4-(naphthalen-1-yl)-1H-1,2,3-triazole | 1401100-86-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(naphthalen-1-yl)-1H-1,2,3-triazole
• 英文别名: Naphthyltriazole；4-naphthalen-1-yl-2H-triazole
• CAS: 1401100-86-4
• 化学式: C₁₂H₉N₃
• 分子量: 195.224
• InChiKey: BHBGSWFOHJFLNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(naphthalen-1-yl)-1H-1,2,3-triazole 在 N-溴代丁二酰亚胺(NBS) 、 碘 作用下， 以 乙酸乙酯 为溶剂， 反应 16.0h， 生成 4-bromo-5-(naphthalen-1-yl)-2-p-tosyl-2H-1,2,3-triazole
  参考文献：
  名称：

  Metal-free, highly regioselective sulfonylation of NH-1,2,3-triazoles with sodium sulfinates and thiosulfonates

  摘要：

  A convenient and metal-free protocol for the highly regioselective sulfonylation of NH-1,2,3-triazoles is described. A range of readily accessible NH-1,2,3-triazoles were sulfonylated with various aryl sulfinates in the presence of molecular iodine. The scope was extended to thiosulfonates as an efficient sulfonylating agent and nitrochromene derived triazoles were also explored for selective N-sulfonylation. A variety of synthetically viable N-2-sulfonyl triazoles were obtained in moderate to high yields with excellent regioselectivities via N-S bond construction under mild reaction conditions. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2018.04.023
• 作为产物：
  描述：

  1-萘甲醛 在 sodium azide 、 sodium hydrogensulfite 、 sodium sulfite 、 硝基甲烷 作用下， 以 二甲基亚砜 为溶剂， 以74%的产率得到4-(naphthalen-1-yl)-1H-1,2,3-triazole
  参考文献：
  名称：

  4-芳基-NH-1,2,3-三唑通过醛、硝基烷烃和叠氮化钠的多组分反应

  摘要：

  4-Aryl-NH-1,2,3-三唑是有机化学和药物化学中有价值的化合物。在本文中，我们描述了醛、硝基烷烃和叠氮化钠的新型多组分反应，用于合成 4-芳基-NH-1,2,3-三唑。在该转化中，发现硝基烷烃的缓慢加入和NaHSO3/Na2SO3的存在都有利于促进反应结果。此外，还研究了一系列醛和硝基化合物。

  DOI：

  10.1055/s-0035-1560528

文献信息

• [EN] PROCESS FOR THE CATALYTIC DIRECTED CLEAVAGE OF AMIDE-CONTAINING COMPOUNDS<br/>[FR] PROCÉDÉ POUR LE CLIVAGE CATALYTIQUE DIRIGÉ DE COMPOSÉS CONTENANT UN AMIDE
  申请人：UNIV ANTWERPEN

  公开号：WO2017046133A1

  公开（公告）日：2017-03-23

  The present invention relates to a catalytic method for the conversion of amide-containing compouds by means of a build-in directing group and upon the action of a heteronucleophilic compound (in se an amine (RNH2 or RNHR') or an alcohol (ROH) or a thiol (RSH)) in the presence of a metal catalyst to respectively esters, thioesters, carbonates, thiocarbonates and to what is defined as amide-containing compounds (such as carboxamides, urea, carbamates, thiocarbamates). The present invention also relates to these amide-containing compounds having a build-in directing group (DG), as well as the use of such directing groups in the catalytic directed cleavage of N-DG amides with the use of heteronucleophiles (in se an amine (RNH2 or RNHR') or an alcohol (ROH) or thiol (RSH)).

  本发明涉及一种催化方法，通过内置导向基团和在异核亲核化合物的作用下（例如胺（RNH2或RNHR'）或醇（ROH）或硫醇（RSH））在金属催化剂存在下将酰胺含有化合物分别转化为酯、硫酯、碳酸酯、硫代碳酸酯以及所定义的酰胺含有化合物（如羧酰胺、脲、氨基甲酸酯、硫代氨基甲酸酯）。本发明还涉及具有内置导向基团（DG）的这些酰胺含有化合物，以及在催化定向裂解N-DG酰胺时使用此类导向基团与异核亲核化合物（例如胺（RNH2或RNHR'）或醇（ROH）或硫醇（RSH））的用途。
• Inducible nitric oxide synthase dimerization inhibitors
  申请人：Gahman C. Timothy

  公开号：US20060116515A1

  公开（公告）日：2006-06-01

  The present invention relates to compounds and methods useful as inhibitors of nitric oxide synthase. Certain compounds of the subject invention have the following structural formula: wherein T, X, and Y are independently selected from the group consisting of CR 4 , N, NR 4 , S, and O; U is selected from the group consisting of CR 10 and N; V is selected from the group consisting of CR 4 and N; W and W′ are independently selected from the group consisting of CH 2 , CR 7 R 8 , NR 9 , O, N(O), S(O) q and C(O); n, m and p are independently an integer from 0 to 5; q is 0, 1, or 2; and other substituents are as defined herein. Other compounds of the subject invention have structural formulas as defined herein. Also disclosed herein are pharmaceutical compositions comprising the compounds of the subject invention.

