Methyl 2-[(4-fluorophenyl)methyl]-7-hydroxy-5-oxo-4-phenyl-thiazolo[5,4-b]pyridine-6-carboxylate | 915721-17-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: Methyl 2-[(4-fluorophenyl)methyl]-7-hydroxy-5-oxo-4-phenyl-thiazolo[5,4-b]pyridine-6-carboxylate
• 英文别名: methyl 2-[(4-fluorophenyl)methyl]-7-hydroxy-5-oxo-4-phenyl-[1,3]thiazolo[5,4-b]pyridine-6-carboxylate
• CAS: 915721-17-4
• 化学式: C₂₁H₁₅FN₂O₄S
• 分子量: 410.426
• InChiKey: FFYAQGVUPMJPHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Methyl 2-[(4-fluorophenyl)methyl]-7-hydroxy-5-oxo-4-phenyl-thiazolo[5,4-b]pyridine-6-carboxylate 、 对氟苄胺 生成 N,2-bis[(4-fluorophenyl)methyl]-7-hydroxy-5-oxo-4-phenyl-thiazolo[5,4-b]pyridine-6-carboxamide
  参考文献：
  名称：

  Synthesis and HIV-integrase strand transfer inhibition activity of 7-hydroxy[1,3]thiazolo[5,4-b]pyridin-5(4H)-ones

  摘要：

  An efficient synthesis of methyl 7-hydroxy[1,3]thiazolo[5,4-b]pyridin-5(4H)-one-6-carboxylates (8-10 and 16) and 6-carboxamides (17-20) is described. Sub-micromolar enzyme inhibition of HIV integrase was achieved with several carboxamide analogs which were superior to their carboxylic ester congeners. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.007
• 作为产物：
  描述：

  4-methoxycarbonyl-5-(phenylamino)thiazole 在 三乙基硅烷 、 4-二甲氨基吡啶 、 N-溴代丁二酰亚胺(NBS) 、 异丙基溴化镁 、 sodium methylate 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 1,2-二氯乙烷 、 乙腈 为溶剂， 生成 Methyl 2-[(4-fluorophenyl)methyl]-7-hydroxy-5-oxo-4-phenyl-thiazolo[5,4-b]pyridine-6-carboxylate
  参考文献：
  名称：

  Synthesis and HIV-integrase strand transfer inhibition activity of 7-hydroxy[1,3]thiazolo[5,4-b]pyridin-5(4H)-ones

  摘要：

  An efficient synthesis of methyl 7-hydroxy[1,3]thiazolo[5,4-b]pyridin-5(4H)-one-6-carboxylates (8-10 and 16) and 6-carboxamides (17-20) is described. Sub-micromolar enzyme inhibition of HIV integrase was achieved with several carboxamide analogs which were superior to their carboxylic ester congeners. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.007

文献信息

• Synthesis and HIV-integrase strand transfer inhibition activity of 7-hydroxy[1,3]thiazolo[5,4-b]pyridin-5(4H)-ones
  作者：Eric E. Boros、Brian A. Johns、Edward P. Garvey、Cecilia S. Koble、Wayne H. Miller

  DOI：10.1016/j.bmcl.2006.08.007

  日期：2006.11

  An efficient synthesis of methyl 7-hydroxy[1,3]thiazolo[5,4-b]pyridin-5(4H)-one-6-carboxylates (8-10 and 16) and 6-carboxamides (17-20) is described. Sub-micromolar enzyme inhibition of HIV integrase was achieved with several carboxamide analogs which were superior to their carboxylic ester congeners. (c) 2006 Elsevier Ltd. All rights reserved.