N-<2-(3-methoxyphenyl)ethyl>trifluoromethanesulfonamide | 119481-59-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-<2-(3-methoxyphenyl)ethyl>trifluoromethanesulfonamide
• 英文别名: 1,1,1-trifluoro-N-[2-(3-methoxyphenyl)ethyl]methanesulfonamide；N-(3-Methoxyphenethyl)trifluoromethanesulfonamide
• CAS: 119481-59-3
• 化学式: C₁₀H₁₂F₃NO₃S
• 分子量: 283.271
• InChiKey: MKOLXVPJCMKETQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  63.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-<2-(3-methoxyphenyl)ethyl>trifluoromethanesulfonamide 在 三溴化硼 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以11.8 g (100%)的产率得到N-<2-(3-hydroxyphenyl)ethyl>trifluoromethanesulfonamide
  参考文献：
  名称：

  2-(phenoxymethyl)-quinazolines as antiallergic and antiinflammatory

  摘要：

  已披露的化合物的化学式为##STR1##其中##STR2##R.sup.2为氢、较低烷基、较低烷氧基、较低烷氧羰基、三氟甲基、硝基、氰基或卤素；R.sup.3为氢或较低烷基；R.sup.4为氢、较低烷基、--COOR.sup.3或##STR3##R.sup.5为较低烷基、单氟较低烷基、二氟较低烷基、多氟较低烷基、全氟较低烷基或##STR4##及其药用盐，以及它们在治疗白三烯介导的鼻支气管阻塞空气通道疾病，如过敏性鼻炎、过敏性支气管哮喘等，以及作为抗炎药物的用途。

  公开号：

  US04772703A1
• 作为产物：
  描述：

  三氟甲磺酸酐 、 3-甲氧基苯基乙胺盐酸盐 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以59%的产率得到N-<2-(3-methoxyphenyl)ethyl>trifluoromethanesulfonamide
  参考文献：
  名称：

  N-[(Arylmethoxy)phenyl] and N-[(arylmethoxy)naphthyl] sulfonamides: potent orally active leukotriene d4 antagonists of novel structure

  摘要：

  Two series of compounds, N-[(arylmethoxy)phenyl] sulfonamides and N-[(arylmethoxy)naphthyl] sulfonamides, were prepared as leukotriene D4 (LTD4) antagonists. In the phenyl series, N-[3-(2-quinolinylmethoxy)phenyl]-trifluoromethanesulfonamide (Wy-48,252, 16) was the most potent inhibitor of LTD4-induced bronchoconstriction in the guinea pig. With an intragastric ID50 of 0.1 mg/kg (2-h pretreatment), 16 was 300 times more potent than LY-171,883. Compound 16 also intragastrically inhibited ovalbumin-induced bronchoconstriction in the guinea pig with an ID50 of 0.6 mg/kg. In vitro against LTD4-induced contraction of isolated guinea pig trachea pretreated with indomethacin and L-cysteine, 16 produced a pKB value of 7.7. In the rat PMN assay 16 inhibited both 5-lipoxygenase and cyclooxygenase (IC50's = 4.6 and 3.3 microM). In the naphthyl series, N-[7-(2-quinolinylmethoxy)-2-naphthyl]trifluoromethanesulfonamide (Wy-48,090, 47) in addition to potent LTD4 antagonist activity (on isolated guinea pig trachea 47 had a pKB value of 7.04) also had antiinflammatory activity (63% inhibition at 50 mg/kg in the rat carrageenan paw edema assay and 34% inhibition of TPA-induced inflammation at 1 mg/ear in the mouse ear edema model). Perhaps the antiinflammatory activity of 47 was due to its additional activity of inhibiting both 5-lipoxygenase and cyclooxygenase enzymes (IC50's = 0.23 and 11.9 microM, respectively, in rat PMN).

  DOI：

  10.1021/jm00126a006

文献信息

• Pd(II)-Catalyzed Amination of C−H Bonds Using Single-Electron or Two-electron Oxidants
  作者：Tian-Sheng Mei、Xisheng Wang、Jin-Quan Yu

  DOI：10.1021/ja904709b

  日期：2009.8.12

  Pd(II)-catalyzed intramolecular amination of arenes is developed using either a one- or two-electron oxidant. The reaction protocol tolerates a wide range of deactivating groups including acetyl, cyano, and nitro groups. This catalytic reaction allows expedient syntheses of broadly useful substituted indolines or indoles.

