[1-11C]ethyl iodide | 97849-55-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机碘化物
• 英文名称: [1-11C]ethyl iodide
• 英文别名: iodo(111C)ethane
• CAS: 97849-55-3
• 化学式: C₂H₅I
• 分子量: 154.955
• InChiKey: HVTICUPFWKNHNG-JVVVGQRLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  3
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  [1-11C]ethyl iodide 在 sodium hydroxide 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 0.05h， 生成 O-(1-[11C]ethyl)-D-tyrosine
  参考文献：
  名称：

  RADIOACTIVE TYROSINE DERIVATIVE, METHOD FOR PRODUCING SAME, LABELING AGENT FOR POSITRON IMAGING AND MEDICAL AGENT FOR ASSESSING GRADE OF MALIGNANCY OF TUMOR RESPECTIVELY COMPOSED OF RADIOACTIVE TYROSINE DERIVATIVE, AND METHOD FOR DETECTING TUMOR

  摘要：

  公开号：

  EP1749815B1
• 作为产物：
  描述：

  [11C]二氧化碳 在 甲基溴化镁 、 lithium aluminium tetrahydride 、 氢碘酸 作用下， 以 四氢呋喃 为溶剂， 生成 [1-11C]ethyl iodide
  参考文献：
  名称：

  [11C]对氧磷：大鼠的放射性合成、生物分布和体内正电子发射断层扫描成像

  摘要：

  据报道，乙酰胆碱酯酶抑制剂对氧磷 （POX） 作为碳 11 正电子发射断层扫描示踪剂 （[11C]POX） 的合成和活体大鼠分析。静脉注射 [11C] POX 的幼稚大鼠显示亲本示踪剂迅速降低至 ∼1%，放射性标记血清蛋白增加到 87%，红细胞 （RBC） 增加到 9%。蛋白质和 RBC 在 60 分钟内趋于平稳，反映了 [11C]POX 对蛋白质的共价修饰。幼稚大鼠的离体生物分布和成像谱在肺中的放射性水平最高，其次是心脏和肾脏，大脑和肝脏最低。脑放射性水平较低，但在注射后立即观察到，并在 60 分钟的实验中持续存在。这首次表明，即使是低 POX 暴露（∼200 ng 示踪剂）也可以迅速进入大脑。在 [11C]POX 示踪剂前 20 或 60 分钟以 LD50 剂量给予 LD50 剂量的非放射性对氧克森的大鼠显示蛋白质库被阻塞。由于非放射性 POX 的快速蛋白质修饰，20 分钟时的血液放射性明显低于初始水平;然而，到

  DOI：

  10.1124/jpet.123.001832

文献信息

• Synthesis of N-protected14C-Labelled (2E)-5-amino-5-methylhex-2-enoic acid analogues
  作者：Claus U. Jessen、Helle Selvig、Jacob S. Valsborg

  DOI：10.1002/jlcr.456

  日期：2001.3.30

  A novel method of preparing N-protected (2E)-5-amino-5-methylhex-2-enoic acids has been developed based on the synthesis of 3-methyl-3-amino-butanol. The method was used to synthesise 14C-labelled compounds of (1) via synthesis of triethylphosphono[1-14C]acetate. Copyright © 2001 John Wiley & Sons, Ltd.

  一种新方法已被开发用于制备N保护的(2E)-5-氨基-5-甲基己-2-烯酸，该方法基于3-甲基-3-氨基-丁醇的合成。该方法用于合成（1）的14C标记化合物，采用三乙基膦[1-14C]乙酸酯的合成。版权© 2001 John Wiley & Sons, Ltd.
• RADIOACTIVE HALOGEN-LABELED PHENYLOXYANILINE DERIVATIVES
  申请人：TAISHO PHARMACEUTICAL CO., LTD

  公开号：EP1854781A1

  公开（公告）日：2007-11-14

  A radioactive halogen-labeled phenyoxyaniline derivative represented by the following formula: wherein R1 represents a group such as an alkyl group; X1, X2, X3 and X4 represent each a hydrogen atom, an alkyl group, an alkoxy group, an alkoxy group carrying 11C introduced thereinto or a radioactive halogen atom, provided that at least one of X1, X2, X3 and X4 represents an alkoxy group carrying 11C introduced thereinto or a radioactive halogen atom; which is a compound useful as a PBR ligand having a high affinity and a high selectivity. In in vitro measurement of PBR, a PBR ligand having a high affinity and a high selectivity is labeled with a radioactive halogen nuclear species so as to enable the measurement of PBR in vivo with the use of means including not only PET but also SPECT. Thus, a compound which is useful in early diagnosing, preventing and treating diseases such as Alzheimer type dementia can be obtained.

