(9aS)-8-acetyl-1,7-dihydroxy-3-methoxy-9a-methyl-N-[(3-hydroxy-1-naphthyl)methyl]-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide | 925439-90-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (9aS)-8-acetyl-1,7-dihydroxy-3-methoxy-9a-methyl-N-[(3-hydroxy-1-naphthyl)methyl]-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
• 英文别名: (9aS)-8-acetyl-1,7-dihydroxy-N-[(3-hydroxynaphthalen-1-yl)methyl]-3-methoxy-9a-methyl-9-oxodibenzofuran-4-carboxamide
• CAS: 925439-90-3
• 化学式: C₂₈H₂₃NO₈
• 分子量: 501.493
• InChiKey: CCBPZTVQNFLRDW-MUUNZHRXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  37
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  142
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (9aS)-8-乙酰基-1,3,7-三羟基-9a-甲基-9-氧代二苯并呋喃-4-甲酰胺 在 甲醇 、 三乙基硅烷 、 potassium carbonate 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 25.0h， 生成 (9aS)-8-acetyl-1,7-dihydroxy-3-methoxy-9a-methyl-N-[(3-hydroxy-1-naphthyl)methyl]-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
  参考文献：
  名称：

  Substituents at the naphthalene C3 position of (−)-Cercosporamide derivatives significantly affect the maximal efficacy as PPARγ partial agonists

  摘要：

  Peroxisome proliferator-activated receptor gamma (PPAR gamma) is a potential drug target for treating type 2 diabetes. The selective PPAR gamma modulators (SPPARMs), which partially activate the PPAR gamma transcriptional activity, are considered to improve the plasma glucose level with attenuated PPAR gamma related adverse effects. However, the relationships between desired pharmacological profiles and ligand specific PPAR gamma transcriptional profiles have been unclear. And there is also little knowledge of how to control ligand specific PPAR gamma transcriptional profiles. Herein, we present synthesis of novel derivatives containing substituent at naphthalene C3 position of compound 1. The novel derivatives showed various maximal efficacies as PPAR gamma partial agonist. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.066

文献信息

• NOVEL CERCOSPORAMIDE DERIVATIVE
  申请人：Daiichi Sankyo Company, Limited

  公开号：EP1914229B1

  公开（公告）日：2010-06-16