  使用单电子或双电子氧化剂开发了 Pd(II) 催化的芳烃分子内胺化。该反应方案可耐受多种失活基团，包括乙酰基、氰基和硝基。这种催化反应可以方便地合成广泛有用的取代二氢吲哚或吲哚。
• Weak coordinated nitrogen functionality enabled regioselective C–H alkynylation <i>via</i> Pd(<scp>ii</scp>)/mono-<i>N</i>-protected amino acid catalysis
  作者：Bifu Liu、Wensen Ouyang、Jianhong Nie、Yang Gao、Kejun Feng、Yanping Huo、Qian Chen、Xianwei Li

  DOI：10.1039/d0cc04739b

  日期：——

  coordinated amine derivative enabled regioselective C–H functionalization remains challenging due to the elusive achievement of reactivity and selectivity simultaneously. Herein, regioselective C–H alkynylation of various readily transformable nitrogen functionalities was developed with great efficiency, with the assistance of the mono-N-protected amino acid (MPAA) ligand via Pd(II) catalysis proceeding via

  由于难以实现的反应性和选择性的同时，对弱配位胺衍生物的区域选择性C–H功能化的探索仍然具有挑战性。这里，各种容易转变氮官能的区域选择性C-H炔基被以极高的效率开发的，与单的协助Ñ -保护的氨基酸（MPAA）的配体通过将Pd（II程序）催化通过5,6和7元palladacycle中间体。
• 一种芳基胺类衍生物及其制备方法和应用
  申请人：广东工业大学

  公开号：CN109867691B

  公开（公告）日：2021-11-30

  本发明属于有机合成技术领域，尤其涉及一种芳基胺类衍生物及其制备方法和应用。本发明提供了一种芳基胺类衍生物，所述芳基胺类衍生物的结构式如式(Ⅰ)所示；其中，Ar为芳基，包括芳香杂环基、苯基或芳香稠环基；R1选自氢、卤元素、醚基或含官能团的烃基；R2为氢、烷基或酯基；R3为多取代硅基；n为1或2。本发明芳基胺类衍生物引入了具有多功能性的炔基，并且炔基在芳基上位于胺基的邻位，鉴于炔基的碳碳三键的丰富的化学活性，以及芳基胺在药物中的广泛应用，本发明芳基胺类衍生物在药物开发中具有良好的应用前景。
• Quinoline compounds as antiallergic and antiinflammatory agents
  申请人：American Home Products Corporation

  公开号：US04904786A1

  公开（公告）日：1990-02-27

  There are disclosed compounds of the formula ##STR1## wherein R.sup.1 is ##STR2## n is 0-5; R.sup.2 is hydrogen, loweralkyl, loweralkoxy, lower alkoxycarbonyl, trifluoromethyl, nitro, cyano or halo; R.sup.3 is hydrogen or loweralkyl; R.sup.4 hydrogen, lower alkyl, --COOR.sup.3 or ##STR3## R.sup.5 is lower alkyl, monofluoroloweralkyl, difluoroloweralkyl, polyfluoroloweralkyl, perfluoroloweralkyl or ##STR4## and the pharmaceutically acceptable salts thereof, and their use in the treatment of leukotriene-mediated naso-bronchial obstructive airpassageway conditions, such as allergic rhinitis, allergic bronchial asthma and the like, and as antiinflammatory agents.

  公开了化合物的公式##STR1##其中R.sup.1是##STR2##n为0-5; R.sup.2是氢，较低的烷基，较低的烷氧基，较低的烷氧羰基，三氟甲基，硝基，氰基或卤素; R.sup.3是氢或较低的烷基; R.sup.4是氢，较低的烷基，--COOR.sup.3或##STR3## R.sup.5是较低的烷基，单氟较低的烷基，二氟较低的烷基，多氟较低的烷基，全氟较低的烷基或##STR4##及其药学上可接受的盐，并用于治疗白三烯介导的鼻支气管阻塞性通气道疾病，例如过敏性鼻炎，过敏性支气管哮喘等，以及作为抗炎药。
• Oxalyl Amide Assisted Palladium-Catalyzed Arylation of C(sp²)–H Bond at the δ Position
  作者：Jian Han、Pei Liu、Chao Wang、Qian Wang、Jingyu Zhang、Yanwei Zhao、Daqing Shi、Zhibin Huang、Yingsheng Zhao

  DOI：10.1021/ol502745g

  日期：2014.11.7

  A successful protocol has been developed for delta-arylation of beta-arylethamines at the ortho position under mild conditions. The newly developed methodology first presents broad substrate scope, great functional group tolerance, and good to excellent yield in the synthesis of substituted beta-arylethylamines. The transformation represents a practical advantage of oxalyl amide in assistance with CH functionalization at a remote position.