N-(2-methoxyethyl)-3-amino-6-chloro-2-hydroxybenzenesulfonamide | 276702-39-7

• 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: N-(2-methoxyethyl)-3-amino-6-chloro-2-hydroxybenzenesulfonamide
• 英文别名: 3-amino-6-chloro-2-hydroxy-N-(2-methoxyethyl)benzenesulfonamide
• CAS: 276702-39-7
• 化学式: C₉H₁₃ClN₂O₄S
• 分子量: 280.732
• InChiKey: MPJDUABMQLDSTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  110
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(2-methoxyethyl)-3-amino-6-chloro-2-hydroxybenzenesulfonamide 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 6-chloro-3-(3,4-dioxo-2-(phenylamino)cyclobut-1-enylamino)-2-hydroxy-N-(2-methoxyethyl)benzenesulfonamide
  参考文献：
  名称：

  Comparison of N,N′-diarylsquaramides and N,N′-diarylureas as antagonists of the CXCR2 chemokine receptor

  摘要：

  N,N'-diarylsquaramides were prepared and evaluated as antagonists of CXCR2. The compounds were found to be potent and selective antagonists of CXCR2. Significant differences in SAR was observed relative to the previously described N,N'-diarylurea series. As was the case in the N,N'-diarylurea series, placing sulfonamide substituent adjacent to the acidic phenol significantly reduced the clearance in rat pharmacokinetic studies. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.12.067
• 作为产物：
  描述：

  2,6-二氯苯磺酰氯 在 platinum on activated charcoal 氢氧化钾 、 lithium hydroxide 、 硫酸 、 水 、 氢气 、 硝酸 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 N-(2-methoxyethyl)-3-amino-6-chloro-2-hydroxybenzenesulfonamide
  参考文献：
  名称：

  Comparison of N,N′-diarylsquaramides and N,N′-diarylureas as antagonists of the CXCR2 chemokine receptor

  摘要：

  N,N'-diarylsquaramides were prepared and evaluated as antagonists of CXCR2. The compounds were found to be potent and selective antagonists of CXCR2. Significant differences in SAR was observed relative to the previously described N,N'-diarylurea series. As was the case in the N,N'-diarylurea series, placing sulfonamide substituent adjacent to the acidic phenol significantly reduced the clearance in rat pharmacokinetic studies. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.12.067

文献信息

• Hydroxy diphenyl urea sulfonamides as IL-8 receptor antagonists
  申请人：SmithKline Beecham Corporation

  公开号：US06500863B1

  公开（公告）日：2002-12-31

  Novell IL-8 compounds and methods of using them are provided.

  提供了Novell IL-8化合物及其使用方法。
• [EN] HYDROXY DIPHENYL UREA SULFONAMIDES AS IL-8 RECEPTOR ANTAGONISTS<br/>[FR] SULFONAMIDES HYDROXYDIPHENYLUREE ANTAGONISTES DU RECEPTEUR D'IL-8
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2000035442A1

  公开（公告）日：2000-06-22

  The invention relates to novel hydroxy diphenylurea sulfonamides, compositions and intermediates thereof. The hydroxy diphenylurea sulfonamides are useful in the treatment of disease states mediated by the chemokine, Interleukin-8.

  该发明涉及新型羟基二苯基脲磺酰胺、其组合物和中间体。该羟基二苯基脲磺酰胺在治疗由趋化因子Interleukin-8介导的疾病状态中具有用途。
• EP1161232A4
  申请人：——

  公开号：EP1161232A4

  公开（公告）日：2002-09-18
• HYDROXY DIPHENYL UREA SULFONAMIDES AS IL-8 RECEPTOR ANTAGONISTS
  申请人：SmithKline Beecham Corporation

  公开号：EP1161232A1

  公开（公告）日：2001-12-12
• US6500863B1
  申请人：——

  公开号：US6500863B1

  公开（公告）日：2002-12-31