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.
• Discovery of potent and orally bioavailable N,N′-diarylurea antagonists for the CXCR2 chemokine receptor
  作者：Qi Jin、Hong Nie、Brent W. McCleland、Katherine L. Widdowson、Michael R. Palovich、John D. Elliott、Richard M. Goodman、Miriam Burman、Henry M. Sarau、Keith W. Ward、Melanie Nord、Bonnie M. Orr、Peter D. Gorycki、Jakob Busch-Petersen

  DOI：10.1016/j.bmcl.2004.06.097

  日期：2004.9

  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.