4-Cyclohexylthioanilin | 51170-31-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-Cyclohexylthioanilin
• 英文别名: (4-aminophenyl)(cyclohexyl)sulfane；4-(cyclohexylthio)benzenamine；4-cyclohexylsulfanylaniline；4-cyclohexylmercapto-aniline；4-Amino-thiophenol-cyclohexylaether；Cyclohexyl-(4-amino-phenyl)-sulfid；4-Cyclohexylmercapto-anilin
• CAS: 51170-31-1
• 化学式: C₁₂H₁₇NS
• 分子量: 207.34
• InChiKey: QKCOHPSENACEKA-UHFFFAOYSA-N

物化性质

• 熔点：
  28.6-30.1 °C(Solv: ethanol (64-17-5))
• 沸点：
  364.4±15.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-Cyclohexylthioanilin 在 乙醇 、 溶剂黄146 、 sodium hydroxide 作用下， 以 氯仿 为溶剂， 反应 72.0h， 生成 4-[(4-Cyclohexylsulfanylphenyl)diazenyl]benzoic acid
  参考文献：
  名称：

  Oligonucleotide and use thereof

  摘要：

  提供的是含有偶氮苯衍生物的寡核苷酸，表示为以下的式子(1)或(2)：（在公式中，A1和A2各自独立地表示氢原子、核苷酸或寡核苷酸，B1和B2各自独立地表示羟基、核苷酸或寡核苷酸，R11和R12各自独立地表示C1-20烷基，R21和R22各自独立地表示氢原子或C1-20烷基，R13至R18和R23至R28各自独立地表示氢原子；一个C1-20烷基或烷氧基，可选地取代有卤原子、羟基、氨基、硝基或羧基；一个可选地取代有卤原子、羟基、氨基、硝基或羧基的C2-20烯基或炔基；一个羟基；一个卤原子；一个氨基；一个硝基；或一个羧基）。

  公开号：

  US09018362B2
• 作为产物：
  描述：

  sodium cyclohexanethiolate 在 tin(ll) chloride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-Cyclohexylthioanilin
  参考文献：
  名称：

  发现和作为SARS的前列环素受体拮抗剂的SAR的发展[校正]。

  摘要：

  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。

  DOI：

  10.1016/j.bmcl.2003.10.070

文献信息

• A General, Efficient, and Functional-Group-Tolerant Catalyst System for the Palladium-Catalyzed Thioetherification of Aryl Bromides and Iodides
  作者：Manuel A. Fernández-Rodríguez、John F. Hartwig

  DOI：10.1021/jo802594d

  日期：2009.2.20

  reaction of aryl bromides and iodides with aliphatic and aromatic thiols catalyzed by palladium complexes of the bisphosphine ligand CyPF-tBu (1) is reported. Reactions occur in excellent yields, broad scope, high tolerance of functional groups, and with turnover numbers that exceed those of previous catalysts by 2 or 3 orders of magnitude. These couplings of bromo- and iodoarenes are more efficient than

  报道了由双膦配体 CyPF- t Bu ( 1 )的钯配合物催化的芳基溴化物和碘化物与脂肪族和芳香族硫醇的交叉偶联反应。反应以优异的产率、广泛的范围、高的官能团耐受性以及比以前催化剂高出 2 或 3 个数量级的周转数发生。这些溴代芳烃和碘代芳烃的偶联比氯芳烃的相应反应更有效，并且可以在较少的催化剂负载和/或更温和的反应条件下进行。因此，以前在芳基氯偶联中报道的范围和官能团耐受性的限制现在得到了克服。
• QUINOLINE DERIVATIVES FOR MODULATING DNA METHYLATION
  申请人：Phiasivongsa Pasit

  公开号：US20110256092A1

  公开（公告）日：2011-10-20

  Quinoline derivatives, particularly 4-anilinoquinoline derivatives, are provided. Such quinoline derivatives can be used for modulation of DNA methylation, such as effective inhibition of methylation of cytosine at the C-5 position, for example via selective inhibition of DNA methyltransferase DNMT1. Methods for synthesizing numerous 4-anilinoquinoline derivatives and for modulating DNA methylation are provided. Also provided are methods for formulating and administering these compounds or compositions to treat conditions such as cancer and hematological disorders.

  提供了喹啉衍生物，特别是4-苯胺基喹啉衍生物。这种喹啉衍生物可以用于调节DNA甲基化，例如通过选择性抑制DNA甲基转移酶DNMT1，有效抑制C-5位置的胞嘧啶甲基化。提供了合成多种4-苯胺基喹啉衍生物和调节DNA甲基化的方法。还提供了制剂和给药这些化合物或组合物以治疗癌症和血液系统疾病的方法。
• Synthesis and in vitro antifungal activity of 4-substituted phenylguanidinium salts
  作者：Gabriela Braunerová、Vladimír Buchta、Luis Silva、Jiří Kuneš、Karel Palát

  DOI：10.1016/j.farmac.2004.03.001

  日期：2004.6

  A series of 4-substituted phenylguanidinium derivatives was synthesized and its antimicrobial activity was evaluated in vitro against eight potentially pathogenic strains of fungi.
• One-Pot Synthesis of Amine-Substituted Aryl Sulfides and Benzo[<i>b</i>]thiophene Derivatives
  作者：Zhongyu Duan、Sadananda Ranjit、Xiaogang Liu

  DOI：10.1021/ol100816g

  日期：2010.5.21

  A series of amine-substituted aryl sulfides have been synthesized from nitroaryl halides via a simple one-pot procedure involving metal-free C S cross-coupling and in situ nitro group reduction. Various nitroaryl halides were reacted with thiols in recyclable poly(ethylene glycol) to afford the amine-substituted aryl sulfides in high yield. Additionally, the cross-coupling reactions of nitro- and aldehyde-substituted aryl halides with benzyl thiols under the same reaction conditions were demonstrated to afford benzothiazole and phenylbenzo[b]thiophene derivatives.
• A general rhodium-catalyzed cross-coupling reaction of thiols with aryl iodides
  作者：Chih-Shin Lai、Hsin-Lun Kao、Yan-Jhang Wang、Chin-Fa Lee

  DOI：10.1016/j.tetlet.2012.06.054

  日期：2012.8

  The general procedure for the rhodium-catalyzed cross-coupling of thiols with aryl iodides is described. The catalytic system consists of 5 mol % of [RhCl(cod)](2) and 10 mol % of PPh3 as a ligand. A variety of aryl iodides reacted with thiols, giving aryl thioethers in good to excellent yields. It is important to note that the deactivated aryl iodides such as 4-iodoanisole is worked smoothly to provide the corresponding aryl thioethers in excellent yields. Functional groups such as free-amines, chloro, are all tolerated under the employed reaction conditions. (C) 2012 Elsevier Ltd. All rights reserved.