3-Chloro-4-[4-chloro-2-hydroxy-3-(4-methyl-[1,4]diazepane-1-sulfonyl)phenylamino]-cyclobut-3-ene-1,2-dione | 444045-54-9

• 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: 3-Chloro-4-[4-chloro-2-hydroxy-3-(4-methyl-[1,4]diazepane-1-sulfonyl)phenylamino]-cyclobut-3-ene-1,2-dione
• 英文别名: 3-chloro-4-[4-chloro-2-hydroxy-3-[(4-methyl-1,4-diazepan-1-yl)sulfonyl]anilino]cyclobut-3-ene-1,2-dione
• CAS: 444045-54-9
• 化学式: C₁₆H₁₇Cl₂N₃O₅S
• 分子量: 434.3
• InChiKey: KDDUATXHQSJANZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  115
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3-Chloro-4-[4-chloro-2-hydroxy-3-(4-methyl-[1,4]diazepane-1-sulfonyl)phenylamino]-cyclobut-3-ene-1,2-dione 、 邻氯苯胺 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-[4-Chloro-2-hydroxy-3-(4-methyl-[1,4]diazepane-1-sulfonyl)-phenylamino]-4-(2-chloro-phenylamino)-cyclobut-3-ene-1,2-dione
  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：

  N-甲基高哌嗪 在 platinum on activated charcoal 水 、 氢气 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 3-Chloro-4-[4-chloro-2-hydroxy-3-(4-methyl-[1,4]diazepane-1-sulfonyl)phenylamino]-cyclobut-3-ene-1,2-dione
  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

• Il-8 receptor antagonists
  申请人：——

  公开号：US20040048897A1

  公开（公告）日：2004-03-11

  This invention relates to the novel use of sulfonamide squaramides in the treatment of disease states mediated by the chemokine, Interleukin-8 (IL-8).

  这项发明涉及磺胺基苯并二酰胺在治疗由趋化因子白细胞介素-8（IL-8）介导的疾病状态中的新用途。
• IL-8 RECEPTOR ANTAGONISTS
  申请人：SmithKline Beecham Corporation

  公开号：EP1351933A1

  公开（公告）日：2003-10-15
• EP1351933A4
  申请人：——

  公开号：EP1351933A4

  公开（公告）日：2005-09-07
• [EN] IL-8 RECEPTOR ANTAGONISTS<br/>[FR] ANTAGONISTES DES RECEPTEURS DE L'IL-8
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2002057230A1

  公开（公告）日：2002-07-25

  This invention relates to the novel use of sulfonamide squaramides in the treatment of disease states mediated by the chemokine, Interleukin-8 (IL-8).