4-amino-2-(butylthio)-8-(4-fluorobenzyl)-5,8-dihydropteridine-6,7-dione | 1099593-02-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 英文名称: 4-amino-2-(butylthio)-8-(4-fluorobenzyl)-5,8-dihydropteridine-6,7-dione
• 英文别名: 4-amino-2-(butylthio)-8-(4-fluorobenzyl)pteridine-6,7(5H,8H)-dione；4-amino-2-butylsulfanyl-8-[(4-fluorophenyl)methyl]-5H-pteridine-6,7-dione
• CAS: 1099593-02-8
• 化学式: C₁₇H₁₈FN₅O₂S
• 分子量: 375.427
• InChiKey: IENZSQLHFFKROY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  127
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-amino-2-(butylthio)-8-(4-fluorobenzyl)-5,8-dihydropteridine-6,7-dione 在 三溴甲烷 、 亚硝酸异戊酯 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 以28%的产率得到4-bromo-2-(butylthio)-8-(4-fluorobenzyl)-5,8-dihydropteridine-6,7-dione
  参考文献：
  名称：

  [EN] 6, 6-FUSED HETEROCYCLES, THEIR PHARMACEUTICAL COMPOSITIONS AND METHOS OF USE
  [FR] COMPOSÉS CHIMIQUES - 795

  摘要：

  公开号：

  WO2009022185A3
• 作为产物：
  描述：

  4-amino-2-(butylthio)-5,8-dihydropteridine-6,7-dione 、 4-氟溴苄 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-amino-2-(butylthio)-8-(4-fluorobenzyl)-5,8-dihydropteridine-6,7-dione
  参考文献：
  名称：

  Exploring 8-benzyl pteridine-6,7-diones as inhibitors of glutamate racemase (MurI) in Gram-positive bacteria

  摘要：

  A successful scaffold-hopping approach gave a novel series of inhibitors of bacterial glutamate racemase (MurI). Early SAR studies of the 8-benzyl pteridine-6,7-diones led to compounds with micromolar enzyme potency and antibacterial activity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.022

文献信息

• [EN] CHEMICAL COMPOUNDS - 795<br/>[FR] COMPOSÉS CHIMIQUES - 795
  申请人：ASTRAZENECA AB

  公开号：WO2009022185A2

  公开（公告）日：2009-02-19

  The invention relates to chemical compounds, or pharmaceutically acceptable salts thereof of the formula (I): which have bacterial Murl inhibitory activity and are accordingly useful for their treatment and prophylaxis of bacterial infection, e.g., E.faecalis or S.aureus infection. Further, the invention relates to methods of treatment of the human or animal body. The invention also relates to processes for the manufacture of the compounds, to pharmaceutical compositions containing them, and to their use in the manufacture of medicaments of use in the treatment and prevention of various bacterial diseases in a warm-blooded animal such as man.
• Exploring 8-benzyl pteridine-6,7-diones as inhibitors of glutamate racemase (MurI) in Gram-positive bacteria
  作者：Gloria A. Breault、Janelle Comita-Prevoir、Charles J. Eyermann、Bolin Geng、Randy Petrichko、Peter Doig、Elise Gorseth、Brian Noonan

  DOI：10.1016/j.bmcl.2008.10.022

  日期：2008.12

  A successful scaffold-hopping approach gave a novel series of inhibitors of bacterial glutamate racemase (MurI). Early SAR studies of the 8-benzyl pteridine-6,7-diones led to compounds with micromolar enzyme potency and antibacterial activity. (C) 2008 Elsevier Ltd. All rights reserved.
• [EN] 6, 6-FUSED HETEROCYCLES, THEIR PHARMACEUTICAL COMPOSITIONS AND METHOS OF USE<br/>[FR] COMPOSÉS CHIMIQUES - 795
  申请人：ASTRAZENECA AB

  公开号：WO2009022185A3

  公开（公告）日：2009-07-09