N-(2-Azido-ethyl)-methanesulfonamide | 1056188-14-7

• 英文名称: N-(2-Azido-ethyl)-methanesulfonamide
• 英文别名: N-(2-azidoethyl)methanesulfonamide
• CAS: 1056188-14-7
• 化学式: C₃H₈N₄O₂S
• 分子量: 164.188
• InChiKey: VBXMDGUTXLHAET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  68.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(2-Azido-ethyl)-methanesulfonamide 、 在 copper(l) iodide 、 TTTA 、 铜 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  单击并挑选：用于基于 Siglec 的细胞靶向的唾液酸类似物的鉴定

  摘要：

  Click 'n' 芯片：叠氮化物和含炔的唾液酸（紫色菱形；见图）经过高通量点击化学生成唾液酸类似物库。文库的微阵列打印和 siglec 唾液酸结合蛋白家族的筛选，导致了 siglec-9 和 siglec-10 的高亲和力配体的鉴定。

  DOI：

  10.1002/anie.201205831
• 作为产物：
  描述：

  2-(methylsulfonamido)ethyl methanesulfonate 在 sodium azide 作用下， 反应 6.0h， 生成 N-(2-Azido-ethyl)-methanesulfonamide
  参考文献：
  名称：

  Fragment-based discovery of novel and selective mPGES-1 inhibitors Part 1: Identification of sulfonamido-1,2,3-triazole-4,5-dicarboxylic acid

  摘要：

  Microsomal prostaglandin E synthase-1 (mPGES-1) is an inducible prostaglandin E synthase that catalyzes the conversion of prostaglandin PGH(2) to PGE(2) and represents a novel target for therapeutic treatment of inflammatory disorders. It is essential to identify mPGES-1 inhibitor with novel scaffold as new hit or lead compound for the purpose of the next-generation anti-inflammatory drugs. Herein we report the discovery of sulfonamido-1,2,3-triazole-4,5-dicarboxylic derivatives as a novel class of mPGES-1 inhibitors identified through fragment-based virtual screening and in vitro assays on the inhibitory activity of the actual compounds. 1-[2-(N-Phenylbenzenesulfonamido)ethyl]-1H-1,2,3-triazole-4,5-dicarboxylic acid (6f) inhibits human mPGES-1 (IC50 of 1.1 mu M) with high selectivity (ca. 1000-fold) over both COX-1 and COX-2 in a cell-free assay. In addition, the activity of compound 6f was again tested at 10 mu M concentration in presence of 0.1% Triton X-100 and found to be reduced to 1/4 of its original activity without this detergent. Compared to the complete loss of activity of nuisance inhibitor with the detergent, therefore, compound 6f would be regarded as a partial nuisance inhibitor of mPGES-1 with a novel scaffold for the optimal design of more potent mPGES-1 inhibitors. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.019

文献信息

• Triazole substituted aminobenzophenone compounds
  申请人：Erik Rytter Ottosen

  公开号：US20060128766A1

  公开（公告）日：2006-06-15

  The invention relates to novel compounds according to formula Ia and Ib, said compounds being useful, e.g. in the treatment of inflammatory, ophthalmic diseases, or cancer.

  该发明涉及根据式Ia和Ib的新化合物，这些化合物可用于治疗炎症性、眼科疾病或癌症等疾病。