2-(4-iodophenyl)ethylemine hydrochloride | 39260-90-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-iodophenyl)ethylemine hydrochloride
• 英文别名: 4-iodophenethylamine hydrochloride；4-iodophenylethylamine hydrochloride；4-Jod-phenaethylamin; Hydrochlorid；2-(4-Iodophenyl)ethan-1-amine hydrochloride；2-(4-iodophenyl)ethanamine;hydrochloride
• CAS: 39260-90-7
• 化学式: C₈H₁₀IN*ClH
• 分子量: 283.54
• InChiKey: RCJUNYBPNPSJJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.21
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(4-iodophenyl)ethylemine hydrochloride 在 氯甲酸乙酯 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.42h， 生成 2-(3-acetoxyphenylacetamido)-N-(4-iodophenethyl)acetamide
  参考文献：
  名称：

  Vancomycin and ristocetin models: synthesis via the Ullmann macrocyclization reaction

  摘要：

  The preparations of 2 and 3, the parent skeletons of the CD and DE diphenyl ether 16-membered ring systems of vancomycin and ristocetin, based on the implementation of an intramolecular Ullmann macrocyclization reaction are detailed. Additional studies which define the scope of substrates suitable for use in the Ullmann macrocyclization reaction are described including a limited study of those bearing centers capable of racemization. Within the limited series of agents examined, Ullmann macrocyclization closure of the DE ring system was found to occur at a faster rate and in higher overall yields than those providing the CD ring system. N-Methylation of the amide linking chain decelerates or inhibits Ullmann macrocyclization and a-substitution of the central amino acid of the linking chain significantly increases the cyclization conversions. Racemization of the central amino acid of the linking amide chain was found to be minimal (5%) under reaction conditions where the secondary amides are deliberately deprotonated prior to exposure of the substrate to the thermal, basic reaction conditions.

  DOI：

  10.1021/jo00058a024

文献信息

• Synthesis of a Potent Aminopyridine-Based nNOS-Inhibitor by Two Recent No-Carrier-Added 18F-Labelling Methods
  作者：Christian Drerup、Johannes Ermert、Heinz Coenen

  DOI：10.3390/molecules21091160

  日期：——

  nNOS-Inhibitor [(18)F]10 a "build-up" radiosynthesis was developed based on a corresponding iodonium ylide as labelling precursor. The such activated phenethyl group of the compound was efficiently and regioselectively labelled with n.c.a. [(18)F]fluoride in 79% radiochemical yield (RCY). After conversion by reductive amination and microwave assisted displacement of the protecting groups, the desired

  一氧化氮（NO）是一种重要的多功能信号分子，由NO合酶（NOS）的三种同工型产生，并与神经退行性疾病有关。iNOS（诱导型）或nNOS（神经元型）亚型的选择性抑制剂对于解码神经破坏性关键因素非常感兴趣，并且（18）F标记的类似物将允许通过正电子发射断层显像的分子成像研究NOS功能。尤其是，高选择性nNOS抑制剂6-（（（3-（（3-氟代苯乙基氨基）甲基）苯氧基）甲基）-4-甲基吡啶-2-胺（10）使其适合作为在（18）F中标记的化合物。无载波（nca）形式。为了制备（18）F标记的nNOS抑制剂[（18）F] 10，基于相应的碘鎓叶立德作为标记前体，开发了“堆积”放射合成。这种化合物的活化苯乙基被nca [（18）F]氟化物有效地区域选择性标记，放射化学收率（RCY）为79％。通过还原胺化和微波辅助取代保护基进行转化后，所需的nNOS抑制剂的总RCY含量约为15％。或者，为简化的“后期”（
• Adrenal medulla imaging agents: a structure-distribution relationship study of radiolabeled aralkylguanidines
  作者：Donald M. Wieland、Thomas J. Mangner、Muthiah N. Inbasekaran、Lawrence E. Brown、Jiann Long Wu

  DOI：10.1021/jm00368a008

  日期：1984.2

  Fourteen 125I-labeled aralkylguanidines were synthesized and evaluated as potential imaging agents for the adrenal medullae and tumors of adrenomedullary origin. These guanidines are radiotracer analogues of guanethidine, an antihypertensive agent thought to mediate neuron blockade by uptake into adrenergic nerves. Dog adrenal medullae were used as a model to test radiotracer affinity for catecholamine storage tissue. Tissue distribution studies revealed that a number of radioiodinated guanidines showed pronounced localization in the adrenal medullae following intravenous injection, in certain cases exceeding that of either (-)-[3H]norepinephrine or [14C]guanethidine. (m-[125I]Iodobenzyl)guanidine (m-IBG, 2b) gave the best combination of high concentration and selectivity. The low adrenomedullary affinity observed with [14C]guanidine and m-[125I]iodobenzylamine demonstrates the uniqueness of the aralkylguanidine structure. Preliminary evidence suggests that 2b is a storage analogue of norepinephrine. [125I]2a is now being used clinically in imaging and radiotherapy of catecholamine tumors, such as pheochromocytoma.