GUANIDINE, (o-IODOBENZYL)- | 46053-98-9

• 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: GUANIDINE, (o-IODOBENZYL)-
• 英文别名: 2-[(2-iodophenyl)methyl]guanidine
• CAS: 46053-98-9
• 化学式: C₈H₁₀IN₃
• 分子量: 275.092
• InChiKey: ZZBINWIXTJFNDX-UHFFFAOYSA-N

物化性质

• 沸点：
  348.9±44.0 °C(Predicted)
• 密度：
  1.85±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  氰胺 、 2-碘苄胺盐酸盐 反应 4.0h， 生成 GUANIDINE, (o-IODOBENZYL)-
  参考文献：
  名称：

  Adrenal medulla imaging agents: a structure-distribution relationship study of radiolabeled aralkylguanidines

  摘要：

  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.

  DOI：

  10.1021/jm00368a008

文献信息

• Preparation method of radioisotope labeling compound using carbon nanotube
  申请人：Park Sang Hyun

  公开号：US20080214797A1

  公开（公告）日：2008-09-04

  Disclosed herein is a method for the preparation of radioisotope-labeled compounds using CNT. It comprises filling the carbon nanotube with a radioisotope; and labeling a physiologically active material with the radioisotope charged in the carbon nanotube. Taking advantage of CNT, the method can prepare a radioisotope-labeled compound invention at a high yield and in a simple manner. Also, the radioisotope, when remaining unreacted, can be recovered by the filtration of the CNT, thereby achieving the prevention of radioactive contamination and the reduction of radioactive waste. Further, the radioisotope-labeled compound is useful as a contrast medium for imaging the hepatobiliary system.

  本文揭示了一种利用碳纳米管制备放射性同位素标记化合物的方法。该方法包括将碳纳米管填充放射性同位素；并使用填充在碳纳米管中的放射性同位素标记生理活性物质。利用碳纳米管，该方法可以以高产率和简单方式制备放射性同位素标记化合物。此外，当放射性同位素未反应时，可以通过对碳纳米管进行过滤来回收放射性同位素，从而实现防止放射性污染和减少放射性废物。此外，放射性同位素标记化合物可用作肝胆系统成像的造影剂。
• [EN] LIGANDS FOR ENHANCED IMAGING AND DRUG DELIVERY TO NEUROBLASTOMA CELLS<br/>[FR] LIGANDS POUR IMAGERIE AMÉLIORÉE ET ADMINISTRATION DE MÉDICAMENT À DES CELLULES DE NEUROBLASTOME
  申请人：UNIV MADRID COMPLUTENSE

  公开号：WO2019185586A1

  公开（公告）日：2019-10-03

  The present invention concerns aminobenzylguanidine derivative ligands specifically targeting neuroblastoma cells with an improved cellular uptake. The improved cellular uptake provides for the therapeutic and diagnostic use of the ligands in neuroblastoma-related diseases.

  这项发明涉及氨基苯基胍衍生物配体，专门针对神经母细胞瘤细胞，具有改进的细胞摄取。改进的细胞摄取为这些配体在神经母细胞瘤相关疾病的治疗和诊断应用提供了可能。
• [EN] NON-POLAR AND POLAR LEAVING GROUPS<br/>[FR] GROUPES PARTANTS NON POLAIRES ET POLAIRES
  申请人：BAYER SCHERING PHARMA AG

  公开号：WO2011006610A1

  公开（公告）日：2011-01-20

  The present invention provides novel and advantageous processes for preparing and purifying pharmaceuticals The processes comprise a nucleophilic reaction wherein a modified leaving group LM, which has increased lipophilicity, of a vector in a nucleophilic reaction which offers a convenient and time-saving way to purify the product from non-reacted precursors vector-LM and by-products LM.

  本发明提供了一种新颖且有利的制备和纯化药物的方法。该方法包括一种亲核反应，其中使用了具有增加亲脂性的修饰离去基LM的载体，在亲核反应中，该载体提供了一种方便和省时的方式，以从未反应的前体载体-LM和副产物LM中纯化产物。
• [EN] NON-RADIOACTIVE AGENTS FOR NEUROBLASTOMA IMAGING<br/>[FR] AGENTS NON RADIOACTIFS POUR L'IMAGERIE DE NEUROBLASTOMES
  申请人：BAYLOR COLLEGE MEDICINE

  公开号：WO2011123742A1

  公开（公告）日：2011-10-06

  Multi-modal tumor imaging of neuroblastoma is essential for tumor staging, response evaluation and detection of relapsed diseased. The present invention provides a norepinephine analogue with a near-infrared (near-IR) dye, W765-BG, that efficiently and stably detects neuroblastoma in vivo using near-IR optical imaging. Confocal microscopy and optical imaging of neuroblastoma xenografts shows cell specific uptake and reveals exceptional tumor retention with a high tumor-to-tissue ratio up to 7 days after injection of W765-BG.

  神经母细胞瘤的多模态肿瘤成像对于肿瘤分期、反应评估和复发疾病的检测至关重要。本发明提供了一种含有近红外（近红外）染料W765-BG的去甲肾上腺素类似物，可通过近红外光学成像在体内高效稳定地检测神经母细胞瘤。神经母细胞瘤异种移植物的共聚焦显微镜和光学成像显示细胞特异性摄取，并揭示出在注射W765-BG后高达7天的异常肿瘤保留率和高肿瘤/组织比率。
• Method of preparing a chlorinated, brominated, radiobrominated, iodinated and/or radioiodinated, aromatic or heteroaromatic compound, as well as a kit for preparing a diagnostic composition on the basis of this compound
  申请人：MALLINCKRODT, INC.(a Missouri corporation)

  公开号：EP0165630A2

  公开（公告）日：1985-12-27

  The invention relates to a method of preparing a chlorinated, brominated, radiobrominated, iodinated and/or radio-iodinated aromatic or heteroaromatic compound, in which the (hetero)aromatic nucleus optionally comprises one or more additional substituents, by reacting the corresponding halogenated or diazonium-substituted compound in the presence of a water-soluble acid and of copper ions as a catalyst with a likewise water-soluble chloride, bromide radiobromide, iodide or radio-iodide, in which the reaction is carried out in the presence of one or more reduction agents, which are stable in acid medium, in a quantity exceeding the quantity of catalyst. The invention also relates to a composition suitable for diagnostic examination and to a kit for the preparation thereof. The invention further relates to a method and an equipment for the preparation of said composition.

  本发明涉及一种制备氯化、溴化、放射性溴化、碘化和/或放射性碘化芳香族或杂芳香族化合物的方法，其中（杂）芳香族核可选择地包括一个或多个附加取代基、在水溶性酸和作为催化剂的铜离子存在下，使相应的卤代或重氮代化合物与同样的水溶性氯化物、溴化物、放射性溴化物、碘化物或放射性碘化物反应，其中反应是在一种或多种在酸介质中稳定的还原剂存在下进行的，还原剂的数量超过催化剂的数量。本发明还涉及一种适用于诊断检查的组合物及其制备试剂盒。本发明还涉及制备上述组合物的方法和设备。