2-methyl-4-(phenylthio)aniline | 71300-13-5

• 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-methyl-4-(phenylthio)aniline
• 英文别名: 2-Methyl-4-(phenylsulfanyl)aniline；2-methyl-4-phenylsulfanylaniline
• CAS: 71300-13-5
• 化学式: C₁₃H₁₃NS
• 分子量: 215.319
• InChiKey: MSHFAYZIPPSWHT-UHFFFAOYSA-N

物化性质

• 熔点：
  60.8-61.3 °C
• 沸点：
  383.4±30.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 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：

  2-methyl-4-(phenylthio)aniline 在 三乙胺 作用下， 以 氯仿 为溶剂， 生成 2-Methyl-4-phenylsulfinyl-trifluormethansulfonanilid
  参考文献：
  名称：

  Perfluoroalkylsulfonamidoaryl compounds

  摘要：

  苯基取代的全氟烷磺酰苯胺，其中苯环通过硫、砜基或砜基连接，以及其盐，其中环和全氟烷磺酰胺氮可以选择性地被取代。这些化合物是活性除草剂，其中一些也是抗炎药和镇痛药。

  公开号：

  US04005141A1
• 作为产物：
  描述：

  2-nitro-5-phenylthiotoluene 在 铁粉 、 氯化铵 作用下， 以 乙醇 为溶剂， 反应 0.33h， 以95%的产率得到2-methyl-4-(phenylthio)aniline
  参考文献：
  名称：

  吲哚-2-羧酸酯的合成

  摘要：

  摘要 通过将 N-Boc 保护的甲苯胺与 sec-BuLi 横向锂化，用草酸二乙酯淬灭，然后在 TFA/CH2Cl2 中脱水，制备标题化合物。

  DOI：

  10.1080/00397919908085787

文献信息

• Regioselective thiolation of electron rich arenes and heterocycles in recyclable catalytic media
  作者：Dushyant Singh Raghuvanshi、Narsingh Verma

  DOI：10.1039/c7ra02350b

  日期：——

  A convenient and novel approach has been developed for the synthesis of unsymmetrical diaryl sulfides by the reaction of sulfonyl hydrazides with phenols using a [Bmim][Br] ionic liquid through the formation of C–S bonds. The reaction has further been extended to indole, β-naphthol and aromatic amine moieties. This protocol offers a new, versatile and greener approach for thiolation of natural phenols

  通过[Bmim] [Br]离子液体通过C–S键的形成，通过磺酰肼与苯酚的反应，已经开发了一种方便且新颖的合成不对称二芳基硫化物的方法。反应进一步扩展到吲哚，β-萘酚和芳族胺部分。该方案为天然酚（单萜）/芳族酚/β-萘酚/芳族胺和吲哚的硫醇化提供了一种新颖，通用和绿色的方法，而无需使用任何催化剂。在该反应系统中，广泛的官能团具有良好的耐受性。
• [EN] FLUOROPIPERIDINE COMPOUNDS AS PURE 5-HT6 RECEPTOR ANTAGONISTS<br/>[FR] COMPOSÉS DE FLUOROPIPÉRIDINE UTILISÉS EN TANT QU'ANTAGONISTES PURS DU RÉCEPTEUR 5-HT 6
  申请人：SUVEN LIFE SCIENCES LTD

  公开号：WO2019030641A1

  公开（公告）日：2019-02-14

  The present invention relates to fluoropiperidine compounds of formula (I), their stereoisomers, isotopic forms or pharmaceutically acceptable salts thereof as 5-HT6 receptor antagonists. In particular the present invention discloses the methods of preparation, pharmaceutical composition, combinations and use of fluoropiperidine compounds, their stereoisomers, isotopic forms or pharmaceutically acceptable salts thereof. In formula (I), R1 represents phenyl or pyridyl; wherein the phenyl or pyridyl is optionally substituted with one or more groups selected from halogen, (C1-6)-alkyl or halo(C1-6 )-alkyl; R2 represents hydrogen or (C1-6)-alkyl; R3 represents hydrogen or (C1-6)-alkyl; or R2 and R3 can combine together to form (C3-6)- cycloalkyl; R4 represents hydrogen, (C1-6)-alkyl or halo(C1-6)-alkyl; R5 represents hydrogen, (C1-6)-alkyl, halo(C1-6)-alkyl or -(CH2)0-3- (C3-6)-cycloalkyl. The compounds can be used in the treatment of cognitive disorder mediated by the 5-Hydroxytryptamine 6 receptor, wherein said cognitive disorder is selected from the group consisting of dementia in Alzheimer's disease, dementia in Parkinson's disease, dementia in Huntington's disease, dementia associated with Down syndrome, dementia associated with Tourette's syndrome, dementia associated with post menopause, frontotemporal dementia, Lewy body dementia, Vascular dementia, dementia in HIV, dementia in Creutzfeldt-Jakob disease, substance-induced persisting dementia, dementia in Pick's disease, dementia in schizophrenia, dementia in general medical conditions and senile dementia.

