2-naphthylmethanesulfonamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-naphthylmethanesulfonamide
• 英文别名: Naphthalen-2-ylmethanesulfonamide
• 化学式: C₁₁H₁₁NO₂S
• 分子量: 221.28
• InChiKey: MBMSFHGKLDTFJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  68.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  三聚甲醛 、 2-naphthylmethanesulfonamide 在 Amberlyst XN-1010 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 以88%的产率得到1,4-dihydro-2H-naphtho[1,2-d]3,2-thiazine 3,3-dioxide
  参考文献：
  名称：

  Synthesis of novel dihydronaphthothiazine S,S -dioxides by intramolecular sulfonylamidomethylation of 2-naphthylmethanesulfonamides using Amberlyst XN-1010

  摘要：

  We describe herein an efficient synthetic method for novel dihydronaphthothiazines S,S-dioxides by aromatic intramolecular sulfonylamidomethylation of 2-naphthylmethanesulfonamides with s-trioxane using Amberlyst XN-1010 as acid heterogeneous catalyst. Cyclization of the formed sulfonyliminium ion occurred with high regioselectivity and in excellent yields. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.11.042
• 作为产物：
  描述：

  2-甲基萘 在 N-溴代丁二酰亚胺(NBS) 、 氨 、 sodium sulfite 、 三氯氧磷 作用下， 以 环丁砜 、 四氯化碳 、 氯仿 、 水 、 丙酮 、 甲苯 、 乙腈 为溶剂， 反应 35.0h， 生成 2-naphthylmethanesulfonamide
  参考文献：
  名称：

  Synthesis of novel dihydronaphthothiazine S,S -dioxides by intramolecular sulfonylamidomethylation of 2-naphthylmethanesulfonamides using Amberlyst XN-1010

  摘要：

  We describe herein an efficient synthetic method for novel dihydronaphthothiazines S,S-dioxides by aromatic intramolecular sulfonylamidomethylation of 2-naphthylmethanesulfonamides with s-trioxane using Amberlyst XN-1010 as acid heterogeneous catalyst. Cyclization of the formed sulfonyliminium ion occurred with high regioselectivity and in excellent yields. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.11.042

文献信息

• HETEROCYCLIC ANTIVIRAL COMPOUNDS
  申请人：SCHOENFELD RYAN CRAIG

  公开号：US20110123490A1

  公开（公告）日：2011-05-26

  Compounds having the formula I wherein R 1 , R 2 , R 3 , R 4 , R 5 , R a , R b , R c , R d and n are as defined herein are Hepatitis C virus NS5b polymerase inhibitors. Also disclosed are compositions and methods for treating an HCV infection and inhibiting HCV replication.

  具有以下式I的化合物，其中R1、R2、R3、R4、R5、Ra、Rb、Rc、Rd和n的定义如本文所述，是丙型肝炎病毒NS5b聚合酶抑制剂。还公开了用于治疗HCV感染和抑制HCV复制的组合物和方法。
• [EN] ION CHANNEL ANTAGONISTS/BLOCKERS AND USES THEREOF<br/>[FR] ANTAGONISTES/BLOQUEURS DES CANAUX IONIQUES ET LEURS UTILISATIONS
  申请人：SHANGHAI EAST HOSPITAL

  公开号：WO2021114313A1

  公开（公告）日：2021-06-17

  Provided are ion channel antagonists/blockers and uses thereof. Specifically, it provides the compounds of formula (I) or pharmaceutically acceptable salts, stereoisomers, solvates or prodrugs, preparation method therefor and application thereof. Definition of each group in the formula can be found in the specification for details. Provided is also pharmaceutical composition useful for treatment of heart disease and other ion channel related diseases.

  提供了离子通道拮抗剂/阻断剂及其用途。具体而言，提供了式（I）的化合物或药用盐、立体异构体、溶剂合物或前药，其制备方法及应用。每个式中的各个基团的定义可在说明书中找到详细信息。还提供了用于治疗心脏病和其他离子通道相关疾病的药物组合物。
• [EN] HETEROCYCLIC ANTIVIRAL COMPOUNDS<br/>[FR] COMPOSES ANTIVIRAUX HETEROCYCLIQUES
  申请人：HOFFMANN LA ROCHE

  公开号：WO2011073114A1

  公开（公告）日：2011-06-23

  Compounds having the formula I wherein R1, R2, R3, R4, R5, Ra, Rb, Rc, Rd and n are as defined herein are Hepatitis C virus NS5b polymerase inhibitors. Also disclosed are compositions and methods for treating an HCV infection and inhibiting HCV replication.
• Synthesis of novel dihydronaphthothiazine S,S -dioxides by intramolecular sulfonylamidomethylation of 2-naphthylmethanesulfonamides using Amberlyst XN-1010
  作者：Leandro D. Sasiambarrena、Alicia S. Cánepa、Rodolfo D. Bravo

  DOI：10.1016/j.tetlet.2015.11.042

  日期：2015.12

  We describe herein an efficient synthetic method for novel dihydronaphthothiazines S,S-dioxides by aromatic intramolecular sulfonylamidomethylation of 2-naphthylmethanesulfonamides with s-trioxane using Amberlyst XN-1010 as acid heterogeneous catalyst. Cyclization of the formed sulfonyliminium ion occurred with high regioselectivity and in excellent yields. (C) 2015 Elsevier Ltd. All rights reserved.