N-methyl-D-glucamine dithiocarbamate | 94161-07-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-methyl-D-glucamine dithiocarbamate
• 英文别名: N-methyl-D-glucamide dithiocarbamate；methyl-(D-gluco-2,3,4,5,-pentahydroxy-hexyl)-dithiocarbamic acid；Methyl-(D-gluco-2,3,4,5,-pentahydroxy-hexyl)-dithiocarbamidsaeure；Methyl-(D-gluco-2,3,4,5,6-pentahydroxy-hexyl)-dithiocarbamidsaeure；N-Methyl-N-dithiocarboxy-D-glucamin；methyl-[(2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl]carbamodithioic acid
• CAS: 94161-07-6
• 化学式: C₈H₁₇NO₅S₂
• 分子量: 271.359
• InChiKey: IBVJFULICYLKCE-BDVNFPICSA-N

物化性质

• 熔点：
  >160°C dec
• 沸点：
  551.8±60.0 °C(Predicted)
• 密度：
  1.542±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  138
• 氢给体数：
  6
• 氢受体数：
  7

制备方法与用途

N-甲基-N-二硫代羧基葡糖胺（MDCG）能够动员并促进放射性同位素¹⁰⁹Cd的排泄。该化合物在急性与慢性镉中毒中也表现出一定的干预作用。

反应信息

• 作为反应物：
  描述：

  N-methyl-D-glucamine dithiocarbamate 以 水 、 二甲基亚砜 为溶剂， 生成 [FeNO(MGD)₂]
  参考文献：
  名称：

  A double bond-conjugated dimethylnitrobenzene-type photolabile nitric oxide donor with improved two-photon cross section

  摘要：

  Photocontrollable NO donors enable precise spatiotemporal release of NO under physiological conditions. We designed and synthesized a novel dimethylnitrobenzene-type NO donor, Flu-DNB-DB, which contains a carbon-carbon double bond in place of the amide bond of previously reported Flu-DNB. Flu-DNB-DB releases NO in response to one-photon activation in the blue wavelength region, and shows a greatly increased two-photon cross-section (delta(u)) at 720 nm (Flu-DNB: 0.12 GM, Flu-DNB-DB: 0.98 GM). We show that Flu-DNB-DB enables precisely controlled intracellular release of NO in response to 950 nm pulse laser irradiation for as little as 1 s. This near-infrared-light-controllable NO source should be a valuable tool for studies on the biological roles of NO. (C) 2015 The Authors. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2015.05.095

文献信息

• On the vasoprotective mechanisms underlying novel β-phosphorylated nitrones: Focus on free radical characterization, scavenging and NO-donation in a biological model of oxidative stress
  作者：Mathieu Cassien、Consuelo Petrocchi、Sophie Thétiot-Laurent、Maxime Robin、Emilie Ricquebourg、Chouaib Kandouli、Alice Asteian、Antal Rockenbauer、Anne Mercier、Marcel Culcasi、Sylvia Pietri

  DOI：10.1016/j.ejmech.2016.04.067

  日期：2016.8

  featured an antioxidant moiety occurring in natural phenolic acids. From the experimental screening of these hydroxyphenyl- and methoxyphenyl-substituted PPNs, biocompatible nitrones 4d, and 4g−4i deriving from caffeic, gallic, ferulic and sinapic acids, which combined improved EPR probing of ROS formation, vasorelaxant action and antioxidant potency, might be potential drug candidate alternatives to PBN

  合成了一系列具有不同芳族取代基（PPN）的新型杂化2-（二乙氧基磷酰基）-N-（亚苄基）丙烷-2-氧化胺衍生物。评估了这些分子在11种不同自由基上的EPR自旋捕获潜力以及体外NO给予特性，对预收缩大鼠主动脉环的细胞毒性和血管保护作用。新PPN的一个亚家族具有天然酚酸中存在的抗氧化剂部分。通过对这些被羟基苯基和甲氧基苯基取代的PPN的实验筛选，生物相容性硝酮4d和4g - 4i 源自咖啡酸，没食子酸，阿魏酸和芥子酸的酸，结合改进的EPR探测ROS形成，血管舒张作用和抗氧化剂效能，可能是PBN及其类似物的潜在候选药物。
• COBALT-BASED MRI CONTRAST AGENT AND IMAGING SYSTEM
  申请人：BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM

  公开号：US20160136305A1

  公开（公告）日：2016-05-19

  Novel, non-toxic cobalt-based contrast and imaging agents for use in enhanced medical imaging modalities and processes are described, as well the manufacture of markers containing such contrast agents is described, and uses for such imaging markers and contrast agents in a variety of therapeutic applications and devices.

  本发明涉及一种新型的、无毒的基于钴的对比剂和成像试剂，用于增强医学成像模式和过程，同时也描述了制造含有这种对比剂的标记物的方法，以及这种成像标记物和对比剂在各种治疗应用和设备中的用途。
• Nitrobenzoxadiazole derivatives as nitric oxide donors: ESR study using spin trapping
  作者：V. A. Serezhenkov、N. A. Tkachev、Yu. P. Semenyuk、S. V. Kurbatov、E. Yu. Kharchenko、V. A. Chistyakov

  DOI：10.1007/s11172-017-1702-2

  日期：2017.1

  (pSoxS-lux) was confirmed by the fact of producing nitric oxide. The NO-donating properties of three nitrobenzoxadiazole derivatives bearing π-excessive carbo- and heterocycles were found by the ESR method using spin trapping. The yield of nitrogen(II) oxide was 17, 0.3, and 1.6%. Sodium sulfide accelerates the thiol-dependent transformation and increases the yield of nitric oxide to 27, 16, and 12%, respectively

  硝基苯并恶二唑从基于大肠杆菌 MG 1655 (pSoxS-lux) 的基因工程生物传感器诱导 SOX 操纵子的能力通过产生一氧化氮的事实得到证实。通过使用自旋捕获的 ESR 方法发现了三种带有 π 过量碳环和杂环的硝基苯并恶二唑衍生物的 NO 供体特性。氧化氮(II)的产率为17%、0.3%和1.6%。硫化钠加速了硫醇依赖性转化，并将一氧化氮的产率分别提高到 27%、16% 和 12%。
• MRI Markers, Delivery and Extraction Systems, and Methods of Manufacture and Use Thereof
  申请人：Frank Steven J.

  公开号：US20120189551A1

  公开（公告）日：2012-07-26

  Novel, non-toxic cobalt-based contrast and imaging agents for use in enhanced medical imaging modalities and processes are described, as well the manufacture of markers containing such contrast agents is described, and uses for such imaging markers and contrast agents in a variety of therapeutic applications and devices.

  本发明涉及一种新型、无毒的基于钴的造影剂和成像剂，用于增强医学成像模式和过程，还描述了含有这种对比剂的标记物的制造，以及这种成像标记物和对比剂在各种治疗应用和设备中的用途。
• DITHIOCARBAMATES FOR THE TREATMENT OF ATHEROSCLEROSIS AND OTHER CARDIOVASCULAR AND INFLAMMATORY DISEASES
  申请人：EMORY UNIVERSITY

  公开号：EP0666741A1

  公开（公告）日：1995-08-16