(6-Chloro-2-hydroxy-3-nitro-benzyl)-carbamic acid tert-butyl ester | 761448-12-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (6-Chloro-2-hydroxy-3-nitro-benzyl)-carbamic acid tert-butyl ester
• CAS: 761448-12-8
• 化学式: C₁₂H₁₅ClN₂O₅
• 分子量: 302.714
• InChiKey: MYYNGONGYWASED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.98
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  101.7
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (6-Chloro-2-hydroxy-3-nitro-benzyl)-carbamic acid tert-butyl ester 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 1,4-二氧六环 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-[3-(Aminomethyl)-4-chloro-2-hydroxyphenyl]-3-(2-bromophenyl)urea;hydrochloride
  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
• 作为产物：
  描述：

  (2,6-Dichloro-3-nitrophenyl)methanamine 在 sodium hydroxide 、 18-冠醚-6 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 生成 (6-Chloro-2-hydroxy-3-nitro-benzyl)-carbamic acid tert-butyl ester
  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