2-(o-nitrophenylthio)ethanol | 13287-78-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(o-nitrophenylthio)ethanol
• 英文别名: 2-((2-nitrophenyl)thio)ethan-1-ol；2-<2-Nitro-phenylthio>-aethanol；2-(2-nitro-phenylsulfanyl)-ethanol；2-(2-Nitro-phenylmercapto)-aethanol；Monothioaethylenglykol-S-(2-nitro-phenylaether)；(β-Oxy-aethyl)-(2-nitro-phenyl)-sulfid；mononitrophenyl-β-hydroxyethylsulfide；2-(2-nitro-phenylthio)-ethanol；2-hydroxyethylthionitrobenzene；2-(2-Nitrophenylthio)ethanol；2-(2-nitrophenyl)sulfanylethanol
• CAS: 13287-78-0
• 化学式: C₈H₉NO₃S
• mdl: MFCD12169602
• 分子量: 199.23
• InChiKey: VMYUGEINKTZKMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  91.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(o-nitrophenylthio)ethanol 在 盐酸 、 氯化亚砜 、 双氧水 、 铁粉 、 potassium carbonate 、 溶剂黄146 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 44.0h， 生成 3,4-二氢-2H-1,4-苯并噻嗪1,1-二氧化物
  参考文献：
  名称：

  [EN] POL THETA INHIBITORS
  [FR] INHIBITEURS DE POL THÊTA

  摘要：

  The present invention relates to compounds of formula (I), that possess DNA polymerase theta (POLQ) enzyme inhibitory activity, methods for their preparation, pharmaceutical compositions containing them, and their use in the treatment or prevention of diseases or disorders involving DNA polymerase theta (POLQ) enzyme.

  公开号：

  WO2023144793A1
• 作为产物：
  描述：

  2-(2-硝基苯硫基)乙酸乙酯 在 lithium aluminium tetrahydride 、 乙醚 作用下， 生成 2-(o-nitrophenylthio)ethanol
  参考文献：
  名称：

  Angelini; Grandolini, Annali di Chimica, 1956, vol. 46, p. 235,240, 241

  摘要：

  DOI：

文献信息

• Efficient Reduction of Nitroarenes over Nickel-Iron Mixed Oxide Catalyst Prepared from a Nickel-Iron Hydrotalcite Precursor
  作者：Qixun Shi、Rongwen Lu、Lianhai Lu、Xinmei Fu、Defeng Zhao

  DOI：10.1002/adsc.200700070

  日期：2007.8.6

  Nickel-iron mixed oxide prepared from a nickel-iron hydrotalcite precursor was found to be a highly efficient catalyst for the chemoselective reduction of nitroarenes under mild reaction conditions.

  发现由镍铁水滑石前体制备的镍铁混合氧化物是在温和的反应条件下化学选择性还原硝基芳烃的高效催化剂。
• Tuning Side Arm Electronics in Unsymmetrical Cyclotriazadisulfonamide (CADA) Endoplasmic Reticulum (ER) Translocation Inhibitors to Improve their Human Cluster of Differentiation 4 (CD4) Receptor Down-Modulating Potencies
  作者：Reena Chawla、Victor Van Puyenbroeck、Nicholas C. Pflug、Alekhya Sama、Rameez Ali、Dominique Schols、Kurt Vermeire、Thomas W. Bell

  DOI：10.1021/acs.jmedchem.5b01832

  日期：2016.3.24

  varied with substituents in different positions. This gave a range of CD4 down-modulation potencies that correlated well with anti-HIV-1 activities. The side arms of 21 of the new benzyl-tailed analogues were modeled by means of quantum mechanical calculations. For CADA analogues with arenesulfonamide side arms, the pIC50 values for CD4 down-modulation correlated with the component of the electric dipole

  环三氮杂二磺酰胺通过与CD4信号肽结合来下调表面CD4受体的表达，从而防止HIV进入细胞。根据两点结合模型，已经设计并合成了28个带有苄基尾基的新的不对称类似物和9个带有环己基甲基尾巴的不对称类似物。最有效的新型CD4下调器（40（CK147）； IC50 63 nM）具有4-二甲基氨基苯磺酰基侧臂。两个侧臂之一在不同位置具有取代基。这给出了一系列与抗HIV-1活性很好相关的CD4减量调节能力。通过量子力学计算对21种新的苄基尾类似物的侧臂进行建模。对于带有芳烃磺酰胺侧臂的CADA类似物，
• Highly soluble antibacterially active organic salts of pyridobenzothiazines and their preparation process
  申请人：MEDIOLANUM FARMACEUTICI S.P.A.

