N-[2-((2-S-(4-methoxybenzyl)sulfanyl)ethyl)amino]acetyl-S-(4-methoxybenzyl)-2-aminoethanethiol | 202582-35-2

• 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: N-[2-((2-S-(4-methoxybenzyl)sulfanyl)ethyl)amino]acetyl-S-(4-methoxybenzyl)-2-aminoethanethiol
• 英文别名: N-(2-(4-methoxybenzylthio)ethyl)-2-(2-(4-methoxybenzylthio)ethylamino)acetamide；MAMA-Bz；N-[2-(4-methoxy-benzylsulfanyl)-ethyl]-2-[2-(4-methoxy-benzylsulfanyl)-ethylamino]-acetamide；N-[-2-(4-methoxy-benzylsulfanyl)-ethyl]-2-[2-(4-methoxy-benzylsulfanyl)-ethylamino]-acetamide；N-[2-[(4-methoxyphenyl)methylsulfanyl]ethyl]-2-[2-[(4-methoxyphenyl)methylsulfanyl]ethylamino]acetamide
• CAS: 202582-35-2
• 化学式: C₂₂H₃₀N₂O₃S₂
• 分子量: 434.624
• InChiKey: YYCYZEGZJTUWAL-UHFFFAOYSA-N

物化性质

• 沸点：
  641.7±55.0 °C(Predicted)
• 密度：
  1.166±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  29
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[2-((2-S-(4-methoxybenzyl)sulfanyl)ethyl)amino]acetyl-S-(4-methoxybenzyl)-2-aminoethanethiol 在 lithium aluminium tetrahydride 作用下， 以85%的产率得到N,N'-bis-[2-(4-methoxy-benzylsulfanyl)-ethyl]-ethylenediamine
  参考文献：
  名称：

  [EN] AGENTS FOR IMAGING AND DIAGNOSTIC METHODS USING THEM
  [FR] AGENTS D'IMAGERIE ET PROCEDES DIAGNOSTIQUES FAISANT APPEL A CES DERNIERS

  摘要：

  公开号：

  WO2003101948A3
• 作为产物：
  描述：

  N-[(4-methoxybenzylsulfanyl)ethyl]-2-chloroacetamide 以 乙腈 为溶剂， 反应 6.0h， 以to provide N-[-2-(4-methoxy-benzylsulfanyl)-ethyl]-2-[2-(4-methoxy-benzylsulfanyl)-ethylamino]-acetamide (3) (40.4 g)的产率得到N-[2-((2-S-(4-methoxybenzyl)sulfanyl)ethyl)amino]acetyl-S-(4-methoxybenzyl)-2-aminoethanethiol
  参考文献：
  名称：

  Agents for imaging and diagnostic methods using them

  摘要：

  本发明提供了新型化合物，这些化合物能够选择性地结合到正处于扰动和改变其质膜正常组织的细胞，同时对于质膜组织正常的细胞结合程度较低，以及它们作为诊断探针的用途。所述化合物及其使用方法可能在医学实践中有用，如用于疾病诊断和治疗反应监测等应用。

  公开号：

  US07378079B2

文献信息

• CONJUGATES DERIVED FROM NON-STEROIDAL ANTI-INFLAMMATORY DRUGS AND METHODS OF USE THEREOF IN IMAGING
  申请人：Reiley Pharmaceuticals, Inc.

  公开号：US20150374858A1

  公开（公告）日：2015-12-31

  Conjugates derived from non-steroidal anti-inflammatory drugs (NSAIDs) and methods of use thereof are disclosed, useful for, inter alia, identifying and localizing the site of pathology and/or inflammation responsible for the sensation of pain in a patient; for identifying the sites of primary, secondary, benign, or malignant tumors; and for diagnosing infection or confirming or ruling out suspected infection. The NSAID-based conjugates contain an imaging moiety. The conjugates concentrate at sites of increased cyclooxygenase expression, thus revealing the sites of increased prostaglandin production, which is correlated with pain and inflammation, and correlated with tumor presence and/or location. Identifying areas of increased COX expressing can also aid in screening for infections.

  披露了来自非甾体抗炎药（NSAIDs）的衍生物及其使用方法，这对于识别和定位患者疼痛感觉的病理和/或炎症部位；识别原发、继发、良性或恶性肿瘤的部位；以及诊断感染或确认或排除疑似感染非常有用。基于NSAID的偶联物含有成像基团。这些偶联物在环氧化酶表达增加的部位富集，从而揭示了前列腺素产生增加的部位，这与疼痛和炎症有关，并与肿瘤存在和/或位置有关。识别COX表达增加的区域也有助于筛查感染。
• Synthesis and preliminary biological evaluation of a technetium-99m labeled thymidine analog
  作者：Chun Xiong Lu、Zheng Wu Wang、Quan Fu Jiang、Jie Tang、Cheng Tan、Jian Kang Zhang

