2-[(2-甲基苯基)硫代]-乙酸 | 18619-15-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 2-[(2-甲基苯基)硫代]-乙酸
• 英文名称: [(2-Methylphenyl)sulfanyl]acetic acid
• 英文别名: o-tolylsulfanylacetic acid；2-[(2-methylphenyl)thio]acetic acid；o-Tolylmercapto-essigsaeure；essigsaeure；o-Tolylthio-essigsaeure；Carboxymethyl-o-tolyl-sulfid；S-o-Tolyl-thioglykolsaeure；o-Tolylsulfanyl-acetic acid；2-(2-methylphenyl)sulfanylacetic acid
• CAS: 18619-15-3
• 化学式: C₉H₁₀O₂S
• mdl: MFCD00570561
• 分子量: 182.243
• InChiKey: VTRSJSNKSMEVPO-UHFFFAOYSA-N

物化性质

• 熔点：
  107-108 °C
• 沸点：
  313.8±35.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 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-[(2-甲基苯基)硫代]-乙酸 在 磺酰氯 、 硫酸 、 氯化锑(V) 、 双氧水 作用下， 以 氯苯 为溶剂， 生成 4-chloro-2-methylthiophenol
  参考文献：
  名称：

  Electrophilic Substitution of the Benzenethiols. I. Halobenzene- and Halotoluenethiols¹

  摘要：

  DOI：

  10.1021/jo01059a081
• 作为产物：
  描述：

  1-methyl-2-thiocyanatobenzene 、 氯乙酸 生成 2-[(2-甲基苯基)硫代]-乙酸
  参考文献：
  名称：

  Rabaut, Bulletin de la Societe Chimique de France, 1902, vol. <3> 27, p. 690

  摘要：

  DOI：

文献信息

• Discovery of 2-phenoxyacetamides as inhibitors of the Wnt-depalmitoleating enzyme NOTUM from an X-ray fragment screen
  作者：Benjamin N. Atkinson、David Steadman、Yuguang Zhao、James Sipthorp、Luca Vecchia、Reinis R. Ruza、Fiona Jeganathan、Georgie Lines、Sarah Frew、Amy Monaghan、Svend Kjær、Magda Bictash、E. Yvonne Jones、Paul V. Fish

  DOI：10.1039/c9md00096h

  日期：——

  (IC50 33 μM). Optimization of hit 3 by SAR studies guided by SBDD identified indazole 38 (IC50 0.032 μM) and isoquinoline 45 (IC50 0.085 μM) as potent inhibitors of NOTUM. The binding of 45 to NOTUM was rationalized through an X-ray co-crystal structure determination which showed a flipped binding orientation compared to 3. However, it was not possible to combine NOTUM inhibition activity with metabolic

  NOTUM 是一种羧酸酯酶，已被证明通过介导 Wnt 蛋白的O-去棕榈油酰化而发挥作用，从而抑制 Wnt 信号传导。在这里，我们描述了 NOTUM 抑制剂的开发，该抑制剂可恢复 Wnt 信号传导，用于在NOTUM 过度活动是潜在原因的体外疾病模型中。用 NOTUM 进行的晶体片段筛选确定 2-苯氧基乙酰胺3与棕榈油酸袋结合，具有适度的抑制活性 (IC 50 33 μM)。由 SBDD 指导的 SAR 研究优化命中3确定了吲唑38 (IC 50 0.032 μM) 和异喹啉45 (IC 500.085 μM) 作为 NOTUM 的有效抑制剂。通过 X 射线共晶体结构测定使45与 NOTUM的结合合理化，该测定显示与3相比翻转的结合方向。然而，不可能将 NOTUM 抑制活性与代谢稳定性结合起来，因为大多数测试的化合物以 NADPH 非依赖性方式快速代谢。
• Integrated Synthesis of Thienyl Thioethers and Thieno[3,2-b]thiophenes via 1-Benzothiophen-3(2H)-ones
  作者：Koichi Mitsudo、Seiji Suga、Nanae Habara、Yoshiaki Kobashi、Yuji Kurimoto、Hiroki Mandai

  DOI：10.1055/s-0040-1707280

  日期：2020.12

  A one-pot procedure for the synthesis of thienyl thioethers is described. Several thienyl thioethers were synthesized by a TfOH-promoted Friedel–Crafts-type cyclization, a subsequent nucleophilic attack by an arenethiol, and dehydration. This protocol was successfully applied to the synthesis of thienoacene derivatives by using a Pd-catalyzed dehydrogenative cyclization.

