(3R,4R,5S)-4-[carbonyl-11C]acetamido-5-amino-3-(1-ethylpropoxy)cyclohex-1-ene-1-carboxylic acid | 1020061-60-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (3R,4R,5S)-4-[carbonyl-11C]acetamido-5-amino-3-(1-ethylpropoxy)cyclohex-1-ene-1-carboxylic acid
• 英文别名: (3R,4R,5S)-4-(acetylamino)-5-amino-3-pentan-3-yloxycyclohexene-1-carboxylic acid
• CAS: 1020061-60-2
• 化学式: C₁₄H₂₄N₂O₄
• 分子量: 283.345
• InChiKey: NENPYTRHICXVCS-FBBSVIGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  102
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl (3R,4R,5S)-4-[carbonyl-11C]acetamido-5-amino-3-(1-ethylpropoxy)cyclohex-1-ene-1-carboxylate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 0.08h， 以100%的产率得到(3R,4R,5S)-4-[carbonyl-11C]acetamido-5-amino-3-(1-ethylpropoxy)cyclohex-1-ene-1-carboxylic acid
  参考文献：
  名称：

  Radiosyntheses of two positron emission tomography probes: [11C]Oseltamivir and its active metabolite [11C]Ro 64-0802

  摘要：

  Oseltamivir phosphate (Tamiflu (R), 1:H3PO4 is an orally active anti-influenza drug, which is hydrolyzed by esterase to its carboxylate metabolite Ro 64-0802 ( 2) with potent activity inhibiting neuraminidase. In this study, for the first time, we synthesized carbon-11-labeled oseltamivir ([C-11]1) and Ro 64- 0802 ([C-11] 2) as two novel positron emission tomography probes and demonstrated that [C-11] 1 had twofold higher radioactivity concentration in the mouse brains than [C-11]2. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.037

文献信息

• Radiosyntheses of two positron emission tomography probes: [11C]Oseltamivir and its active metabolite [11C]Ro 64-0802
  作者：Fujiko Konno、Takuya Arai、Ming-Rong Zhang、Akiko Hatori、Kazuhiko Yanamoto、Masanao Ogawa、Gukuto Ito、Chika Odawara、Tomoteru Yamasaki、Koichi Kato、Kazutoshi Suzuki

  DOI：10.1016/j.bmcl.2008.01.037

  日期：2008.2

  Oseltamivir phosphate (Tamiflu (R), 1:H3PO4 is an orally active anti-influenza drug, which is hydrolyzed by esterase to its carboxylate metabolite Ro 64-0802 ( 2) with potent activity inhibiting neuraminidase. In this study, for the first time, we synthesized carbon-11-labeled oseltamivir ([C-11]1) and Ro 64- 0802 ([C-11] 2) as two novel positron emission tomography probes and demonstrated that [C-11] 1 had twofold higher radioactivity concentration in the mouse brains than [C-11]2. (c) 2008 Elsevier Ltd. All rights reserved.