n-(9-Oxo-9h-fluoren-4-yl)methanesulfonamide | 7145-73-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: n-(9-Oxo-9h-fluoren-4-yl)methanesulfonamide
• 英文别名: N-(9-oxofluoren-4-yl)methanesulfonamide
• CAS: 7145-73-5
• 化学式: C₁₄H₁₁NO₃S
• 分子量: 273.312
• InChiKey: KVEWVGIYLDAUQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  n-(9-Oxo-9h-fluoren-4-yl)methanesulfonamide 在 四(三苯基膦)钯 、 2-乙基-己酸稀土盐 、 三苯基膦 、 偶氮二甲酸二乙酯 、 sodium 2-ethylhexanoic acid 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 2.0h， 生成 Sodium; (4S,5R,6S)-6-((R)-1-hydroxy-ethyl)-3-{[methanesulfonyl-(9-oxo-9H-fluoren-4-yl)-amino]-methyl}-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate
  参考文献：
  名称：

  Synthesis and activity of 2-(sulfonamido)methyl-carbapenems: Discovery of a novel, anti-MRSA 1,8-naphthosultam pharmacophore

  摘要：

  A series of 1 beta-methyl carbapenems substituted at the IL-position with lipophilic, acyclic and cyclic (sulfonamido)methyl groups was prepared and evaluated for activity against resistant gram-positive bacteria. From these studies, the 1,8-naphthosultamyl group emerged as a novel, PBP2a-binding, anti-MRSA pharmacophore worthy of further exploration. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00070-0
• 作为产物：
  描述：

  4-氨基-9-芴酮 、 甲基磺酰氯 在 吡啶 作用下， 生成 n-(9-Oxo-9h-fluoren-4-yl)methanesulfonamide
  参考文献：
  名称：

  Synthesis and activity of 2-(sulfonamido)methyl-carbapenems: Discovery of a novel, anti-MRSA 1,8-naphthosultam pharmacophore

  摘要：

  A series of 1 beta-methyl carbapenems substituted at the IL-position with lipophilic, acyclic and cyclic (sulfonamido)methyl groups was prepared and evaluated for activity against resistant gram-positive bacteria. From these studies, the 1,8-naphthosultamyl group emerged as a novel, PBP2a-binding, anti-MRSA pharmacophore worthy of further exploration. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00070-0

文献信息

• Synthesis and activity of 2-(sulfonamido)methyl-carbapenems: Discovery of a novel, anti-MRSA 1,8-naphthosultam pharmacophore
  作者：R.R. Wilkening、R.W. Ratcliffe、K.J. Wildonger、L.D. Cama、K.D. Dykstra、F.P. DiNinno、T.A. Blizzard、M.L. Hammond、J.V. Heck、K.L. Dorso、E.St. Rose、J. Kohler、G.G. Hammond

  DOI：10.1016/s0960-894x(99)00070-0

  日期：1999.3

  A series of 1 beta-methyl carbapenems substituted at the IL-position with lipophilic, acyclic and cyclic (sulfonamido)methyl groups was prepared and evaluated for activity against resistant gram-positive bacteria. From these studies, the 1,8-naphthosultamyl group emerged as a novel, PBP2a-binding, anti-MRSA pharmacophore worthy of further exploration. (C) 1999 Elsevier Science Ltd. All rights reserved.