2-hydroxydiphenylsulfone | 23156-74-3

• 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-hydroxydiphenylsulfone
• 英文别名: 2-(phenylsulfonyl)phenol；o-Hydroxyphenyl-phenylsulfon；(2-Hydroxy-phenyl)-phenyl-sulfon；2-Hydroxy-diphenylsulfon；2-(benzenesulfonyl)phenol
• CAS: 23156-74-3
• 化学式: C₁₂H₁₀O₃S
• mdl: MFCD32685333
• 分子量: 234.276
• InChiKey: RVSASAQBLQHNPL-UHFFFAOYSA-N

物化性质

• 熔点：
  97 °C
• 沸点：
  424.1±28.0 °C(Predicted)
• 密度：
  1.329±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-hydroxydiphenylsulfone 在 氢氧化钾 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 32.0h， 生成 4-[2-(benzenesulfonyl)phenoxy]-N-methylbutan-1-amine
  参考文献：
  名称：

  Synthesis and antidepressant activity of substituted (.omega.-aminoalkoxy)benzene derivatives

  摘要：

  A series of substituted (omega-aminoalkoxy)benzene derivatives has been synthesized and screened for potential antidepressant activities. The effect of structural variation of these molecules has been systematically examined. Antidepressant activity was clearly displayed by 2-benzyl-1-[4-(methylamino)butoxy]benzene (7), 2-(2-hydroxybenzyl)-1-[4-(methylamino)butoxy]benzene (19), 1-[4-(methylamino)butoxy]-2-phenoxybenzene (29), and 1-[4-(methylamino)butoxy]-2-(phenylthio)benzene (31) in further pharmacological studies. These compounds did not possess the anticholinergic, antihistaminic, and muscle-relaxant side effects common to tricyclic antidepressants.

  DOI：

  10.1021/jm00134a004
• 作为产物：
  描述：

  2-chlorophenyl phenyl sulfide 在 氢氧化钾 、 potassium permanganate 作用下， 以 溶剂黄146 为溶剂， 生成 2-hydroxydiphenylsulfone
  参考文献：
  名称：

  The Mechanism of the Alkaline Fusion of Halodiphenyl Sulfone and Halobenzenesulfinic Acids

  摘要：

  2-氯苯基苯砜的碱熔反应生成苯酚、苯和氯苯。反应的第一步似乎是氯的芳香 SN2 型置换，形成 2-羟基苯基苯砜，然后氢氧根离子进一步攻击苯基碳-1 和砜基的硫原子，形成最终产物。14C 示踪实验表明，氢氧根离子亲核攻击位点的偏好似乎随反应温度的变化而变化。2-bromo-4-tolyl phenyl sulfone 的类似碱熔反应不仅生成了苯、溴甲苯和苯酚，还生成了邻甲酚和间甲酚，这表明反应的进行路径有些不同。同时，2-氯苯亚磺酸的碱熔似乎是通过邻亚磺酸苄的形成进行的；因此，2-溴-4-甲苯亚磺酸产生了等量的邻甲酚和间甲酚。

  DOI：

  10.1246/bcsj.41.949

文献信息

• Benzophenones and sulfones as inhibitors of glycine uptake
  申请人：Pfizer Inc.

  公开号：US20020052401A1

  公开（公告）日：2002-05-02

  This invention relates to a series of substituted benzophenone and sulfone compounds of the formula I 1 wherein ring A, Z, Y, R and X are defined as in the specification, that exhibit activity as glycine transport inhibitors, their pharmaceutically acceptable salts, pharmaceutical compositions containing them, and their use for the enhancement of cognition and the treatment of the positive and negative symptoms of schizophrenia and other psychoses in mammals, including humans.

