(2-methoxyphenyl)(4-nitrophenyl)sulfane | 91901-31-4

• 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-methoxyphenyl)(4-nitrophenyl)sulfane
• 英文别名: Benzene, 1-methoxy-2-[(4-nitrophenyl)thio]-；1-methoxy-2-(4-nitrophenyl)sulfanylbenzene
• CAS: 91901-31-4
• 化学式: C₁₃H₁₁NO₃S
• 分子量: 261.301
• InChiKey: BTVIHKVUMBUEOU-UHFFFAOYSA-N

物化性质

• 熔点：
  93-94 °C(Solv: ligroine (8032-32-4); benzene (71-43-2))
• 沸点：
  402.4±30.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  80.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2-methoxyphenyl)(4-nitrophenyl)sulfane 在 potassium permanganate 、 sodium sulfite 作用下， 以 水 、 溶剂黄146 为溶剂， 以83%的产率得到(2-methoxyphenyl)(4-nitrophenyl)sulfane
  参考文献：
  名称：

  Therapeutic amides

  摘要：

  酰胺具有以下化学式I：##STR1## 其中E、X、R.sup.2和R.sup.3的含义如规范中所述，并且其药学上可接受的盐和在体内可水解的酯，可用于治疗尿失禁。还提供了制备这些酰胺的方法和含有它们的药物组合物。

  公开号：

  US05272163A1
• 作为产物：
  描述：

  2-甲氧基苯硫酚 、 对硝基氯苯 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 生成 (2-methoxyphenyl)(4-nitrophenyl)sulfane
  参考文献：
  名称：

  通过克尔效应和偶极矩方法研究二芳基硫醚的构象

  摘要：

  摘要 报告了 (4-NO 2 C 6 H 4 ) 2 S、(4-MeOC 6 H 4 ) 2 S、(4-MeOC 6 H 4 ) (4'-NO 2 C) 的摩尔克尔常数和电偶极矩6 H 4 )S, (2-MeOC 6 H 4 ) (4'-NO 2 C 6 H 4 )S, 4(MeOC 6 H 4 ) (2'-NO 2 C 6 H 4 )S, (2- MeOC 6 H 4 ) (2'-NO 2 C 6 H 4 )S 和 (4-ClC 6 H 4 ) 2 SO 在 298 K 下作为二恶烷中的溶质。根据溶液中采用的优选构象分析数据。在大多数情况下，这些数据与在二恶烷中存在的螺旋构象异构体一致，其中两个芳环相对于 C Ar SC Ar 分子参考平面在相同方向上扭曲。(4-ClC 6 H 4 ) 2 SO 分子采用正交构象，其中两个芳环近似垂直于C Ar SC Ar 分子参考平面。

  DOI：

  10.1016/0022-2860(92)80017-c

文献信息

• Dimsyl Anion Enables Visible‐Light‐Promoted Charge Transfer in Cross‐Coupling Reactions of Aryl Halides
  作者：Lei Pan、Maria Victoria Cooke、Amara Spencer、Sébastien Laulhé

  DOI：10.1002/adsc.202101052

  日期：2022.1.18

  A methodology is reported for visible-light-promoted synthesis of unsymmetrical chalcogenides enabled by dimsyl anion in the absence of transition-metals or photoredox catalysts. The cross-coupling reaction between aryl halides and diaryl dichalcogenides proceeds with electron-rich, electron-poor, and heteroaromatic moieties. Mechanistic investigations using UV-Vis spectroscopy, time-dependent density

  报道了一种方法，用于在没有过渡金属或光氧化还原催化剂的情况下，可见光促进不对称硫族化物的合成，由二甲基阴离子实现。芳基卤化物和二芳基二硫化物之间的交叉偶联反应与富电子、缺电子和杂芳基部分一起进行。使用紫外-可见光谱、时间相关密度泛函理论 (TD-DFT) 计算和控制反应进行的机理研究表明，二甲基阴离子形成能够吸收蓝光的电子-供体-受体 (EDA) 复合物，从而导致电荷转移负责从芳基卤化物中产生芳基自由基。这种先前未报道的机制途径可应用于在存在碱和芳基卤化物的情况下在 DMSO 中进行的其他光诱导转化。
• Cerium catalyst promoted C–S cross-coupling: synthesis of thioethers, dapsone and RN-18 precursors
  作者：José M. da C. Tavares Junior、Caren D. G. da Silva、Beatriz F. dos Santos、Nicole S. Souza、Aline R. de Oliveira、Vicente L. Kupfer、Andrelson W. Rinaldi、Nelson L. C. Domingues

