[2-11C]acetone | 78357-27-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [2-11C]acetone
• 英文别名: [11C]-acetone；[11C]acetone；(211C)propan-2-one
• CAS: 78357-27-4
• 化学式: C₃H₆O
• 分子量: 57.069
• InChiKey: CSCPPACGZOOCGX-KTXUZGJCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (S)-1-Amino-3-m-tolyloxy-propan-2-ol 、 [2-11C]acetone 生成 (S)-[11C]toliprolol
  参考文献：
  名称：

  Elsinga, P. H.; Doze, P.; Maas, B., Journal of labelled compounds and radiopharmaceuticals, 2001, vol. 44, p. S262 - S264

  摘要：

  DOI：
• 作为产物：
  描述：

  [11C]二氧化碳 生成 [2-11C]acetone
  参考文献：
  名称：

  CROUZEL, C., SYNTH. AND APPL. ISOTOPICALLY LABELLED COMPOUNDS, 1988: PROC. 3RD INT. SY+

  摘要：

  DOI：

文献信息

• Palladium-Mediated11C-Carbonylative Cross-Coupling of Alkyl/Aryl Iodides with Organostannanes: An Efficient Synthesis of Unsymmetrical Alkyl/Aryl [11C-carbonyl]Ketones
  作者：Farhad Karimi、Julien Barletta、Bengt Långström

  DOI：10.1002/ejoc.200400883

  日期：2005.6

  Palladium-mediated 11C-carbonylative cross coupling of alkyl / aryl iodides with organostannanes. An efficient synthesis of un-symmetrical alkyl - aryl [carbonyl-11C]ketones

  钯介导的烷基/芳基碘化物与有机锡烷的 11C-羰基化交叉偶联。不对称烷基-芳基[羰基-11C]酮的有效合成
• ReductiveN-alkylation of secondary amines with [2-11C]acetone
  作者：Margaretha van der Meij、Nicholas I. Carruthers、Jacobus D.M. Herscheid、Jill A. Jablonowski、Josee E. Leysen、Albert D. Windhorst

  DOI：10.1002/jlcr.740

  日期：2003.10.15

  method for secondary amines with [2-11C]acetone is described since the R2N-isopropyl moiety is present in many biologically active compounds. The influence of a variety of parameters (e.g. reagents, solvents, temperature, and time) on the reaction outcome is discussed. Under the optimal reaction conditions, [11C]1-isopropyl-4-phenylpiperazine ([11C]iPPP) was synthesized from [2-11C]acetone and 1-phenylpiperazine

  由于 R2N-异丙基部分存在于许多生物活性化合物中，因此描述了使用 [2-11C] 丙酮标记仲胺的方法的开发。讨论了各种参数（例如试剂、溶剂、温度和时间）对反应结果的影响。在最佳反应条件下，[11C]1-异丙基-4-苯基哌嗪（[11C]iPPP）由[2-11C]丙酮和1-苯基哌嗪合成，衰减校正的放射化学产率为72%。从 EOB 到 [11C]iPPP 的 HPLC 分析，总合成时间为 20 分钟。合成结束时的比活性为 142-208 GBq/μmol。版权所有 © 2003 John Wiley & Sons, Ltd.
• Synthesis and biological characteristics of the Technetium-99m triamide derivatives of mercaptoacetyltriglycine (MAG3)
  作者：S. M. Okarvi、P. Adriaens、A. M. Verbruggen

  DOI：10.1002/jlcr.645

  日期：2003.1

  A number of MAG3-derivatives, containing the three-amide functions modified by inverting the sequence –CO–NH– to –NH–CO– in the first- and/or second-amide functions, have been labelled with 99mTc in order to study the renal characteristics of the resulting MAG3-derivatives versus the reference 99mTc-MAG3. The 99mTc-MAG3-derivatives displayed HPLC-profiles similar to that of 99mTc-MAG3. Furthermore, in mice they exhibited biological behaviour comparable or even superior to 99mTc-MAG3, which indicates that the sequence of the first- and/or second-amide bond in 99mTc-MAG3 affects the biological behaviour only to a limited degree. However, in baboon the plasma clearance of the 99mTc-MAG3-derivatives was relatively slower than 99mTc-MAG3, which underlines the inter-species variability. Copyright © 2002 John Wiley & Sons, Ltd.

