of sodium isopropyl-[75Se]selenol [( 75Se]2) with 3 beta-acetoxy-24-bromochol-5-ene (3). This new 75Se-labeled adrenal imaging agent shows pronounced adrenal uptake in rats. The concentration of radioactivity in rat adrenals increased steadily from 1 to 24 h after injection and then decreased slowly over the 21-day period. After 3 days the adrenal/blood and adrenal/liver ratios were 85:1 and 32:1, respectively, which are sufficient for adrenal imaging by single photon techniques. After 6 h the adrenal/blood ratio was 17:1 and the adrenal/liver ratio was 7:1. We propose that these ratios are sufficiently high for positron emission tomography of the adrenals. The absorbed radiation dose values to human organs have been estimated for the 75Se- and 73Se-labeled agent.