3-[3-(2-Bromo-phenyl)-ureido]-6-chloro-2-hydroxy-benzamide | 468064-40-6

• 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-[3-(2-Bromo-phenyl)-ureido]-6-chloro-2-hydroxy-benzamide
• 英文别名: 3-[(2-bromophenyl)carbamoylamino]-6-chloro-2-hydroxybenzamide
• CAS: 468064-40-6
• 化学式: C₁₄H₁₁BrClN₃O₃
• 分子量: 384.617
• InChiKey: HXWAIGPPSSSOED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  104
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氯-6-羟基苯腈 在 sodium nitrate 、 硫酸 、 tin(ll) chloride 、 sodium nitrite 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-[3-(2-Bromo-phenyl)-ureido]-6-chloro-2-hydroxy-benzamide
  参考文献：
  名称：

  Discovery of potent and orally bioavailable N,N′-diarylurea antagonists for the CXCR2 chemokine receptor

  摘要：

  A series of 3-substituted N,N'-diarylureas was prepared and the structure-activity relationship relative to CXCR2 receptor affinity as well as their pharmacokinetic properties were examined. In vitro microsomal metabolism studies indicated that the lower clearance rates of the 3-sulfonamido-substituted compounds were most likely due to the suppression of glucuronidation. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.097

文献信息

• Methods of synthesizing phenol-contining compounds
  申请人：——

  公开号：US20040110954A1

  公开（公告）日：2004-06-10

  Methods of synthesizing phenol-containing compounds are disclosed.

  公开了合成含酚化合物的方法。
• METHODS OF SYNTHESIZING PHENOL-CONTAINING COMPOUNDS
  申请人：SmithKline Beecham Corporation

  公开号：EP1383488A2

  公开（公告）日：2004-01-28
• [EN] METHODS OF SYNTHESIZING PHENOL-CONTAINING COMPOUNDS<br/>[FR] PROCEDES DE SYNTHESE DE COMPOSES CONTENANT UN PHENOL
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2002079122A2

  公开（公告）日：2002-10-10

  This invention relates to the method of placing a sulfone or sulfonamide group ortho to a phenol in a drug substance in order to increase the metabolic stability and the half-life of the compound, while maintaining the acidity of the phenol. Methods of synthesizing phenol-containing compounds are also disclosed.