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CAS 125995-03-1

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Atorvastatin lactone

Description:
Atorvastatin lactone, with the CAS number 125995-03-1, is a chemical compound that serves as a precursor to atorvastatin, a widely used statin medication for lowering cholesterol levels. This lactone form is characterized by its cyclic ester structure, which is formed from the reaction of a carboxylic acid and an alcohol. Atorvastatin lactone exhibits lipophilic properties, allowing it to penetrate cell membranes effectively. It is typically a white to off-white solid and is soluble in organic solvents, but has limited solubility in water. The compound is known for its pharmacological activity, as it can inhibit HMG-CoA reductase, an enzyme crucial in the cholesterol biosynthesis pathway. This inhibition leads to a decrease in cholesterol production in the liver, ultimately lowering serum cholesterol levels. Additionally, atorvastatin lactone may undergo hydrolysis in biological systems to yield atorvastatin, which is the active form responsible for its therapeutic effects. As with many pharmaceuticals, the stability and reactivity of atorvastatin lactone are influenced by environmental factors such as pH and temperature.
Formula:C33H33FN2O4
InChI:InChI=1/C33H33FN2O4/c1-21(2)31-30(33(39)35-25-11-7-4-8-12-25)29(22-9-5-3-6-10-22)32(23-13-15-24(34)16-14-23)36(31)18-17-27-19-26(37)20-28(38)40-27/h3-16,21,26-27,37H,17-20H2,1-2H3,(H,35,39)/t26-,27-/m1/s1
InChI key:InChIKey=OUCSEDFVYPBLLF-KAYWLYCHSA-N
SMILES:C(NC1=CC=CC=C1)(=O)C=2C(=C(N(CC[C@@H]3C[C@@H](O)CC(=O)O3)C2C(C)C)C4=CC=C(F)C=C4)C5=CC=CC=C5
Synonyms:
  • (4R,6R)-6-{2-[2-(4-Fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]ethyl}-4-hydroxytetrahydro-2H-pyran-2-one
  • 1H-Pyrrole-3-carboxamide, 5-(4-fluorophenyl)-2-(1-methylethyl)-N,4-diphenyl-1-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-, (2R-trans)-
  • 1H-Pyrrole-3-carboxamide, 5-(4-fluorophenyl)-2-(1-methylethyl)-N,4-diphenyl-1-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-
  • 5-(4-Fluorophenyl)-1-[2-[(2R,4R)-4-hydroxy-6-oxotetrahydropyran-2-yl]ethyl]-2-isopropyl-4-phenyl-1H-pyrrole-3-carboxylic acid phenylamide
  • 5-(4-Fluorophenyl)-2-(1-methylethyl)-N,4-diphenyl-1-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1H-pyrrole-3-carboxamide
  • 5-(4-fluorophenyl)-1-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-2-(1-methylethyl)-N,4-diphenyl-1H-pyrrole-3-carboxamide
  • 5-(4-fluorophenyl)-2-(1-methyl-ethyl)-N,4-diphenyl-1-[2-[(2R,4R)-tetrahydro-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1H-pyrrole-3-carboxamide
  • Atorvastatin d-Lactone
  • Atorvastatin lactone
  • Atorvastatin EP IMpurity H
  • See more synonyms
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