  DOI：10.1039/c9ob02171j

  日期：——

  In this work, we present a novel, efficient and green methodology for the synthesis of thioethers by the C–S cross-coupling reaction with the assistance of [Ce(L-Pro)2]2Ox as a heterogeneous catalyst in good to excellent yields. A scale-up of the protocol was explored using an unpublished methodology for the synthesis of a dapsone-precursor, which proved to be very effective over a short time. The

  在这项工作中，我们提出了一种新型的，高效的，绿色的方法，该方法通过[Ce（L -Pro）2 ] 2 Ox作为非均相催化剂，通过CS交叉偶联反应合成硫醚。产量。使用未公开的氨苯砜前体的合成方法探索了该方案的扩大规模，事实证明在短时间内非常有效。回收了催化剂[Ce（L -Pro）2 ] 2 Ox，它对再五个反应循环是有效的。
• Discovery and SAR development of 2-(phenylamino) imidazolines as postacyclin receptor antagonists
  作者：Robin D. Clark、Alam Jahangir、Daniel Severance、Rick Salazar、Thomas Chang、David Chang、Mary Frances Jett、Steven Smith、Keith Bley

  DOI：10.1016/j.bmcl.2003.10.070

  日期：2004.2

  On the basis of screening hits (1a,b), a series of selective, high affinity prostacyclin receptor antagonists was developed. The optimized lead compound 25d [(4,5-dihydro-1H-imidazol-2-yl)-[4-(4-isopropoxybenzyl)phenyl]amine] had analgesic activity in the rat.

  基于筛选结果（1a，b），开发了一系列选择性，高亲和力的前列环素受体拮抗剂。优化的铅化合物25d [（4,5-二氢-1H-咪唑-2-基）-[4-（4-异丙氧基苄基）苯基]胺]在大鼠中具有镇痛作用。
• Non-nucleoside Inhibitors of the Measles Virus RNA-Dependent RNA Polymerase: Synthesis, Structure–Activity Relationships, and Pharmacokinetics
  作者：J. Maina Ndungu、Stefanie A. Krumm、Dan Yan、Richard F. Arrendale、G. Prabhakar Reddy、Taylor Evers、Randy Howard、Michael G. Natchus、Manohar T. Saindane、Dennis C. Liotta、Richard K. Plemper、James P. Snyder、Aiming Sun

  DOI：10.1021/jm201699w

  日期：2012.5.10

  The measles virus (MeV), a member of the paramyxovirus family, is an important cause of pediatric morbidity and mortality worldwide. In an effort to provide therapeutic treatments for improved measles management, we previously identified a small, non-nucleoside organic inhibitor of the viral RNA-dependent RNA polymerase by means of high-throughput screening. Subsequent structure-activity relationship (SAR) studies around the corresponding pyrazole carboxamide scaffold led to the discovery of 2 (AS-136a), a first generation lead with low nanomolar potency against life MeV and attractive physical properties suitable for development. However, its poor water solubility and low oral bioavailability (F) in rat suggested that the lead could benefit from further SAR studies to improve the biophysical characteristics of the compound. Optimization of in vitro potency and aqueous solubility led to the discovery of 2o (ERDRP-00519), a potent inhibitor of MeV (EC50 = 60 nM) with an aqueous solubility of approximately 60 mu g/mL. The agent shows a 10-fold exposure (AUC/C-max) increase in the rat model relative to 2, displays near dose proportionality in the range of 10-50 mg/kg and exhibits good oral bioavailability (F = 39%). The significant solubility increase appears linked to the improved oral bioavailability.
• Conformational investigation of diarylsulphones by Kerr effect and dipole moment methods
  作者：S.B. Bulgarevich、D.Ya. Movshovich、N.A. Ivanova、S.E. Filippov、P. Finocchiaro、S. Failla

  DOI：10.1016/0022-2860(91)85080-m

  日期：1991.9

  Molar Kerr constants and electric dipole moments are reported for (C6H5)2SO2, (4-Cl-C6H4) (C6H5)SO2, (2,4,6-Me3C6H2) (4'-BrC6H4)SO2, (4-NO2C6H4)2SO2, (4-MeOC6H4) (4'-NO2C6H4)SO2, (2-MeOC6H4) (4'-NO2C6H4)SO2, (2-NO2C6H4) (4'-MeOC6H4)SO2 and (2-MeOC6H4) (2'-NO2C6H4)SO2 as solutes in dioxane solution at 298 K. The data are analysed in terms of the preferred conformations adopted in solution. In most cases these data are consistent with the presence, in dioxane, of orthogonal or planar-orthogonal conformers, or of a mixture of them. In the orthogonal rotamer both aromatic rings are approximately perpendicular to the C(Ar-) S-C(Ar) molecular reference plane whereas in the planar-orthogonal conformer one ring is coplanar and the other is orthogonal to the reference C(Ar)-S-C(Ar) plane.