S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene-bis-L-cysteine | 246039-23-6

• 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: S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene-bis-L-cysteine
• 英文别名: N,N'-dibenzyloxycarbonyl-S,S'-dibenzyl ethylenedicysteine；N,N'-dibenzyloxycarbonyl-S,S'-dibenzyl ethylene dicysteine；(2R)-3-benzylsulfanyl-2-[2-[[(1R)-2-benzylsulfanyl-1-carboxyethyl]-phenylmethoxycarbonylamino]ethyl-phenylmethoxycarbonylamino]propanoic acid
• CAS: 246039-23-6
• 化学式: C₃₈H₄₀N₂O₈S₂
• 分子量: 716.876
• InChiKey: HIXPYXDQKFYVKH-HEVIKAOCSA-N

物化性质

• 沸点：
  875.2±65.0 °C(Predicted)
• 密度：
  1.322±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  50
• 可旋转键数：
  21
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  184
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene-bis-L-cysteine 在 N-甲基吗啉 、 silver benzoate 、 三乙胺 、 氯甲酸异丁酯 作用下， 以 四氢呋喃 为溶剂， 反应 5.33h， 生成 S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene bis-L-β-homocysteine dimethylester
  参考文献：
  名称：

  Synthesis and evaluation of β-homocysteine derivatives of99mTc-L,L-EC and99mTc-L,L-ECD

  摘要：

  Bis-amine bis-thiol tetraligands such as ethylene dicysteine (EC) and its diethylester (ECD) bind Tc-99m efficiently at room temperature and neutral to alkaline pH to form stable complexes. The use of bis-amine bis-thiol ligands as bifunctional chelating agents (BCAs) for labelling of bioactive compounds (peptides, diphosphonates, etc.) looks promising. To study the effect of extending the carboxylic side-group in Tc-99m-L,L-EC and Tc-99m-L,L-ECD, we have synthesised ethylene bis-L-beta-homocysteine (L,L-EC) and its diethylester derivative L,L-EhCD, incorporating a methylene group between each of the carboxyl groups and the N2S2 tetraligand core. The more distant carboxyl groups could offer reduced steric hindrance in the use of L,L-EhC and L,L-EhCD as BCAs.

  DOI：

  10.1002/(sici)1099-1344(199907)42:7<683::aid-jlcr230>3.0.co;2-0
• 作为产物：
  描述：

  N,N'-乙基二-L-半胱氨酸 在 sodium hydroxide 、 sodium 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 氨 、 水 为溶剂， 反应 2.5h， 生成 S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene-bis-L-cysteine
  参考文献：
  名称：

  Synthesis and evaluation of β-homocysteine derivatives of99mTc-L,L-EC and99mTc-L,L-ECD

  摘要：

  Bis-amine bis-thiol tetraligands such as ethylene dicysteine (EC) and its diethylester (ECD) bind Tc-99m efficiently at room temperature and neutral to alkaline pH to form stable complexes. The use of bis-amine bis-thiol ligands as bifunctional chelating agents (BCAs) for labelling of bioactive compounds (peptides, diphosphonates, etc.) looks promising. To study the effect of extending the carboxylic side-group in Tc-99m-L,L-EC and Tc-99m-L,L-ECD, we have synthesised ethylene bis-L-beta-homocysteine (L,L-EC) and its diethylester derivative L,L-EhCD, incorporating a methylene group between each of the carboxyl groups and the N2S2 tetraligand core. The more distant carboxyl groups could offer reduced steric hindrance in the use of L,L-EhC and L,L-EhCD as BCAs.

  DOI：

  10.1002/(sici)1099-1344(199907)42:7<683::aid-jlcr230>3.0.co;2-0

文献信息

• [EN] A KIT FOR PREPARING A RADIOPHARMACEUTICAL<br/>[FR] NÉCESSAIRE DE PRÉPARATION D'UN PRODUIT RADIOPHARMACEUTIQUE
  申请人：SOUTH AFRICAN NUCLEAR ENERGY

  公开号：WO2015118498A1

  公开（公告）日：2015-08-13

  The present invention relates to a stabilized kit for the preparation of a radiopharmaceutical. In particular, the present invention relates to the use of a non-aqueous solvent for the stabilisation of the ligand component of the kit.

