5-Hydroxymethyl-2,6-diisopropyl-4-phenyl-nicotinic acid ethyl ester | 202856-14-2

• 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: 5-Hydroxymethyl-2,6-diisopropyl-4-phenyl-nicotinic acid ethyl ester
• CAS: 202856-14-2
• 化学式: C₂₁H₂₇NO₃
• 分子量: 341.45
• InChiKey: NQQOEVGGYSAKAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.66
• 重原子数：
  25.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  59.42
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-Hydroxymethyl-2,6-diisopropyl-4-phenyl-nicotinic acid ethyl ester 在 palladium on activated charcoal lithium aluminium tetrahydride 、 potassium tert-butylate 、 氢气 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 生成 2,6-Diisopropyl-3-hydroxymethyl-4-phenyl-5-ethylpyridine
  参考文献：
  名称：

  Discovery of 5-Hydroxyalkyl-4-phenylpyridines as a New Class of Glucagon Receptor Antagonists

  摘要：

  5-Hydroxyalkyl-4-phenylpyridines have been identified as a novel class of glucagon antagonists with potential utility for the treatment of diabetes. A lead structure with moderate activity was discovered through a high throughput screening assay. Structure-activity relationships led to the discovery of a potent antagonist, IC50=0.11 muM, more than 60-fold improvement over the lead structure. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00766-1
• 作为产物：
  描述：

  Diethyl 2,6-diisopropyl-4-phenyl-pyridine-3,5dicarboxylate 在 红铝 作用下， 以 四氢呋喃 为溶剂， 生成 5-Hydroxymethyl-2,6-diisopropyl-4-phenyl-nicotinic acid ethyl ester
  参考文献：
  名称：

  Discovery of 5-Hydroxyalkyl-4-phenylpyridines as a New Class of Glucagon Receptor Antagonists

  摘要：

  5-Hydroxyalkyl-4-phenylpyridines have been identified as a novel class of glucagon antagonists with potential utility for the treatment of diabetes. A lead structure with moderate activity was discovered through a high throughput screening assay. Structure-activity relationships led to the discovery of a potent antagonist, IC50=0.11 muM, more than 60-fold improvement over the lead structure. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00766-1