2-(甲基二硫烷基)乙酸 | 60033-23-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 有机二硫化物
• 中文名称: 2-(甲基二硫烷基)乙酸
• 英文名称: methyldisulfanyl-acetic acid
• 英文别名: carboxymethyl methyl disulfide；S-thiomethylthioglycolic acid；methyldithioacetic acid；methylenedithioacetic acid；methyldithio-acetic acid；2-(Methyldisulfanyl)acetic acid
• CAS: 60033-23-0
• 化学式: C₃H₆O₂S₂
• mdl: MFCD19228343
• 分子量: 138.211
• InChiKey: RAMAFUFQWPVITF-UHFFFAOYSA-N

物化性质

• 沸点：
  263.3±23.0 °C(Predicted)
• 密度：
  1.373±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  87.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(甲基二硫烷基)乙酸 、 氯甲酸异丁酯 在 N-甲基吗啉 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 生成
  参考文献：
  名称：

  SUBSTITUTED QUINAZOLINE DERIVATIVES AND THEIR USE AS TYROSINE KINASE INHIBITORS

  摘要：

  公开号：

  EP1000039B1
• 作为产物：
  描述：

  二甲基硫 、 巯基乙酸 在 三乙胺 作用下， 以 水 为溶剂， 生成 2-(甲基二硫烷基)乙酸
  参考文献：
  名称：

  7-Dithioacetamido cephalosporins

  摘要：

  制备了在7位具有二硫代乙酰胺基取代基的新型头孢菌素。这些化合物具有抗菌活性。

  公开号：

  US04058609A1

文献信息

• Substituted quinazoline derivatives
  申请人：American Cyanamid Company

  公开号：US06251912B1

  公开（公告）日：2001-06-26

  This invention provides compounds of formula 1 having the structure wherein: X, R1, R2, R3, R4, Z, X, and n are as defined hereinbefore in the specification, which are useful as antineoplastic agents and in the treatment of certain kidney diseases, such as polycystic kidney disease.

  本发明提供了具有以下结构的公式1化合物的用途：其中：X，R1，R2，R3，R4，Z，X和n如前文说明部分所定义，这些化合物可用作抗肿瘤剂，并用于治疗某些肾脏疾病，如多囊肾疾病。
• Cleavage of S-S Bond by Nitric Oxide (NO) in the Presence of Oxygen. A Disproportionation Reaction of Two Disulfides.
  作者：Nozomi TSUTSUMI、Takashi ITOH、Akio OHSAWA

  DOI：10.1248/cpb.48.1524

  日期：——

  experiments employing two symmetrical disulfides. The reaction resulted in the formation of unsymmetrical disulfides in nearly 50% yields. The steric hindrance of alkyl disulfide slowed the reaction rate, and an electron-donating group on the aryl disulfide promoted the reaction. The substituent and S-nitrosothiol effects suggested that the reaction was initialized with an oxidative process by NO+.

  在存在氧气的情况下，二硫键被催化量的一氧化氮裂解，这通过使用两个对称的二硫键进行的实验得以证实。该反应导致以近50％的产率形成不对称的二硫化物。烷基二硫化物的空间位阻减慢了反应速度，而芳基二硫化物上的供电子基团促进了反应。取代基和S-亚硝基硫醇的作用表明，该反应通过NO +的氧化过程而开始。
• Controlled coupling of aminoglycoside antibiotics to proteins for use in homogeneous enzyme immunoassays
  作者：Prithipal Singh、Marcel Pirio、Danton K. Leung、Yuh-Geng Tsay

  DOI：10.1139/v84-425

  日期：1984.11.1

  Selective N-acylation of aminoglycoside antibiotics with the N-hydroxysuccinimide ester of methyldithioacetic acid, followed by reaction with methanethiol or dithioerythritol, gives sulfhydryl labeled antibiotics. Alternatively, the nucleophilic sulfhydryl group is incorporated into an antibiotic by treatment with N-acetyl-d,l-homocysteine thiolactone. These derivatives couple readily with proteins that have previously been modified with bromoacetylglycyl groups to provide conjugates for use in the development of homogeneous enzyme immunoassays.

