ABC00224PX

4-Hydroxy Atorvastatin Lactone

4-Hydroxy Atorvastatin Lactone is a degradation byproduct of Atorvastatin, characterized by a hydroxyl substitution at the 4-position of the lactone ring, which disrupts the parent drug's core HMG-CoA reductase inhibitory scaffold. The molecule retains the fluorinated phenyl group and pyrrole-fused indane moiety of Atorvastatin but features an oxidized lactone ring and a 4-hydroxyl group, introducing steric and electronic asymmetry. This impurity arises via hydrolytic cleavage and subsequent oxidation of the Atorvastatin lactone, forming a stable cyclic ester with altered pharmacokinetic properties. It serves as a critical HPLC reference standard for quantifying oxidative degradation pathways in Atorvastatin formulations.

On Request
Molecular Formula C33H33FN2O5
Molecular Weight 556.6000
CAS Number 163217-70-7 โš  Unverified
PubChem CID 9937602 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Atorvastatin
Lead Time On Request
IUPAC Name 5-(4-fluorophenyl)-1-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-N-(4-hydroxyphenyl)-4-phenyl-2-propan-2-ylpyrrole-3-carboxamide

๐Ÿ“ Synonyms

P-HYDROXYATORVASTATIN LACTONE p-Hydroxy atorvastatin lactone UNII-1316I46GEX 1316I46GEX DTXSID90167535 (2R-Trans)-5-(4-fluorophenyl)-2-(1-methylethyl)-N-(4-hydroxyphenyl)-4-phenyl-1-(2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)-ethyl)-1H-pyrrole-3-carboxamide 1H-Pyrrole-3-carboxamide, 5-(4-fluorophenyl)-N-(4-hydroxyphenyl)-2-(1-methylethyl)-4-phenyl-1-(2-((2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)- 1H-Pyrrole-3-carboxamide, 5-(4-fluorophenyl)-N-(4-hydroxyphenyl)-2-(1-methylethyl)-4-phenyl-1-(2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-, (2R-trans)- (2R-trans)-5-(4-fluorophenyl)-2-(1-methylethyl)-N-(4-hydroxyphenyl)-4-phenyl-1-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)-ethyl]-1H-pyrrole-3-carboxamide 1H-Pyrrole-3-carboxamide, 5-(4-fluorophenyl)-N-(4-hydroxyphenyl)-2-(1-methylethyl)-4-phenyl-1-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-

๐Ÿ”ฌ Chemical Identifiers

CC(C)C1=C(C(=C(N1CC[C@@H]2C[C@H](CC(=O)O2)O)C3=CC=C(C=C3)F)C4=CC=CC=C4)C(=O)NC5=CC=C(C=C5)O
InChI=1S/C33H33FN2O5/c1-20(2)31-30(33(40)35-24-12-14-25(37)15-13-24)29(21-6-4-3-5-7-21)32(22-8-10-23(34)11-9-22)36(31)17-16-27-18-26(38)19-28(39)41-27/h3-15,20,26-27,37-38H,16-19H2,1-2H3,(H,35,40)/t26-,27-/m1/s1
KDJMDZSAAFACAM-KAYWLYCHSA-N

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