  DOI：10.1016/j.cclet.2011.06.012

  日期：2011.11

  Abstract The synthesis and labeling of 99mTc-N3-N′-[2-sulfanyl-ethylamino)acetyl]-2-aminoethyl-sulfanyl-1-hexanamide}thymidine (99mTc-NHT) were studied. In the presence of sodium glucoheptonate (GH) and ethylene diamine tetraacetic acid (EDTA), 99mTc-NHT was obtained by using bisaminoethanethiol (N2S2) as a bifunctional coupling agent. The radiochemical purity of the 99mTc-NHT was over 95%. Biodistribution

  摘要研究了99mTc-N3- N'-[2-硫烷基-乙基氨基）乙酰基] -2-氨基乙基-硫烷基-1-己酰胺}胸苷（99mTc-NHT）的合成和标记。在葡庚糖酸钠（GH）和乙二胺四乙酸（EDTA）的存在下，通过使用双氨基乙硫醇（N2S2）作为双功能偶联剂，可获得99mTc-NHT。99mTc-NHT的放射化学纯度超过95％。99mTc-NHT的生物分布是在肝癌HepA荷瘤小鼠中进行的。在pi 2小时后，肿瘤与肌肉，肿瘤与骨骼和肿瘤与血液的比率分别为4.41±0.32、2.45±0.24和1.51±0.18。
• 靶向II型囊泡单胺转运体分子探针及其制备方法和应用
  申请人：江苏省原子医学研究所

  公开号：CN115536705A

  公开（公告）日：2022-12-30

  本发明涉及医药领域，具体涉及一种靶向II型囊泡单胺转运体的分子探针及其制备方法和应用，本发明提供的靶向II型囊泡单胺转运体的分子探针，具有制备方法简便、快速的优势，且相对于核素11C、18F，99mTc作为SPECT显像核素可以由钼锝(99Mo‑99mTc)发生器淋洗而得，不必依赖医用回旋加速器，价廉易得。此外，本发明制备的靶向II型囊泡单胺转运体的分子探针具有良好的体外稳定性、亲脂性和生物学活性，对VMAT2具有较好的亲和力，具有对VMAT2进行示踪成像的潜力，可能进行脑部的VMAT2示踪成像。
• 99mTc- and Re-labeled 6-dialkylamino-2-naphthylethylidene derivatives as imaging probes for β-amyloid plaques
  作者：Mengchao Cui、Ruikun Tang、Zijing Li、Huiying Ren、Boli Liu

  DOI：10.1016/j.bmcl.2010.11.096

  日期：2011.2

  Based on the conjugate strategy, two neutral Tc-99m labeled 2-(1-(6-(dialkylamino)naphthalen-2-yl) ethylidene) malononitrile (DDNP) and 1-(6-(dialkylamino) naphthalen-2-yl) ethanone (ENE) derivatives, and their corresponding rhenium complexes were synthesized. In vitro fluorescent staining indicated that the corresponding rhenium derivatives selectively stained the beta-amyloid (A beta) plaques in the brain sections of AD model mice with low background. Compared with FDDNP and FENE, the affinities of the corresponding rhenium derivatives to A beta aggregates decreased about 10-14-fold. In vivo biodistribution experiments in normal mice showed that Tc-99m-MAMA-ENE displayed medium initial brain uptake (0.65 % ID/g at 2 min) with a reasonable washout from the brain (0.19 % ID/g at 2 h) while (99mTc)-MAMA-DDNP showed a low brain uptake (0.28 % ID/g at 2 min). Further optimize these Tc-99m-labeled tracers in order to improve their binding affinities to A beta plaques and diffusion through the blood brain barrier may generate useful imaging agents for SPECT. (C) 2010 Elsevier Ltd. All rights reserved.
• Synthesis and biological evaluation of novel technetium-99m labeled phenylbenzoxazole derivatives as potential imaging probes for β-amyloid plaques in brain
  作者：Xuedan Wang、Mengchao Cui、Pingrong Yu、Zijing Li、Yanping Yang、Hongmei Jia、Boli Liu

  DOI：10.1016/j.bmcl.2012.05.010

  日期：2012.7

  Two uncharged Tc-99m-labeled phenylbenzoxazole derivatives were biologically evaluated as potential imaging probes for beta-amyloid plaques. The Tc-99m and corresponding rhenium complexes were synthesized by coupling monoamine-monoamide dithiol (MAMA) and bis(aminoethanethiol) (BAT) chelating ligand via a pentyloxy spacer to phenylbenzoxazole. The fluorescent rhenium complexes 6 and 9 selectively stainined the beta-amyloid plaques on the sections of transgenic mouse, and showed high affinity for A beta((1-42)) aggregates (K-i = 11.1 nM and 14.3 nM, respectively). Autoradiography in vitro indicated that [Tc-99m]6 clearly labeled beta-amyloid plaques on the sections of transgenic mouse. Biodistribution experiments in normal mice revealed that [Tc-99m]6 displayed moderate initial brain uptake (0.81% ID/g at 2 min), and quickly washed out from the brain (0.25% ID/g at 60 min). The preliminary results indicate that the properties of [Tc-99m]6 are promising, although additional refinements are needed to improve the ability to cross the blood-brain barrier. (C) 2012 Elsevier Ltd. All rights reserved.