  氨基糖苷抗生素的选择性N-酰化，使用甲基二硫乙酸的N-羟基琥珀酰亚胺酯，随后与甲硫醇或二硫巴比妥醇反应，可制备含硫巯基标记的抗生素。或者，通过与N-乙酰-d,l-同型半胱氨酸硫内酯处理，将亲核硫巯基基团引入抗生素中。这些衍生物可与之前用溴乙酰甘氨酰基修饰过的蛋白质轻松偶联，用于开发均相酶免疫分析的共轭物。
• Synthesis of<i>S</i>-thiomethyl MAG₃, radiolabelling with technetium-99m and biological evaluation
  作者：Kasturi Sanyal、Sankha Chattopadhyay、Mita Chatterjee Debnath

  DOI：10.1002/jlcr.2954

  日期：2012.8

  Protection of the thiolate function of the mercaptoacetyltriglycine (MAG3) by S-thiomethyl group allows automatic deprotection of the protecting group during technetium-99m radiolabelling by transchelation using stannous chloride dihydrate as reductant. Protection of the thiolate group with S-thiomethyl increases the stability of the ligand, desired complex of high radiochemical purity could be prepared under relatively mild labelling condition (at room temperature) omitting the aeration step. The complex prepared from the S-thiomethyl protected MAG3 ligand were chromatographically (HPLC) and biologically compared with the corresponding complex prepared from the S-benzoylated MAG3 precursor. This result suggests that technetium-99m complex of MAG3 could be prepared from S-thiomethylated MAG3 precursor in comparatively higher purity under relatively milder labelling condition and this method of radiolabelling could be used for the development of less cumbrous single vial MAG3 kit. Copyright © 2012 John Wiley & Sons, Ltd.

  S-硫甲基对巯基乙酰基三甘氨酸 (MAG3) 的硫醇盐功能的保护允许在锝-99m 放射性标记过程中通过使用二水氯化亚锡作为还原剂进行转螯合来自动脱保护保护基。用S-硫甲基保护硫醇基团增加了配体的稳定性，可以在相对温和的标记条件（室温）下制备所需的高放射化学纯度的复合物，省略曝气步骤。由S-硫甲基保护的MAG3配体制备的复合物与由S-苯甲酰化MAG3前体制备的相应复合物进行色谱(HPLC)和生物学比较。该结果表明，在相对温和的标记条件下，可以从S-硫代甲基化MAG3前体制备相对较高纯度的MAG3锝-99m复合物，并且这种放射性标记方法可用于开发不太繁琐的单瓶MAG3试剂盒。版权所有 © 2012 约翰·威利父子有限公司
• Semisynthetic Maytansine Analogues for the Targeted Treatment of Cancer
  作者：Wayne C. Widdison、Sharon D. Wilhelm、Emily E. Cavanagh、Kathleen R. Whiteman、Barbara A. Leece、Yelena Kovtun、Victor S. Goldmacher、Hongsheng Xie、Rita M. Steeves、Robert J. Lutz、Robert Zhao、Lintao Wang、Walter A. Blättler、Ravi V. J. Chari

  DOI：10.1021/jm060319f

  日期：2006.7.1

  Maytansine, a highly cytotoxic natural product, failed as an anticancer agent in human clinical trials because of unacceptable systemic toxicity. The potent cell killing ability of maytansine can be used in a targeted delivery approach for the selective destruction of cancer cells. A series of new maytansinoids, bearing a disulfide or thiol substituent were synthesized. The chain length of the ester side chain and the degree of steric hindrance on the carbon atom bearing the thiol substituent were varied. Several of these maytansinoids were found to be even more potent in vitro than maytansine. The targeted delivery of these maytansinoids, using monoclonal antibodies, resulted in a high, specific killing of the targeted cells in vitro and remarkable antitumor activity in vivo.