3-(1,3-Benzodioxol-5-yl)-3-(2-hydroxy-4,6-dimethoxyphenyl)-1-(3-hydroxypiperidin-1-yl)propan-1-one | 1418021-10-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-(1,3-Benzodioxol-5-yl)-3-(2-hydroxy-4,6-dimethoxyphenyl)-1-(3-hydroxypiperidin-1-yl)propan-1-one
• 英文别名: 3-(1,3-benzodioxol-5-yl)-3-(2-hydroxy-4,6-dimethoxyphenyl)-1-(3-hydroxypiperidin-1-yl)propan-1-one
• CAS: 1418021-10-9
• 化学式: C₂₃H₂₇NO₇
• 分子量: 429.47
• InChiKey: NTULMWLCXCGGDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  97.7
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3,4-(亚甲二氧)肉桂酸 在 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成 3-(1,3-Benzodioxol-5-yl)-3-(2-hydroxy-4,6-dimethoxyphenyl)-1-(3-hydroxypiperidin-1-yl)propan-1-one
  参考文献：
  名称：

  Small molecule amides as potent ROR-γ selective modulators

  摘要：

  The structure-activity relationship study of a diphenylpropanamide series of ROR-gamma selective modulators is reported. Compounds were screened using chimeric receptor Gal4 DNA-binding domain (DBD)-NR ligand binding domain cotransfection assay in a two-step format. Three different regions of the scaffold were modified to assess the effects on repression of ROR-gamma transcriptional activity and potency. The lead compound 1 exhibits modest mouse pharmacokinetics and an acceptable in vitro profile which makes it a suitable in vivo probe to interrogate the functions of ROR-gamma in animal models of disease. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.025

文献信息

• Small molecule amides as potent ROR-γ selective modulators
  作者：Pasha M. Khan、Bahaa El-Dien M. El-Gendy、Naresh Kumar、Ruben Garcia-Ordonez、Li Lin、Claudia H. Ruiz、Michael D. Cameron、Patrick R. Griffin、Theodore M. Kamenecka

  DOI：10.1016/j.bmcl.2012.11.025

  日期：2013.1

  The structure-activity relationship study of a diphenylpropanamide series of ROR-gamma selective modulators is reported. Compounds were screened using chimeric receptor Gal4 DNA-binding domain (DBD)-NR ligand binding domain cotransfection assay in a two-step format. Three different regions of the scaffold were modified to assess the effects on repression of ROR-gamma transcriptional activity and potency. The lead compound 1 exhibits modest mouse pharmacokinetics and an acceptable in vitro profile which makes it a suitable in vivo probe to interrogate the functions of ROR-gamma in animal models of disease. (C) 2012 Elsevier Ltd. All rights reserved.