  描述了一种用于合成噻吩硫醚的一锅法。通过TfOH促进的Friedel-Crafts型环化反应、随后的芳基硫醇亲核攻击和脱水反应，合成了几种噻吩硫醚。该方案成功应用于通过Pd催化的脱氢环化合成噻吩芳香烃衍生物。

• Kinetics and Mechanism of Oxidation of Ethyl Phenylthioacetates by Bromamine-B
  作者：Rajagopal Gurumurthy、Kulathu Iyer Sathiyanarayanan、Mannathusamy Gopalakrishnan

  DOI：10.1246/bcsj.65.1096

  日期：1992.4

  catalytic effect of mercury has been observed and the order with respect to Hg(II) is one. Electron-releasing substituents generally accelerate the rate while electron-withdrawing groups retard the rate. A good correlation is found to exist between log k2 and Hammett σ constants. Two mechanisms have been proposed, one in presence of Hg(II) and the other in the absence of Hg(II). In presence of Hg(II), rate

  在 50% (v/v) 乙醇水溶液中研究了溴胺-B（N-溴苯磺酰胺的钠盐）氧化几种取代的苯基硫代乙酸乙酯的动力学。已使用磷酸氢二钠和磷酸二氢钠缓冲液。该反应是总的二级反应，每个反应物都是一级反应。已经观察到汞的催化作用，并且相对于 Hg(II) 的顺序是一个。放电子取代基通常会加快速率，而吸电子基团会减慢速率。发现 log k2 和 Hammett σ 常数之间存在良好的相关性。已经提出了两种机制，一种是存在 Hg(II)，另一种是不存在 Hg(II)。存在 Hg(II) 时，速率 = k[C1][H2OBr]+ 且不存在 Hg(II)，
• The acid dissociation constants of substituted (phenylthio)acetic and (phenylseleno)acetic acids
  作者：L. D. Pettit、A. Royston、C. Sherrington、R. J. Whewell

  DOI：10.1039/j29680000588

  日期：——

  (phenylthio)acetic and (phenylseleno)acetic acids and their acid dissociation constants, measured at 20·0° and µ= 0·10M(KNO3), are reported. The constants are compared with those of the corresponding phenoxyacetic, β-phenylpropionic, and benzoic acids to give an indication of the abilities of Group VIB elements to transmit electronic effects of substituents in the phenyl rings to the dissociating protons

  据报道，制备了各种取代的（苯硫基）乙酸和（苯硒基）乙酸，其酸解离常数在20·0°和µ = 0·10 M（KNO 3）下测量。将该常数与相应的苯氧乙酸，β-苯基丙酸和苯甲酸的常数进行比较，以表明VI B族元素将苯环中取代基的电子效应传递至离解质子的能力。
• COMPOUND AND COLORED RESIN COMPOSITION
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20210002487A1

  公开（公告）日：2021-01-07

  An object of the present invention is to provide a novel squarylium dye that can achieve an equivalent chromaticity value of even a colored resin composition having a low content of the squarylium dye as compared with a colored resin composition comprising a conventional squarylium dye. The present invention provides a compound represented by the formula (I) wherein R 4 to R 4 each independently represent a hydrogen atom or the like; R 5 to R 8 each independently represent a hydrogen atom or the like; R 9 and R 10 each independently represent a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms or the like; R 11 and R 12 each independently represent a halogen atom or an alkyl halide group having 1 to 6 carbon atoms; and m1 and m2 each independently represent an integer of 1 to 5.

  本发明的一个目的是提供一种新型的方苯基染料，即使与含有传统方苯基染料的着色树脂组合相比，也可以实现具有低含量方苯基染料的着色树脂组合的等效色度值。本发明提供了一个由式（I）表示的化合物，其中R4到R4各自独立地表示氢原子或类似物；R5到R8各自独立地表示氢原子或类似物；R9和R10各自独立地表示具有1到20个碳原子的一价饱和碳氢基团或类似物；R11和R12各自独立地表示卤素原子或具有1到6个碳原子的烷基卤素基团；m1和m2各自独立地表示1到5的整数。