  一些MAG3衍生物，通过将第一和/或第二酰胺功能中的序列–CO–NH–反转至–NH–CO–进行修饰，已被标记为99mTc，以研究这些衍生的MAG3与参考99mTc-MAG3的肾特性。这些99mTc-MAG3衍生物显示出与99mTc-MAG3类似的HPLC谱。此外，在小鼠中它们表现出与99mTc-MAG3相当甚至更优的生物行为，这表明99mTc-MAG3中第一和/或第二酰胺键的序列对生物行为的影响仅限于一定程度。然而，在狒狒中，这些99mTc-MAG3衍生物的血浆清除相对较慢于99mTc-MAG3，这突显了物种间的变异性。版权所有 © 2002 John Wiley & Sons, Ltd.
• [11C]Carbon monoxide in the palladium-mediated synthesis of 11C-labelled ketones
  作者：Pelle Lidström、Tor Kihlberg、Bengt Långström

  DOI：10.1039/a703062b

  日期：——

  [11C]Carbon monoxide has been used in the palladium-mediated synthesis of [carbonyl-11C]ketones. Methyl iodide, vinylic and arylic halides and trifluoromethanesulfonates (triflates) have been coupled with tin reagents with insertion of [11C]carbon monoxide at very low concentrations (10–100 nmol [11C]CO in a total volume of 10 ml). The labelled products are obtained in 36–62% isolated decay-corrected radiochemical yields within 30 min of the end of radionuclide production. In order to use [11C]carbon monoxide efficiently, a gas handling system has been developed which allows the radioactive gas to recirculate through the reaction media. The reactions are performed using a one pot procedure. The best results are achieved with mixed tin reagents containing an unsaturated transferable substituent and Pd(AsPh3)4. In a typical experiment starting from 25 GBq of [11C]carbon dioxide, 4.2 GBq (47%) of [carbonyl-11C]acetophenone 1 is obtained 30 min after the end of radionuclide production. The specific radioactivity of 1 is 91 GBq µmol-1. [carbonyl-13C]Benzophenone 6 has been synthesised using the same approach to verify the position of the label.

  碳 monoxide已被用于钯催化的[carbonyl-11C]酮合成中。甲基碘、乙烯基和芳基卤化物以及三氟甲磺酸盐（三氟酸盐）已与锡试剂耦合，在极低浓度下（10–100 nmol [11C]CO，总体积10 ml）插入[11C]carbon monoxide。标记产物在放线同位素生产结束后的30分钟内，以36–62%的独立衰变校正放射化学产率获得。为了有效利用[11C]carbon monoxide，开发了一种气体处理系统，允许放射性气体在反应介质中循环。反应采用一步法进行。最佳结果是通过含不饱和可转移取代基的混合锡试剂和Pd(AsPh3)4实现的。在典型实验中，从25 GBq的[11C]二氧化碳开始，放线同位素生产结束后30分钟内可获得4.2 GBq（47%）的[carbonyl-11C]苯乙酮1。1的特定放射性为91 GBq µmol-1。[carbonyl-13C]二苯甲酮6已使用相同方法合成，以验证标记位置。
• Elsinga, Philip H.; Waarde, Aren van; Doze, Petra, Journal of labelled compounds and radiopharmaceuticals, 1997, vol. 40, p. 595 - 597
  作者：Elsinga, Philip H.、Waarde, Aren van、Doze, Petra、Visser, Ton J.、Heldoorn, Marco、et al.

  DOI：——

  日期：——