2-(mesitylthio)acetic acid

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(mesitylthio)acetic acid
• 英文别名: mesitylthioacetic acid；mesitylmercapto-acetic acid；(2.4.6-Trimethyl-phenylmercapto)-essigsaeure；Mesitylmercapto-essigsaeure；2-(2,4,6-Trimethylphenyl)sulfanylacetic acid
• 化学式: C₁₁H₁₄O₂S
• mdl: MFCD11585749
• 分子量: 210.297
• InChiKey: WNDGPXPSTYISAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(mesitylthio)acetic acid 在 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 苯甲醚 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 N-[amino(imino)methyl]-2-(mesitylthio)acetamide
  参考文献：
  名称：

  THERAPEUTIC AGENT FOR NEUROLOGICAL DISEASES

  摘要：

  公开号：

  EP2599776B1
• 作为产物：
  描述：

  氯乙酸 、 alkaline earth salt of/the/ methylsulfuric acid 生成 2-(mesitylthio)acetic acid
  参考文献：
  名称：

  青霉素的生物合成；氧乙酸和巯基乙酸。

  摘要：

  DOI：

  10.1021/ja01189a003

文献信息

• Synthesis, characterization and biological studies of 1-D polymeric triphenyltin(IV) carboxylates
  作者：Goran N. Kaluđerović、Reinhard Paschke、Sanjiv Prashar、Santiago Gómez-Ruiz

  DOI：10.1016/j.jorganchem.2010.04.029

  日期：2010.7

  The triphenyltin(IV) carboxylate compounds [SnPh3(O2CCH2SXyl)}∞] (1) (Xyl = 3,5-Me2C6H3) and [SnPh3(O2CCH2SMes)}∞] (2) (Mes = 2,4,6-Me3C6H2) have been synthesized by the reaction of SnPh3Cl with one equivalent of xylylthioacetic acid or mesitylthioacetic acid, respectively. 1 and 2 have been characterized by spectroscopic methods. The cytotoxic activity of 1 and 2 was tested against human tumour

  三苯基锡（IV）羧酸盐化合物[SnPh 3（O 2 CCH 2 SXyl）} ∞ ]（1）（Xyl = 3,5-Me 2 C 6 H 3）和[SnPh 3（O 2 CCH 2 SMes） } ∞ ]（2）（Mes = 2,4,6-Me 3 C 6 H 2）分别通过SnPh 3 Cl与一当量的二甲苯基硫代乙酸或间苯二甲硫基乙酸的反应合成。1和2已经通过光谱学方法表征。测试了1和2对来自四种不同组织起源的人类肿瘤细胞系的细胞毒活性：8505C（间变性甲状腺癌），DLD-1（结肠癌）以及对顺铂敏感的A253（头颈癌）和A549（肺癌） ）并与参考复合物顺铂的那些进行比较。有趣的是，羧酸盐衍生物对所有研究细胞的细胞毒活性均高于顺铂。DNA相互作用测试也已经进行。所有研究复合物的溶液均已用不同浓度的鱼精DNA（FS-DNA）处理，观察到紫外光谱的修饰具有1.68×10 5的固有结合常数和1.02×10
• Titanium(IV) carboxylate complexes: Synthesis, structural characterization and cytotoxic activity
  作者：Santiago Gómez-Ruiz、Beatriz Gallego、Željko Žižak、Evamarie Hey-Hawkins、Zorica D. Juranić、Goran N. Kaluđerović

  DOI：10.1016/j.poly.2009.05.068

  日期：2010.1

  Four titanium(IV)carboxylate complexes [Ti(eta 5-C5H5)(2)(O(2)CCH(2)SMes)(2)] (1), [Ti(eta(5)-C5H4Me)(2)(O2CCH2SMeS)(2)] (2). [Ti(eta(5)-C5H5)(eta(5)-C5H4SiMe3)(O2CCH2SMeS)(2)] (3) and [Ti(eta(5)-C5Me5)(O(2)CCH(2)SMes)(3)] (4: Mes = 2,4,6-Me3C6H2) have been synthesised by the reaction of the corresponding titanium derivatives [Ti(eta(5)-C5H5)(2)Cl-2], [Ti(eta(5)-C5H4Me)(2)Cl-2], [Ti(eta(5)-C5H5)(eta(5)-C5H4SiMe3)Cl-2] and [Ti(eta(5)-C5Me5)Cl-3] and two (for 1-3) or three (for 4) equivalents of mesitylthioacetic acid. Complexes 1-4 have been characterized by spectroscopic methods and the molecular structure of the complexes 1, 2 and 4 have been determined by X-ray diffraction studies. The cytotoxic activity of 1-4 was tested against tumor cell lines human adenocarcinoma HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x, and normal immunocompetent cells. that is peripheral blood mononuclear cells PBMC and compared with those of the reference complexes [Ti(eta(5)-C5H5)(2)Cl-2] (R1), [Ti(eta(5)-C5H4Me)(2)Cl-2] (R2), [Ti(eta(5)-C5H5) (eta(5)-C5H4SiMe3)Cl-2] (R3) and cisplatin. In all cases, the cytotoxic activity of the carboxylate derivatives was higher than that of their corresponding dichloride analogues, indicating a positive effect of the carboxylato ligand on the final anticancer activity. Complexes 1-4 are more active against K562 (IC50 values from 72.2 to 87.9 mu M) than against HeLa (IC50 values from 107.2 to 142.2 mu M) and Fem-x cells (IC50 values from 90.2 to 191.4 mu M). (C) 2009 Elsevier Ltd. All rights reserved.
• US4535087A
  申请人：——

  公开号：US4535087A

  公开（公告）日：1985-08-13
• US4672065A
  申请人：——

  公开号：US4672065A

  公开（公告）日：1987-06-09
• Biosynthesis of Penicillins. VII.¹ Oxy- and Mercaptoacetic Acids
  作者：Quentin F. Soper、Calvert W. Whitehead、Otto K. Behrens、Joseph J. Corse、Reuben G. Jones

  DOI：10.1021/ja01189a003

  日期：1948.9