1-((3S,4R)-3-Hydroxy-2,2-dimethyl-6-phenyl-chroman-4-yl)-pyrrolidin-2-one | 129621-72-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 1-((3S,4R)-3-Hydroxy-2,2-dimethyl-6-phenyl-chroman-4-yl)-pyrrolidin-2-one
• 英文别名: 1-[(3S,4R)-3-hydroxy-2,2-dimethyl-6-phenyl-3,4-dihydrochromen-4-yl]pyrrolidin-2-one
• CAS: 129621-72-3
• 化学式: C₂₁H₂₃NO₃
• 分子量: 337.419
• InChiKey: FDXYANDWAVDIKS-UXHICEINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,2-dimethyl-6-phenyl-2H-chromene 在 氢氧化钾 、 N-溴代丁二酰亚胺(NBS) 、 水 、 sodium hydride 作用下， 以 乙醚 、 二甲基亚砜 为溶剂， 反应 1.0h， 生成 1-((3S,4R)-3-Hydroxy-2,2-dimethyl-6-phenyl-chroman-4-yl)-pyrrolidin-2-one
  参考文献：
  名称：

  Variation in the aromatic ring of cromakalim: antihypertensive activity of pyranopyridines and 6-alkyl-2H-1-benzopyrans

  摘要：

  The synthesis and antihypertensive activity in the spontaneously hypertensive rat of two new series of analogues related to cromakalim (1) are described. In the first series, where the benzopyran nucleus has been replaced by a pyranopyridine nucleus, the position of the nitrogen atom has been found to be critical for activity, and the most potent compounds are the pyrano[3,2-c]pyridines. In the second series, where the powerful electron-withdrawing cyano group of compound 1 has been replaced by alkyl and phenyl groups, the order of antihypertensive potency is ethyl, isopropyl, tert-butyl greater than propyl, cyclopentyl greater than methyl greater than phenyl.

  DOI：

  10.1021/jm00173a018

文献信息

• BURRELL, GORDON;CASSIDY, FREDERICK;EVANS, JOHN M.;LIGHTOWLER, DIANE;STEMP+, J. MED. CHEM., 33,(1990) N1, C. 3023-3027
  作者：BURRELL, GORDON、CASSIDY, FREDERICK、EVANS, JOHN M.、LIGHTOWLER, DIANE、STEMP+

  DOI：——

  日期：——
• Variation in the aromatic ring of cromakalim: antihypertensive activity of pyranopyridines and 6-alkyl-2H-1-benzopyrans
  作者：Gordon Burrell、Frederick Cassidy、John M. Evans、Diane Lightowler、Geoffrey Stemp

  DOI：10.1021/jm00173a018

  日期：1990.11

  The synthesis and antihypertensive activity in the spontaneously hypertensive rat of two new series of analogues related to cromakalim (1) are described. In the first series, where the benzopyran nucleus has been replaced by a pyranopyridine nucleus, the position of the nitrogen atom has been found to be critical for activity, and the most potent compounds are the pyrano[3,2-c]pyridines. In the second series, where the powerful electron-withdrawing cyano group of compound 1 has been replaced by alkyl and phenyl groups, the order of antihypertensive potency is ethyl, isopropyl, tert-butyl greater than propyl, cyclopentyl greater than methyl greater than phenyl.