(2-氟苯基)硫代]乙酸 | 705-02-2

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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-氟苯基)硫代]乙酸
• 英文名称: o-Fluorophenylthioglycolic acid
• 英文别名: (2-fluoro-phenylsulfanyl)-acetic acid；[(2-Fluorophenyl)thio]acetic acid；2-(2-fluorophenyl)sulfanylacetic acid
• CAS: 705-02-2
• 化学式: C₈H₇FO₂S
• mdl: MFCD00098428
• 分子量: 186.207
• InChiKey: BSTQAHSCLFITHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  (2-氟苯基)硫代]乙酸 在 高氯酸 、 pyridinium chlorochromate 作用下， 以 水 、 溶剂黄146 为溶剂， 生成 2-氟苯硫酚
  参考文献：
  名称：

  Oxidative cleavage of S-Arylmercaptoacetic acids by pyridinium chlorochromate: Kinetic and correlation analysis

  摘要：

  Kinetics of oxidation of 24 S-Arylmercaptoacetic acids (SAMA) by pyridinium chlorochromate (PCC) have been studied in acidmedium. The product of oxidation is the corresponding thiophenol. The rate data of meta- and para-substituted acids have been correlated well with sigma(I), sigma(R)degrees values and the meta-compounds correlate well with F, R values. The reaction constants are negative and of smaller magnitudes. Further, the ortho-substituted acids show a good correlation with triparametric equation involving Taft's sigma(I) and sigma(R)degrees and charton's steric parameter nu. There is no considerable steric contribution to the total orthosubstituent effect. Based on these observations, the mechanism involving the formation of protonated arylsulfinylacetic acid intermediate, followed by an intramolecular rearrangement leading to the product thiophenol has been proposed. (C) 1999 John Wiley & Sons, Inc.

  DOI：

  10.1002/(sici)1097-4601(1999)31:10<683::aid-jck1>3.0.co;2-9
• 作为产物：
  描述：

  2-氟苯胺 在 盐酸 、 水 、 sodium nitrite 作用下， 生成 (2-氟苯基)硫代]乙酸
  参考文献：
  名称：

  NEW SYNTHESIS OF PHENYLTHIOGLYCOLIC ACIDSviaRELATED TRIAZENE COMPOUNDS

  摘要：

  DOI：

  10.1080/00304949809355295

文献信息

• [EN] SERINE/THREONINE KINASE INHIBITORS<br/>[FR] INHIBITEURS DE SÉRINE/THRÉONINE KINASES
  申请人：ARRAY BIOPHARMA INC

  公开号：WO2015103137A1

  公开（公告）日：2015-07-09

  Compounds of Formula I or a stereoisomer, tautomer or pharmaceutically acceptable salt thereof are provided, which are useful for the treatment of diseases. Methods of using compounds of Formula I or a stereoisomer, tautomer or pharmaceutically acceptable salt thereof, for in vitro, in situ, and in vivo diagnosis, prevention or treatment of such diseases, or associated pathological conditions are disclosed.

  提供具有公式I的化合物或其立体异构体、互变异构体或药用可接受盐，这些化合物用于治疗疾病。公开了使用公式I的化合物或其立体异构体、互变异构体或药用可接受盐，用于体外、原位和体内诊断、预防或治疗此类疾病或相关病理状况的方法。
• [EN] FMS-LIKE TYROSINE KINASE INHIBITORS<br/>[FR] INHIBITEURS DE TYROSINE KINASE DE TYPE FMS
  申请人：3SM BIOTRON INC

  公开号：WO2019191896A1

  公开（公告）日：2019-10-10

  Provided are compounds of formula (I-1) -(I-4),which can be used as FLT3 inhibitors and for treatment and/or prevention of tumors.

  提供的化合物具有(I-1) -(I-4)的结构式，可用作FLT3抑制剂，用于肿瘤的治疗和/或预防。
• 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)，
• RETRACTED: Design, synthesis, and biological evaluation of heterotetracyclic quinolinone derivatives as anticancer agents targeting topoisomerases
  作者：Jiann-Fong Lee、Ting-Yu Chang、Zheng-Fang Liu、Nian-Zhe Lee、Yen-Hsiu Yeh、Yi-Song Chen、Tsung-Chih Chen、Hao-Syun Chou、Tsai-Kun Li、Sung-Bau Lee、Mei-Hsiang Lin

  DOI：10.1016/j.ejmech.2020.112074

  日期：2020.3

  substitutions were synthesized and evaluated as topoisomerase (Topo) inhibitors. Six (8, 10, 12, 14, 19, and 26) of 23 compounds showed strong inhibitory activities against Topo-mediated DNA relaxation and proliferation of five human cell lines including breast (MDA-MB-231, MDA-MB-468 and MCF7), colorectal (HCT116) and non-small cell lung (H1299) cancers. Among these, compounds 14 and 26 exhibited full inhibitory

  合成了一系列具有各种取代基的硫代色素[2,3-c]喹啉-12-衍生物，并作为拓扑异构酶（Topo）抑制剂进行了评估。23种化合物中的6种（8、10、12、14、19和26）显示出对Topo介导的DNA松弛和包括乳腺在内的5种人类细胞系（MDA-MB-231，MDA-MB-468和MCF7），大肠癌（HCT116）和非小细胞肺癌（H1299）癌症。其中，化合物14和26对3μM的Topo I和1μM的TopoIIα表现出完全的抑制活性。经过26种处理的癌细胞累积了DNA损伤，被阻滞在G2 / M期。随着时间的流逝，细胞继续凋亡，这表现为DNA碎片化的细胞数量增加以及caspase-8和-9的裂解。相反，正常的乳腺上皮细胞对26的敏感性较低。
• Kinetics and mechanism of oxidation of (arylthio)acetic acids by pyridinium hydrobromide perbromide
  作者：K. Karunakaran、K. P. Elango

  DOI：10.1002/poc.610080607

  日期：1995.6

  Oxidation of several monosubstituted (phenylthio)acetic acids (PTAA) by pyridinium hydrobromide perbromide (PHPB) was studied in aqueous acetic acid. The reaction is first order with respect to PHPB. Michaelis–Menten type kinetics are observed with respect to (arylthio)acetic acid. The effect of solvent composition indicates that the transition state is more polar than the reactants. The formation

  在乙酸水溶液中研究了氢溴酸吡啶鎓过溴化物（PHPB）对几种单取代的（苯硫基）乙酸（PTAA）的氧化作用。对于PHPB，反应是一阶的。相对于（芳硫基）乙酸观察到了米氏（Michaelis-Menten）型动力学。溶剂组成的影响表明过渡态比反应物极性更大。确定了在不同温度下中间底物-PHPB配合物的形成常数及其分解速率。对位和间位取代的（苯硫基）乙酸的氧化速率与Hammett的取代基常数相关。在35°C下ρ值为-1·60。邻位氧化速率取代的化合物与Charton的三方方程式相关。提出了一种机制，该机制涉及在缓慢的速率确定步骤中分解中间体配合物，得到afford离子，该which离子在随后的快速步骤中水解为亚砜。