Ethyl {2-[(phenoxyacetyl)amino]-1,3-thiazol-4-yl}acetate | 301226-60-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Ethyl {2-[(phenoxyacetyl)amino]-1,3-thiazol-4-yl}acetate
• 英文别名: ethyl 2-[2-[(2-phenoxyacetyl)amino]-1,3-thiazol-4-yl]acetate
• CAS: 301226-60-8
• 化学式: C₁₅H₁₆N₂O₄S
• mdl: MFCD00751121
• 分子量: 320.369
• InChiKey: TXYBVKUUGDTIOY-UHFFFAOYSA-N

物化性质

• 密度：
  1.318±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Ethyl {2-[(phenoxyacetyl)amino]-1,3-thiazol-4-yl}acetate 在 Oxone 作用下， 以 甲醇 、 水 为溶剂， 生成 ethyl 2-(3-hydroxy-2-((2-phenoxyacetyl)imino)-2,3-dihydrothiazol-4-yl)acetate
  参考文献：
  名称：

  Discovery of novel hydroxy-thiazoles as HIF-α prolyl hydroxylase inhibitors: SAR, synthesis, and modeling evaluation

  摘要：

  Inhibition of the PHD2 enzyme has been associated with increased red blood cell levels. From a screening hit, a series of novel hydroxyl-thiazoles were developed as potent PHD2 inhibitors. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.031
• 作为产物：
  描述：

  2-氨基-4-噻唑乙酸乙酯 、 苯氧乙酸 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以94%的产率得到Ethyl {2-[(phenoxyacetyl)amino]-1,3-thiazol-4-yl}acetate
  参考文献：
  名称：

  Discovery of novel hydroxy-thiazoles as HIF-α prolyl hydroxylase inhibitors: SAR, synthesis, and modeling evaluation

  摘要：

  Inhibition of the PHD2 enzyme has been associated with increased red blood cell levels. From a screening hit, a series of novel hydroxyl-thiazoles were developed as potent PHD2 inhibitors. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.031

文献信息

• Discovery of novel hydroxy-thiazoles as HIF-α prolyl hydroxylase inhibitors: SAR, synthesis, and modeling evaluation
  作者：Christopher M. Tegley、Vellarkad N. Viswanadhan、Kaustav Biswas、Michael J. Frohn、Tanya A.N. Peterkin、Catherine Chang、Roland W. Bürli、Jennifer H. Dao、Henrike Veith、Norma Rogers、Sean C. Yoder、Gloria Biddlecome、Philip Tagari、Jennifer R. Allen、Randall W. Hungate

  DOI：10.1016/j.bmcl.2008.06.031

  日期：2008.7

  Inhibition of the PHD2 enzyme has been associated with increased red blood cell levels. From a screening hit, a series of novel hydroxyl-thiazoles were developed as potent PHD2 inhibitors. (C) 2008 Elsevier Ltd. All rights reserved.