3-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-(2-pyridinyl)-1H-pyrrol-1-yl]-1-propanal | 115672-65-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-(2-pyridinyl)-1H-pyrrol-1-yl]-1-propanal
• 英文别名: 3-[2-(4-Fluorophenyl)-5-propan-2-yl-3-pyridin-2-ylpyrrol-1-yl]propanal
• CAS: 115672-65-6
• 化学式: C₂₁H₂₁FN₂O
• 分子量: 336.409
• InChiKey: DJFMQYOFSZQDRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-(2-pyridinyl)-1H-pyrrol-1-yl]-1-propanal 、 乙酰乙酸乙酯 以94%的产率得到
  参考文献：
  名称：

  ROTH, BRUCE D.;SLISKOVIC, DRAGO R.

  摘要：

  DOI：
• 作为产物：
  描述：

  2-[1-(3,3-dimethoxypropyl)-2-(4-fluorophenyl)-5-propan-2-ylpyrrol-3-yl]pyridine 以93%的产率得到
  参考文献：
  名称：

  ROTH, BRUCE D.;SLISKOVIC, DRAGO R.

  摘要：

  DOI：

文献信息

• Inhibitors of cholesterol biosynthesis. 3. Tetrahydro-4-hydroxy-6-[2-(1H-pyrrol-1-yl)ethyl]-2H-pyran 2-one inhibitors of HMG-CoA reductase. 2. Effects of introducing substituents at positions three and four of the pyrrole nucleus
  作者：Bruce D. Roth、C. J. Blankley、A. W. Chucholowski、E. Ferguson、M. L. Hoefle、D. F. Ortwine、R. S. Newton、C. S. Sekerke、D. R. Sliskovic、M Wilson

  DOI：10.1021/jm00105a056

  日期：1991.1

  A series of trans-tetrahydro-4-hydroxy-6-[2-(2,3,4,5-substituted-1H-pyrrol-1-yl)ethyl]-2H-pyran-2-ones and their dihydroxy acids were prepared and tested for their ability to inhibit the enzyme HMG-CoA reductase in vitro. Inhibitory potency was found to increase substantially when substituents were introduced into positions three and four of the pyrrole ring. A systematic exploration of structure-activity relationships at these two positions led to the identification of a compound ((+)-33, (+)-(4R)-trans-2-(4-fluorophenyl)-5-(1-methylethyl)-N,3-diphenyl-1-[(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1H-pyrrole-4-carboxamide) with five times the inhibitory potency of the fungal metabolite compactin.
• US4735958A
  申请人：——

  公开号：US4735958A

  公开（公告）日：1988-04-05
• [EN] TRANS-6-[2-[2-(SUBSTITUTED-PHENYL)-3- (or 4-) HETEROARYL-5-SUBSTITUTED-1H-PYRROL-1-YL]-ETHYL]TETRAHYDRO-4-HYDROXY-2H-PYRAN-2-ONE INHIBITORS OF CHOLESTEROL BIOSYNTHESIS
  申请人：WARNER-LAMBERT COMPANY

  公开号：WO1988004657A2

  公开（公告）日：1988-06-30

  (EN) Certain $i(trans)-6-[2-[2-(substituted-phenyl)-3- (or 4-)heteroaryl-5-substituted-1$i(H)-pyrrol-1-yl]ethyl]tetrahydro-4-hydroxy-2$i(H)-pyran-2-ones and the corresponding lactone-ring-opened acids are potent inhibitors of the enzyme 3-hydroxy-3-methylglutaryl-coenzyme A reductase (HMG CoA reductase) and are thus useful hypolipidemic or hypocholesterolemic agents. Pharmaceutical compositions containing such compounds, and a method of inhibiting the biosynthesis of cholesterol employing such pharmaceutical compositions are also disclosed.(FR) Certaines $i(trans)-6-[2-[2-(phényle substitué)-3-(ou 4-)hétéroaryl-5-substitué-1$i(H)-pyrrol-1-yl]éthyl]tétrahydro-4-hydroxy-2$i(H)-pyran-2-ones et les acides à anneau de lactone ouvert correspondants sont des inhibiteurs puissants de l'enzyme réductase de 3-hydroxy-3-méthylglutaryl-coenzyme A (réductase de HMG CoA) et constituent par conséquent des agents hypolipidémiques ou hypocholestérolémiques utiles. Des compositions pharmaceutiques contenant de tels composés et un procédé d'inhibition de la biosynthèse du cholestérol qui utilise de telles compositions pharmaceutiques sont également décrits.