  公开号：EP0252352A2

  公开（公告）日：1988-01-13

  New highly soluble antibacterially active salts of pyrido-­benzothiazines with organic acids are described. In particular, organic salts of 9-fluoro-10[N-(4ʹ-methyl)-­piperazinyl]-7-oxo-2,3-dihydro-7H-pyrido[1,2,3 de][1,4]-­benzothiazine-6-carboxylic acid are prepared with an acid chosen from the group consisting of methanesulphonic acid, ethane­sulphonic acid, n-dodecanesulphonic acid, p-toluenesulphonic acid, 1-octadecanesulphonic acid, 2-chloro-ethanesulphonic acid, 2-bromo-ethanesulphonic acid, 3-hydroxy-propanesulphonic acid, citric acid, malonic acid, gluconic acid, malic acid, lactic acid and L-tartaric acid. A new process is also described for preparing said salts from 2,3,4-trichloronitrobenzene, by way of a 2-fluoro-3-chloro-4-­mercapto derivative of the nitrobenzene and cyclising the corresponding amino derivative.

  本文描述了吡啶并噻嗪类化合物与有机酸的新型高溶解性抗菌活性盐。 正十二烷磺酸、对甲苯磺酸、1-十八烷磺酸、2-氯乙磺酸、2-溴乙磺酸、3-羟基丙磺酸、柠檬酸、丙二酸、葡萄糖酸、苹果酸、乳酸和 L-酒石酸。 还描述了一种新工艺，通过硝基苯的 2-氟-3-氯-4-巯基衍生物和相应的氨基衍生物环化，从 2,3,4-三氯硝基苯制备上述盐类。
• Design, synthesis and biological evaluation N2-(2-alkyoxy-6-aliphatic aminopyridin-3-yl)-2,4-diaminepyrimidine derivatives bearing acylamino or DBTD ‘head’ as potential ALK inhibitors
  作者：Lingyun Xing、Tongfei Jing、Junlong Zhang、Ming Guo、Xiuqi Miao、Feng Jiang、Xin Zhai

  DOI：10.1016/j.bioorg.2018.09.019

  日期：2018.12

  Aiming to develop promising ALK inhibitors, two series of N-2-(2-alkyoxy-6-aliphatic aminopyridin-3-yl)-2,4-diaminepyrimidine derivatives (22a-x and 23a-d) were designed according to scaffold hopping and bioisosterism principles. All compounds were efficiently synthesized by concise reactions and anti-proliferative activities on ALK-addicted H2228, Karpas299 cells and EGFR-expressive A549 cell were evaluated by MTT assay. Several compounds exhibited potential cytotoxic activities with IC50 values below 0.10 mu M. Five compounds (22g, 22h, 22l, 22s and 23a) were selected for further enzymatic determination, resulting in the discovery of 22l against ALK and ALK(L1196M) with IC50 values of 2.1 nM and 3.8 nM. Particularly, western blot and cell apoptosis assays identified 22l as a promising ALK inhibitor, which was capable of obviously inhibiting cellular ALK activity and inducing cell apoptosis. Eventually, molecular docking modes of 22l with ALK confirmed structural basis in accordance with the SARs analysis.
• The alkaline fission of 2-aroyloxyethyldimethylsulphonium iodides: the evaluation of Hammett's substituent constants for some ortho-substituents
  作者：P. Mamalis、H. N. Rydon

  DOI：10.1039/jr9550001049

  日期：——