dimethyl 4-(benzyloxy)-1-(2-oxo-2-phenylethyl)-1H-pyrazole-3,5-dicarboxylate | 1012078-77-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: dimethyl 4-(benzyloxy)-1-(2-oxo-2-phenylethyl)-1H-pyrazole-3,5-dicarboxylate
• CAS: 1012078-77-1
• 化学式: C₂₂H₂₀N₂O₆
• 分子量: 408.411
• InChiKey: WBUUHZFGYPBHDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.92
• 重原子数：
  30.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  96.72
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  dimethyl 4-(benzyloxy)-1-(2-oxo-2-phenylethyl)-1H-pyrazole-3,5-dicarboxylate 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Design and synthesis of substituted 4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxamides, novel HIV-1 integrase inhibitors

  摘要：

  A series of 4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxamides was synthesized and tested for their inhibition of HIV-1 integrase catalytic activity and HIV-1 replication in cells. Structure-activity studies around lead compound 5 indicated that a coplanar relationship of metal-binding heteroatoms provides optimal binding to the integrase active site. Identification of potency-enhancing substituents and adjustments in lipophilicity provided 17b which inhibits integrase-catalyzed strand transfer with an IC50 value of 74 nM and inhibits HIV-1 replication in cell culture in the presence of 50% normal human serum with an IC95 value of 63 nM. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.049
• 作为产物：
  描述：

  dimethyl 4-(benzyloxy)-1H-pyrazole-3,5-dicarboxylate 、 alpha-氯乙酰苯 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 dimethyl 4-(benzyloxy)-1-(2-oxo-2-phenylethyl)-1H-pyrazole-3,5-dicarboxylate
  参考文献：
  名称：

  Design and synthesis of substituted 4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxamides, novel HIV-1 integrase inhibitors

  摘要：

  A series of 4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxamides was synthesized and tested for their inhibition of HIV-1 integrase catalytic activity and HIV-1 replication in cells. Structure-activity studies around lead compound 5 indicated that a coplanar relationship of metal-binding heteroatoms provides optimal binding to the integrase active site. Identification of potency-enhancing substituents and adjustments in lipophilicity provided 17b which inhibits integrase-catalyzed strand transfer with an IC50 value of 74 nM and inhibits HIV-1 replication in cell culture in the presence of 50% normal human serum with an IC95 value of 63 nM. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.049