  本发明涉及化合物和方法，用作一氧化氮合酶的抑制剂。本发明的某些化合物具有以下结构式： 其中T、X和Y分别选自CR 4 、N、NR 4 、S和O组成的群；U选自CR 10 和N组成的群；V选自CR 4 和N组成的群；W和W′分别选自CH 2 、CR 7 R 8 、NR 9 、O、N(O)、S(O) q 和C(O)组成的群；n、m和p分别是从0到5的整数；q为0、1或2；其他取代基如本文所定义。本发明的其他化合物具有如本文所定义的结构式。本文还公开了包含本发明化合物的药物组合物。
• QUINOLONES USEFUL AS INDUCIBLE NITRIC OXIDE SYNTHASE INHIBITORS
  申请人：Smith Nicholas D.

  公开号：US20080139558A1

  公开（公告）日：2008-06-12

  The present invention relates to novel quinolones of Formula I that inhibit inducible NOS synthase together with methods of synthesizing and using the compounds including methods for inhibiting or modulating nitric oxide synthesis and/or lowering nitric oxide levels in a patient by administering the compounds for the treatment of disease.

  本发明涉及抑制诱导型NOS合酶的新奎诺酮化合物（化学式I），以及合成和使用这些化合物的方法，包括通过向患者施用这些化合物来治疗疾病的抑制或调节一氧化氮合成和/或降低一氧化氮水平的方法。
• [EN] 4- [HETEROCYCLYL-METHYL] -8-FLUORO-QUINOLIN-2-ONES USEFUL AS NITRIC OXIDE SYNTHASE INHIBITORS<br/>[FR] 4-[HÉTÉROCYCLYLMÉTHYL]-8-FLUORO-QUINOLIN-2-ONES UTILES COMME INHIBITEURS DE L'OXYDE NITRIQUE SYNTHASE
  申请人：KALYPSYS INC

  公开号：WO2009029625A1

  公开（公告）日：2009-03-05

  Novel compounds of formulae (II, III) and pharmaceutical compositions have been found to inhibit inducible NOS synthase wherein: R4, R5, R6 and R7 are independently selected from the group consisting of hydrogen, lower alkyl, and halogen; and, R8 has the structure whrein X1, X2, X3, X4, X5, X6, R9, R13, R14 and n are as described herein.

  已发现具有式（II，III）的新化合物和药物组合物能够抑制可诱导型NOS合酶，其中：R4、R5、R6和R7分别选自氢、较低烷基和卤素组成的群；而R8具有结构，其中X1、X2、X3、X4、X5、X6、R9、R13、R14和n如本文所述。
• Preparation of reusable Ag-decorated graphene oxide catalysts for decarboxylative cycloaddition
  作者：Ji Dang Kim、Thiruvengadam Palani、Manian Rajesh Kumar、Sunwoo Lee、Hyun Chul Choi

  DOI：10.1039/c2jm35512d

  日期：——

  In this study, we demonstrated a noble Ag-decorated graphene oxide catalyst (GOSH-Ag) for use in the decarboxylative cycloaddition reaction. The catalyst was easily prepared by depositing Ag nanoparticles on thiolated graphene oxide (GOSH) surfaces. Transmission electron microscopy (TEM) indicated that the nanoparticles were well-dispersed and of a small, approximately 3.7 nm average size. These characteristics resulted in a high surface area, which enhanced the catalytic activity of the supported catalyst. Moreover, it was found that the aggregation of Ag catalysts was inhibited by the strong adhesion between the GOSHs and the Ag nanoparticles during the chemical reactions, thereby permitting their reuse. Indeed, the supported catalyst could easily be separated and recovered from the reaction mixture and reused several times.

  在本研究中，我们展示了一种用于脱羧环加成反应的高效银修饰氧化石墨烯催化剂（GOSH-Ag）。该催化剂通过将银纳米颗粒沉积在巯基化氧化石墨烯（GOSH）表面制备而成。透射电子显微镜（TEM）显示银纳米颗粒均匀分散且平均粒径约为3.7纳米，这种特性使其具有高比表面积，从而提高了负载催化剂的活性。此外，在化学反应过程中，GOSH与银纳米颗粒之间的强粘附作用抑制了银催化剂的团聚，从而允许其重复使用。实际上，这种负载型催化剂能够轻松地从反应混合物中分离回收并多次重复使用。