1-[4,6-Dibutoxy-2-hydroxy-3-(3-methylbutanoyl)phenyl]-3-methylbutan-1-one | 1103524-19-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[4,6-Dibutoxy-2-hydroxy-3-(3-methylbutanoyl)phenyl]-3-methylbutan-1-one
• CAS: 1103524-19-1
• 化学式: C₂₄H₃₈O₅
• 分子量: 406.563
• InChiKey: WBTXXPHZUUTHNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  29
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  正溴丁烷 、 1,1'-(2,4,6-trihydroxy-1,3-phenylene)bis(3-methylbutan-1-one) 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 10.0h， 生成 1-[4-Butoxy-2,6-dihydroxy-3-(3-methylbutanoyl)phenyl]-3-methylbutan-1-one 、 1-[4,6-Dibutoxy-2-hydroxy-3-(3-methylbutanoyl)phenyl]-3-methylbutan-1-one 、 1-[2,4-Dibutoxy-6-hydroxy-3-(3-methylbutanoyl)phenyl]-3-methylbutan-1-one
  参考文献：
  名称：

  Discovery of diacylphloroglucinols as a new class of GPR40 (FFAR1) agonists

  摘要：

  In this letter, we report discovery of diacylphloroglucinol compounds as a new class of GPR40 (FFAR1) agonists. Several diacylphloroglucinols with varying length of acyl functionality and substitution on aromatic hydroxyls were synthesized and evaluated for GPR40 agonism using functional calcium-flux assay. Out of 17 compounds evaluated, 14, 17, 19 and 25 exhibited good GPR40 agonistic activity with EC(50) values ranging from 0.07 to 8 mu M (pEC(50) 7.12-5.09), respectively, with maximal agonistic response of 84-102%. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.085

文献信息

• Discovery of diacylphloroglucinols as a new class of GPR40 (FFAR1) agonists
  作者：Sandip B. Bharate、Atish Rodge、Rajendra K. Joshi、Jaspreet Kaur、Shaila Srinivasan、S. Senthil Kumar、Asha Kulkarni-Almeida、Sarala Balachandran、Arun Balakrishnan、Ram A. Vishwakarma

  DOI：10.1016/j.bmcl.2008.10.085

  日期：2008.12

  In this letter, we report discovery of diacylphloroglucinol compounds as a new class of GPR40 (FFAR1) agonists. Several diacylphloroglucinols with varying length of acyl functionality and substitution on aromatic hydroxyls were synthesized and evaluated for GPR40 agonism using functional calcium-flux assay. Out of 17 compounds evaluated, 14, 17, 19 and 25 exhibited good GPR40 agonistic activity with EC(50) values ranging from 0.07 to 8 mu M (pEC(50) 7.12-5.09), respectively, with maximal agonistic response of 84-102%. (C) 2008 Elsevier Ltd. All rights reserved.