  这项发明涉及一系列符合以下式I的取代苯并酮和砜化合物： 其中环A、Z、Y、R和X的定义如规范中所述，这些化合物表现出作为甘氨酸转运抑制剂的活性，它们的药学上可接受的盐，含有它们的药物组合物，以及它们用于增强认知和治疗哺乳动物，包括人类，的精神分裂症和其他精神病阳性和阴性症状的用途。
• Visible-Light Photoredox/Nickel Dual Catalysis for the Cross-Coupling of Sulfinic Acid Salts with Aryl Iodides
  作者：Nai-Wei Liu、Kamil Hofman、André Herbert、Georg Manolikakes

  DOI：10.1021/acs.orglett.7b03896

  日期：2018.2.2

  An efficient cross-coupling of sodium or lithium sulfinates with aryl iodides, using a combination of nickel and photoredox catalysis, is described. The dual catalyst system enables a versatile synthesis of aryl sulfones at room temperature in good yields and displays a broad functional group compatibility. The potential utility of this method in the late-stage diversification of complex molecules

  描述了结合使用镍和光氧化还原催化的亚磺酸钠或亚磺酸锂与芳基碘的有效交叉偶联。双催化剂体系能够在室温下以高收率广泛地合成芳基砜，并显示出广泛的官能团相容性。证明了该方法在复杂分子的后期多样化以及将有机锂试剂和二氧化硫转化为砜中的潜在用途。
• Acid-catalysed aromatisation of benzene cis-1,2-dihydrodiols: a carbocation transition state poorly stablised by resonance
  作者：Derek R. Boyd、John Blacker、Briege Byrne、Howard Dalton、Mark V. Hand、Sandra C. Kelly、Rory A. More O'ferrall、S. Nagaraja Rao、Narain D. Sharma、G. N. Sheldrake

  DOI：10.1039/c39940000313

  日期：——

  Acid-catalysed dehydration of 3-substituted benzene cis-1,2-dihydrodiols exhibits a Hammett plot with ρ=–8.2, consistent with reaction via a benzenonium ion-like intermediate; however, correlation of +M resonance substituents such as Me and MeO by σp rather than σ+ constants indicates a marked imbalance between resonance and inductive stabilisation of the transition state.

  酸催化下3-取代苯顺-1,2-二氢二醇的脱水反应呈现出ρ=–8.2的哈米特图，这与通过类似苯镝离子中间体的反应途径一致；然而，通过σp而非σ+常数关联甲基和甲氧基等+M共振取代基，表明过渡态的共振与诱导稳定之间存在明显失衡。
• New route for the synthesis of N-alkyl-2-(phenylsulfonyl)anilines
  作者：Aisha Hossan

  DOI：10.1007/s10593-016-1933-4

  日期：2016.8

  The main objective of this work was to study the rearrangement reactions of 1-alkyl-2-[(phenylsulfonyl)methyl]pyridinium iodides in the presence of various nucleophiles, leading to N-alkyl-2-(phenylsulfonyl)aniline derivatives. The best results were achieved with alkylammonium sulfites, leading to pyridine ring opening followed by recyclization to give diphenyl sulfone derivatives in up to 78% yields

  这项工作的主要目的是研究在各种亲核试剂的存在下1-烷基-2-[（苯磺酰基）甲基]吡啶鎓碘化物的重排反应，从而产生N-烷基-2-（苯磺酰基）苯胺衍生物。用亚烷基磺酸铵可获得最佳结果，导致吡啶开环，然后环化以最高78％的收率得到二苯砜衍生物。
• Arylsulfonyl benzodioxanes, benzoxazines and benzothiazines as 5-HT6 antagonists
  申请人：Berger Jacob

  公开号：US20050250943A1

  公开（公告）日：2005-11-10

  Compounds of the formula I: or pharmaceutically acceptable salts, solvates or prodrugs thereof, wherein m, n, p, Ar, X, R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are as defined herein. Also provided are compositions comprising, methods of preparing, and methods of using the subject compounds.

  化合物的公式I：或其药用可接受的盐、溶剂化合物或前药，其中m、n、p、Ar、X、R1、R2、R3、R4、R5和R6如本文所定义。还提供了包含该化合物的组合物、制备方法和使用该化合物的方法。