  本发明涉及式(I)的氟哌啶化合物，其立体异构体、同位素形式或药学上可接受的盐作为5-HT6受体拮抗剂。特别是，本发明公开了氟哌啶化合物、其立体异构体、同位素形式或药学上可接受的盐的制备方法、药物组合物、组合及其用途。在式(I)中，R1代表苯基或吡啶基；其中苯基或吡啶基任选地被一个或多个选自卤素、(C1-6)-烷基或卤代(C1-6)-烷基的基团取代；R2代表氢或(C1-6)-烷基；R3代表氢或(C1-6)-烷基；或者R2和R3可以结合在一起形成(C3-6)-环烷基；R4代表氢、(C1-6)-烷基或卤代(C1-6)-烷基；R5代表氢、(C1-6)-烷基、卤代(C1-6)-烷基或-(CH2)0-3-(C3-6)-环烷基。这些化合物可用于治疗由5-羟色胺6受体介导的认知障碍，其中所述认知障碍选自阿尔茨海默病中的痴呆、帕金森病中的痴呆、亨廷顿病中的痴呆、唐氏综合症相关的痴呆、图雷特综合症相关的痴呆、绝经后痴呆、额颞叶痴呆、路易体痴呆、血管性痴呆、HIV中的痴呆、克雅氏病中的痴呆、物质诱发的持续性痴呆、皮克病中的痴呆、精神分裂症中的痴呆、一般医疗条件下的痴呆和老年性痴呆。
• Anovulatory method and chicken feed compositions
  申请人：Merck & Co., Inc.

  公开号：US04287201A1

  公开（公告）日：1981-09-01

  2-(Substituted phenylimino)imidazolidines delay the onset of egg production in young pullets and inerrupt egg production in mature hens and are useful in producing an artificial molt.

  取代苯基亚胺基咪唑啉延缓幼鸡的产蛋起始时间，并中断成熟母鸡的产蛋，可用于人工引发脱羽。
• FeF3/I2-Catalyzed Synthesis of 4-Chalcogen-Substituted Arylamines by Direct Thiolation of an Arene C-H Bond
  作者：Xing-Guo Zhang、Jin-Heng Li、Xiao-Li Fang、Ri-Yuan Tang

  DOI：10.1055/s-0030-1258449

  日期：2011.4

  An efficient regioselective synthesis of 4-chalcogen-substituted­ arylamines by FeF3-catalyzed sulfenylation and selenation of arylamines has been developed. In the presence of FeF3 and I2, a variety of arylamines underwent the reaction with disulfides or diselenides to afford the corresponding 4-sulfenyl- or 4-selenenyl­arylamines in moderate to good yields.

  通过 FeF3 催化芳胺的亚砜化和亚硒化，开发出了一种高效的区域选择性合成 4-钙原取代的芳胺的方法。在 FeF3 和 I2 的存在下，各种芳胺与二硫化物或二硒化物发生反应，得到相应的 4-亚磺酰基或 4-硒酰基芳胺，收率中等至良好。
• Poultry feeds containing and methods of using anovulatory compounds, and novel anovulatory imidazolines
  申请人：Merck & Co., Inc.

  公开号：EP0035393A1

  公开（公告）日：1981-09-09

  2-(Substituted phenylimino)imidazolidines of formula: and their non-toxic salts in which R is C1-4 alkyl, C2-5 alkenyl, or halo, is hydrogen, C1-4 alkyl, or halo, is C1-4 alkanoyl, carboxy, (C1-3 alkoxy)carbonyl, C1-4 alkylthio, phenoxy, (C1-3 alkoxy)-phenoxy, halophenoxy, phenylthio, (C1-3 alkyl)-phenylthio, (C1-3 alkoxy)-phenylthio, halophenylthio, C1-4 hydroxyalkyl, (C1-3 alkoxy)-(C1-4 alkyl, di (C1-3 alkyl)amino-(C1-4 alkyl), C5-5 alkenyl, or di(C1-3 alkyl)amino are novel. Compunds of formula: and their non-toxic salts where R is defined above, each of R1 and R2 is independently a radical as defined for either of and or a nitro, amino, C1-3 alkylamino, di(C1-3 alkyl) amino, hydroxy, trifluormethylthio, C1-4 aminoalkyl or (C1- 3 alkyl)amino-(C1-4 alkyl) radical, are administered to poultry to delay the onset of egg production in young pullets and interrupt egg production in mature hens and are useful in producing an artificial moult. They are included in feeds, feed concentrates and additives for drinking water.

  式中的 2-(取代的苯基亚氨基)咪唑啉： 及其无毒盐，其中 R 是 C1-4 烷基、C2-5 烯基或卤代，是氢、C1-4 烷基或卤代，是 C1-4 烷酰基、羧基、(C1-3 烷氧基)羰基、C1-4 烷硫基、苯氧基、(C1-3 烷氧基)-苯氧基、卤代苯氧基、苯硫基、(C1-3 烷基)-苯硫基、(C1-3 烷氧基)-苯氧基、卤苯氧基、苯硫基、(C1-3 烷基)-苯硫基、(C1-3 烷氧基)-苯硫基、卤苯硫基、C1-4 羟基烷基、(C1-3 烷氧基)-(C1-4 烷基)、二(C1-3 烷基)氨基-(C1-4 烷基)、C5-5 烯基或二(C1-3 烷基)氨基是新型的。 式的化合物： 及其无毒盐 其中 R 定义如上，R1 和 R2 中的每一个独立地是定义为和 或硝基、氨基、C1-3 烷基氨基、二(C1-3 烷基)氨基、羟基、三氟甲硫基、C1-4 氨基烷基或 (C1- 3 烷基)氨基-(C1-4烷基)基的基团。它们可用于饲料、浓缩饲料和饮用水添加剂。