2-(4-chlorobenzyl)benzenesulfonamide | 1222561-34-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-chlorobenzyl)benzenesulfonamide
• 英文别名: 2-[(4-Chlorophenyl)methyl]benzenesulfonamide
• CAS: 1222561-34-3
• 化学式: C₁₃H₁₂ClNO₂S
• 分子量: 281.763
• InChiKey: MURONFJFMJNFAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 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：

  2-(4-chlorobenzyl)benzenesulfonamide 在 sodium nitrite 、 sodium azide 作用下， 生成 2-(4-chlorobenzyl)benzenesulfonyl azide
  参考文献：
  名称：

  手性铁卟啉在可见光照射下催化对映选择性分子内 C(sp3)−H 键胺化

  摘要：

  开发了一种有效的方法，用于手性铁卟啉催化芳基叠氮化物和芳基磺酰叠氮化物分别转化为手性二氢吲哚和磺胺类化合物。该反应在可见光照射下进行，产率高，对映体选择性好。

  DOI：

  10.1002/anie.202218577
• 作为产物：
  描述：

  N-tert-butyl-2-[(4-chlorophenyl)-hydroxymethyl]benzenesulfonamide 在 三甲基氯硅烷 、 sodium iodide 作用下， 以 乙腈 为溶剂， 以67%的产率得到2-(4-chlorobenzyl)benzenesulfonamide
  参考文献：
  名称：

  Iodotrimethylsilane and Catalytic Iodine Promoted Cyclization for the Facile Synthesis of 3-Monoarylated Five-Membered Benzosultams

  摘要：

  3-Monoarylated five-membered benzosultams with various functional groups were prepared by simple and convenient two-step procedures. N-t-Bu-benzenesulfonamides were lithiated and reacted with substituted aromatic aldehydes to form the corresponding carbinols, which were converted to the cyclic compounds via a sequence of consecutive processes mediated by TMSCl-NaI-MeCN reagent and catalytic amount of iodine. Iodine played a crucial role in the eliminating the reductive side reaction in the cyclization processes.

  DOI：

  10.3987/com-09-11884

文献信息

• NOVEL SUBSTITUTED-1, 1-DIOXO-BENZO[1,2,4]THIADIZIN-3-ONES, PREPARATION METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION CONTAINING THE SAME
  申请人：KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY

  公开号：EP2007760A1

  公开（公告）日：2008-12-31
• [EN] NOVEL SUBSTITUTED-1, 1-DIOXO-BENZO[1,2,4]THIADIZIN-3-ONES, PREPARATION METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION CONTAINING THE SAME<br/>[FR] NOUVELLES 1-DIOXO-BENZO[1,2,4]THIADIZIN-3-ONES 1-SUBSTITUÉES, LEUR PROCÉDÉ DE PRÉPARATION ET COMPOSITION PHARMACEUTIQUE CONTENANT CELLES-CI
  申请人：KOREA RESERACH INST OF CHEMICA

  公开号：WO2007108569A1

  公开（公告）日：2007-09-27

  [EN] The present invention relates to compounds of substituted-1,1-dioxo-benzo[1,2,4]thiadiazin-3-ones acting as a 5HT6 receptor antagonist, a preparation method thereof, and a pharmaceutical composition containing the same for treatment of the central nervous system disorders. The compounds of substituted-1,1-dioxo-benzo[1,2,4]thiadiazin-3-ones according to the present invention have excellent binding affinity for the 5HT6 receptor and excellent selectivity for the 5HT6 receptor over other receptors. Also, the compounds reverse a disruption of PPI by apomorphine and don't show rotatod deficit in mice. Therefore the compounds according to the present invention may be valuably used for treatment of a 5HT6 receptor relating disorders.
  [FR] La présente invention concerne des composés à base de 1-dioxo-benzo[1,2,4]thiadiazin-3-ones 1-substituées agissant comme antagoniste du récepteur 5HT6, un procédé destiné à la préparation de ces composés, ainsi qu'une composition pharmaceutique contenant ces composés, destinée au traitement de troubles du système nerveux central. Ces composés à base de 1-dioxo-benzo[1,2,4]thiadiazin-3-ones 1-substituées selon la présente invention présentent une excellente affinité de liaison pour le récepteur 5HT6 et une excellente sélectivité pour le récepteur 5HT6 par rapport à d'autres récepteurs. Ces composés permettent également d'inverser la disruption de la PPI par l'apomorphine et ne présentent pas de déficit de coordination locomotrice dans le test du rotarod chez la souris. Ainsi, les composés selon la présente invention peuvent être utilisés dans le traitement de troubles liés au récepteur 5HT6.
• Iodotrimethylsilane and Catalytic Iodine Promoted Cyclization for the Facile Synthesis of 3-Monoarylated Five-Membered Benzosultams
  作者：Zhao-Peng Liu、Yue-Hui Dong、Qiong-Wei Ni、Shu-Tao Ma

  DOI：10.3987/com-09-11884

  日期：——

  3-Monoarylated five-membered benzosultams with various functional groups were prepared by simple and convenient two-step procedures. N-t-Bu-benzenesulfonamides were lithiated and reacted with substituted aromatic aldehydes to form the corresponding carbinols, which were converted to the cyclic compounds via a sequence of consecutive processes mediated by TMSCl-NaI-MeCN reagent and catalytic amount of iodine. Iodine played a crucial role in the eliminating the reductive side reaction in the cyclization processes.
• Chiral Iron Porphyrins Catalyze Enantioselective Intramolecular C(sp ³ )−H Bond Amination Upon Visible‐Light Irradiation
  作者：Hua‐Hua Wang、Hui Shao、Guanglong Huang、Jianqiang Fan、Wai‐Pong To、Li Dang、Yungen Liu、Chi‐Ming Che

  DOI：10.1002/anie.202218577

  日期：——

  An efficient method has been developed for the chiral iron porphyrin catalyzed transformation of aryl and arylsulfonyl azides into chiral indolines and sultams, respectively. The reaction proceeds upon visible light irradiation and with high yields and excellent enantioselectivities.

  开发了一种有效的方法，用于手性铁卟啉催化芳基叠氮化物和芳基磺酰叠氮化物分别转化为手性二氢吲哚和磺胺类化合物。该反应在可见光照射下进行，产率高，对映体选择性好。