5-(1-(2-(3-(dimethylcarbamoyl)-2-hydroxyphenylamino)-3,4-dioxocyclobut-1-enylamino)propyl)-N,N-dimethylfuran-2-carboxamide | 1018475-08-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(1-(2-(3-(dimethylcarbamoyl)-2-hydroxyphenylamino)-3,4-dioxocyclobut-1-enylamino)propyl)-N,N-dimethylfuran-2-carboxamide
• 英文别名: 5-[1-[[2-[3-(dimethylcarbamoyl)-2-hydroxyanilino]-3,4-dioxocyclobuten-1-yl]amino]propyl]-N,N-dimethylfuran-2-carboxamide
• CAS: 1018475-08-5
• 化学式: C₂₃H₂₆N₄O₆
• 分子量: 454.483
• InChiKey: PHXRSGRVCIOASS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  132
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3-[(2-乙氧基-3,4-二氧代-1-环丁基-1-氨基]-2-羟基-N,N-二甲基-苄胺 、 5-(1-aminopropyl)-N,N-dimethylfuran-2-carboxamide 以 乙醇 为溶剂， 生成 5-(1-(2-(3-(dimethylcarbamoyl)-2-hydroxyphenylamino)-3,4-dioxocyclobut-1-enylamino)propyl)-N,N-dimethylfuran-2-carboxamide
  参考文献：
  名称：

  Synthesis and structure–activity relationships of heteroaryl substituted-3,4-diamino-3-cyclobut-3-ene-1,2-dione CXCR2/CXCR1 receptor antagonists

  摘要：

  Comprehensive SAR studies were undertaken in the 3,4-diaminocyclobut-3-ene-1,2-dione class of CXCR2/CXCR1 receptor antagonists to explore the role of the heterocycle on chemokine receptor binding affinities, functional activity, as well as oral exposure in rat. The nature of the heterocycle as well as the requisite substitution pattern around the heterocycle was shown to have a dramatic effect on the overall biological pro. le of this class of compounds. The furyl class, particularly the 4-halo adducts, was found to possess superior binding affinities for both the CXCR2 and CXCR1 receptors, functional activity, as well as oral exposure in rat versus other heterocyclic derivatives. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.024

文献信息

• Synthesis and structure–activity relationships of heteroaryl substituted-3,4-diamino-3-cyclobut-3-ene-1,2-dione CXCR2/CXCR1 receptor antagonists
  作者：Younong Yu、Michael P. Dwyer、Jianping Chao、Cynthia Aki、Jianhua Chao、Biju Purakkattle、Diane Rindgen、Richard Bond、Rosemary Mayer-Ezel、James Jakway、Hongchen Qiu、R. William Hipkin、James Fossetta、Waldemar Gonsiorek、Hong Bian、Xuedong Fan、Carol Terminelli、Jay Fine、Daniel Lundell、J. Robert Merritt、Zhenmin He、Gaifa Lai、Minglang Wu、Arthur Taveras

  DOI：10.1016/j.bmcl.2008.01.024

  日期：2008.2

  Comprehensive SAR studies were undertaken in the 3,4-diaminocyclobut-3-ene-1,2-dione class of CXCR2/CXCR1 receptor antagonists to explore the role of the heterocycle on chemokine receptor binding affinities, functional activity, as well as oral exposure in rat. The nature of the heterocycle as well as the requisite substitution pattern around the heterocycle was shown to have a dramatic effect on the overall biological pro. le of this class of compounds. The furyl class, particularly the 4-halo adducts, was found to possess superior binding affinities for both the CXCR2 and CXCR1 receptors, functional activity, as well as oral exposure in rat versus other heterocyclic derivatives. (c) 2008 Elsevier Ltd. All rights reserved.