2,3-Diamino-4,6-difluoro-phenol | 906081-31-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,3-Diamino-4,6-difluoro-phenol
• 英文别名: 2,3-Diamino-4,6-difluorophenol
• CAS: 906081-31-0
• 化学式: C₆H₆F₂N₂O
• 分子量: 160.123
• InChiKey: ONXMSHZTNSQEEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.3
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-Amino-N-[2-(4-fluoro-phenoxy)-ethyl]-3-methylamino-benzamide 、 2,3-Diamino-4,6-difluoro-phenol 、 2,2-二氟-丙二酸 在 N-甲基吗啉 、 bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以9%的产率得到2-[(4,6-Difluoro-7-hydroxy-1H-benzoimidazol-2-yl)-difluoro-methyl]-3-methyl-3H-benzoimidazole-5-carboxylic acid [2-(4-fluoro-phenoxy)-ethyl]-amide
  参考文献：
  名称：

  Identification of metabolites of the tryptase inhibitor CRA-9249: Observation of a metabolite derived from an unexpected hydroxylation pathway

  摘要：

  The metabolites of the tryptase inhibitor CRA-9249 were identified after exposure to liver microsomes. CRA-9249 was found to be degraded rapidly in liver microsomes from rabbit, dog, cynomolgus monkey, and human, and less rapidly in microsomes from rat. The key metabolites included cleavage of an aryl ether, in addition to an unexpected hydroxylation of the amide side chain adjacent to the amide nitrogen. The chemical structures of both metabolites were confirmed by synthesis and comparison to material isolated from the liver microsomes. Several suspected hydroxylated metabolites were also synthesized and analyzed as part of the structure identification process. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.003
• 作为产物：
  描述：

  2-乙酰氨基-1-硝基-3,5,6-三氟苯 在 palladium on activated charcoal sodium hydroxide 、 氢气 作用下， 以 乙醇 为溶剂， 生成 2,3-Diamino-4,6-difluoro-phenol
  参考文献：
  名称：

  Identification of metabolites of the tryptase inhibitor CRA-9249: Observation of a metabolite derived from an unexpected hydroxylation pathway

  摘要：

  The metabolites of the tryptase inhibitor CRA-9249 were identified after exposure to liver microsomes. CRA-9249 was found to be degraded rapidly in liver microsomes from rabbit, dog, cynomolgus monkey, and human, and less rapidly in microsomes from rat. The key metabolites included cleavage of an aryl ether, in addition to an unexpected hydroxylation of the amide side chain adjacent to the amide nitrogen. The chemical structures of both metabolites were confirmed by synthesis and comparison to material isolated from the liver microsomes. Several suspected hydroxylated metabolites were also synthesized and analyzed as part of the structure identification process. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.003