  本发明涉及一种用于制备放射性药物的稳定试剂盒。具体而言，本发明涉及使用非水溶剂来稳定试剂盒中的配体组分。
• Efficient Synthesis of Chelators for Nuclear Imaging and Radiotherapy: Compositions and Applications
  申请人：Yang David J.

  公开号：US20080107598A1

  公开（公告）日：2008-05-08

  Novel methods of synthesis of chelator-targeting ligand conjugates, compositions comprising such conjugates, and therapeutic and diagnostic applications of such conjugates are disclosed. The compositions include chelator-targeting ligand conjugates optionally chelated to one or more metal ions. Methods of synthesizing these compositions in high purity are also presented. Also disclosed are methods of imaging, treating and diagnosing disease in a subject using these novel compositions, such as methods of imaging a tumor within a subject and methods of diagnosing myocardial ischemia.

  本发明揭示了合成螯合剂-靶向配体偶联物的新方法，包括含有这种偶联物的组合物以及这种偶联物的治疗和诊断应用。所述组合物包括可选择与一个或多个金属离子螯合的螯合剂-靶向配体偶联物。还介绍了高纯度合成这些组合物的方法。此外，还揭示了使用这些新型组合物进行成像、治疗和诊断疾病的方法，例如成像主体内的肿瘤和诊断心肌缺血的方法。
• EFFICIENT SYNTHESIS OF CHELATORS FOR NUCLEAR IMAGING AND RADIOTHERAPY: COMPOSITIONS AND APPLICATIONS
  申请人：Yang David J.

  公开号：US20130039853A1

  公开（公告）日：2013-02-14

  Novel methods of synthesis of chelator-targeting ligand conjugates, compositions comprising such conjugates, and therapeutic and diagnostic applications of such conjugates are disclosed. The compositions include chelator-targeting ligand conjugates optionally chelated to one or more metal ions. Methods of synthesizing these compositions in high purity are also presented. Also disclosed are methods of imaging, treating and diagnosing disease in a subject using these novel compositions, such as methods of imaging a tumor within a subject and methods of diagnosing myocardial ischemia.

  本发明揭示了合成螯合剂靶向配体结合物的新方法、包含这种结合物的组合物，以及这种结合物的治疗和诊断应用。这些组合物包括可选地与一个或多个金属离子螯合的螯合剂靶向配体结合物。还提供了高纯度合成这些组合物的方法。此外，还揭示了使用这些新组合物进行成像、治疗和诊断疾病的方法，例如成像主体内的肿瘤的方法以及诊断心肌缺血的方法。
• Efficient synthesis of chelators for nuclear imaging and radiotherapy: compositions and applications
  申请人：Yang David J.

  公开号：US10814013B2

  公开（公告）日：2020-10-27

  Novel methods of synthesis of chelator-targeting ligand conjugates, compositions comprising such conjugates, and therapeutic and diagnostic applications of such conjugates are disclosed. The compositions include chelator-targeting ligand conjugates optionally chelated to one or more metal ions. Methods of synthesizing these compositions in high purity are also presented. Also disclosed are methods of imaging, treating and diagnosing disease in a subject using these novel compositions, such as methods of imaging a tumor within a subject and methods of diagnosing myocardial ischemia.

  本发明公开了螯合剂-靶向配体共轭物的新型合成方法、包含这种共轭物的组合物以及这种共轭物的治疗和诊断应用。这些组合物包括可选择与一种或多种金属离子螯合的螯合剂靶向配体共轭物。还介绍了高纯度合成这些组合物的方法。还公开了使用这些新型组合物对受试者进行成像、治疗和诊断疾病的方法，如对受试者体内肿瘤成像的方法和诊断心肌缺血的方法。
• EFFICIENT SYNTHESIS OF CHELATORS FOR NUCLEAR IMAGING AND RADIOTHERAPY: COMPOSITIONS AND APPLICATIONS
  申请人：The Board of Regents of The University of Texas System

  公开号：EP2079486B1

  公开（公告）日：2018-04-04