  一种放射性卤素标记的苯氧胺衍生物，其化学式如下：其中R1代表类似烷基的基团；X1、X2、X3和X4分别代表氢原子、烷基、烷氧基、携带11C的烷氧基或放射性卤素原子，至少其中之一代表携带11C的烷氧基或放射性卤素原子；该化合物作为具有高亲和力和高选择性的PBR配体而有用。在体外测量PBR时，将具有高亲和力和高选择性的PBR配体标记为放射性卤素核种，以便使用PET和SPECT等手段在体内测量PBR。因此，可以获得一种在早期诊断、预防和治疗阿尔茨海默型痴呆等疾病中有用的化合物。
• Synthesis of[1-11C]ethyl iodide from[11C]carbon monoxide and its application in alkylation reactions
  作者：Jonas Eriksson、Gunnar Antoni、Bengt Långström

  DOI：10.1002/jlcr.855

  日期：2004.10.15

  radioactivity of 84 GBq/mmol from 10 GBq of [11C]carbon monoxide. [1-11C]Propyl iodide was synthesized with a specific radioactivity of 270 GBq/mmol from 12 GBq and [1-11C]butyl iodide with 146 GBq/mmol from 8 GBq.Palladium-mediated hydroxycarbonylation of acetylene was used in the synthesis of [1-11C]acrylic acid. The labelled carboxylic acid was converted to its acid chloride and subsequently treated with

  用 11C（β+，t1/2 = 20.4 分钟）标记的化合物用于正电子发射断层扫描 (PET)，这是一种定量的非侵入性分子成像技术。它利用计算机重建方法生成活体放射性分布的时间分辨图像。探讨了通过单次通过非热等离子体反应器从[11C]甲烷和碘制备[11C]甲基碘的可行性。通过 [11C] 二氧化碳 (24 GBq) 的催化氢化和随后的碘化，在 6 分钟内以 13 ± 3% 衰减校正的放射化学产率获得了具有 412 ± 32 GBq/µmol 比放射性的 [11C] 甲基碘，电子碰撞。标记的乙基碘、丙基碘和丁基碘在 15 分钟内通过使用 [11C] 一氧化碳的钯介导的羰基化合成。羰基化产物，标记为羧酸、酯和醛，被还原为相应的醇并转化为烷基碘。[1-11C] 乙基碘是通过钯介导的甲基碘羰基化获得的，衰减校正的放射化学产率为 55 ± 5%。[1-11C] 碘化丙烷和 [1-11C] 碘化丁酯是
• Synthesis of [19-11C]arachidonic acid
  作者：Tor Kihlberg、Bengt Långström

  DOI：10.1002/jlcr.2580340705

  日期：1994.7

  The preparation of (all Z)-1,17-dichloro-4,7,10,13-heptadecatetraene is reported. The synthesis was performed in five steps with a total yield of 22 %, starting from 5-chloro-1-pentyne. The corresponding bis Grignard reagent was used in a copper-mediated coupling reaction with [1-11C]ethyl iodide followed by a carbonation with CO2 to afford [19-11C]arachidonic acid in 23 % decay corrected radiochemical yield within 52 min. The radiochemical purity of the final product was 98 %. In a typical run starting with 20 GBq [11C]O2, 760 MBq of [19-11C]arachidonic acid was obtained, with a specific activity of 1.6 GBq/μmol.

  报告了 (all-Z)-1,17-二氯-4,7,10,13-十七碳四烯的制备方法。该合成以 5-氯-1-戊炔为起点，分五个步骤进行，总收率为 22%。在铜介导的偶联反应中使用相应的双格氏试剂与[1-11C]碘化乙酯发生偶联反应，然后用二氧化碳进行碳化，在 52 分钟内得到[19-11C]花生四烯酸，衰变校正放射化学收率为 23%。最终产品的放射化学纯度为 98%。在一次典型的运行中，从 20 GBq [11C]O2 开始，得到了 760 MBq 的[19-11C]花生四烯酸，比活度为 1.6 GBq/μmol。
• A new approach for the synthesis of [11C]-labeled fatty acids
  作者：F. Wüst、C. S. Dence、T. J. McCarthy、M. J. Welch

  DOI：10.1002/1099-1344(200011)43:13<1289::aid-jlcr420>3.0.co;2-q

  日期：2000.11

  The synthesis of omega-[C-11], omega -1-[C-11] and omega -3-[C-11:] palmitic acid employing a cross-coupling reaction between a functionalized copper-zinc reagent with [C-11]Mel, [1-C-11]EtI and [1-C-11]BuI is described. A tert.-butyl-protected omega -iodo fatty acid precursor (BuO2C)-Bu-t-(CH2)n-I (n = 11, 13, 14) was converted into the corresponding dialkylzinc reagent [(BuO2C)-Bu-t-(CH2)(n)](2)Zn which reacts with Me2CuI(MgCl)(2) to give a highly reactive copper reagent [(BuO2C)-Bu-t-(CH2)(N)](2)CuI(MgCl)(2)Me2Zn as the labeling precursor. The cross-coupling reaction with [C-11]MeI, [1-C-11:]EB and [1-C-11]BuI provided the protected palmitic acid, specifically labeled with carbon-11 in several positions. The corresponding carbon-13 labeled compounds were synthesized to verify the labeling position. In a typical synthesis with [1-C-11]EtI starting with 250 mCi of [C-11]CO2, 14 mCi (6% decay-corrected based on [C-11]CO2) of omega -1-[C-11]palmitic acid was obtained within 30 minutes after EOB in 88% radiochemical purity prior to purification by HPLC. The general feature of this approach allows the convenient synthesis of palmitic acid specifically labeled in the omega, omega -1 or omega -3 positions by using several [C-11]-labeled alkyl iodides ([C-11]MeI, [1-C-11]EtI or [1-C-11]BuI) in the same cross-coupling protocol.