FENP | 25908-76-3

• 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: FENP
• 英文别名: 21-fluoro-16α-ethyl-19-norpregn-4-ene-3,20-dione；L39W5Ejl9P；(8R,9S,10R,13S,14S,16R,17S)-16-ethyl-17-(2-fluoroacetyl)-13-methyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
• CAS: 25908-76-3
• 化学式: C₂₂H₃₁FO₂
• 分子量: 346.485
• InChiKey: XVMNSRXVKUOGOY-BILPMHSYSA-N

物化性质

• 熔点：
  157-159 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4))
• 沸点：
  478.7±45.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  [2-[(8R,9S,10R,13S,14S,16R,17S)-16-ethyl-13-methyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] 4-methylbenzenesulfonate 以30%的产率得到
  参考文献：
  名称：

  DE, GROOT TJIBBE J.;VERHAGEN, AALT;ELSINGA, PHILIP H.;VAALBURG, WILLEM, APPL. RADIAT. ISOTOP., 42,(1991) N, C. 471-474

  摘要：

  DOI：

文献信息

• DE, GROOT TJIBBE J.;VERHAGEN, AALT;ELSINGA, PHILIP H.;VAALBURG, WILLEM, APPL. RADIAT. ISOTOP., 42,(1991) N, C. 471-474
  作者：DE, GROOT TJIBBE J.、VERHAGEN, AALT、ELSINGA, PHILIP H.、VAALBURG, WILLEM

  DOI：——

  日期：——
• 21-[18F]fluoro-16.alpha.-ethyl-19-norprogesterone. Synthesis and target tissue selective uptake of a progestin receptor-based radiotracer for positron emission tomography
  作者：Martin G. Pomper、John A. Katzenellenbogen、Michael J. Welch、James W. Brodack、Carla J. Mathias

  DOI：10.1021/jm00402a019

  日期：1988.7

  We have synthesized 21-[18F]fluoro-16 alpha-ethyl-19-norprogesterone (FENP), a high affinity ligand for the progesterone receptor, labeled with the positron-emitting radionuclide fluorine-18 (t1/2 = 110 min). The synthesis proceeds in two steps from 21-hydroxy-16 alpha-ethyl-19-norprogesterone and involves [18F]fluoride ion displacement of the 21-trifluoromethanesulfonate (21-triflate). This material is purified by HPLC and is obtained in 4-30% overall yield (decay corrected) within 40 min after the end of bombardment to produce [18F]fluoride ion. The effective specific activity, determined by competitive radioreceptor binding assays, is 700-1400 Ci/mmol. In vivo, [18F]FENP demonstrates highly selective, receptor-mediated uptake by the uterus of estrogen-primed rats; the uterus to blood and uterus to muscle ratios were respectively 26 and 16 at 1 h and 71 and 41 at 3 h after injection. The high target tissue selectivity of this uptake suggests that this compound may be useful for the in vivo imaging of progestin target tissues and receptor-rich tumors (such as human breast tumors) by positron emission tomography.