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81131-74-03'alpha-Isopravastatin

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Catalogue No.:	VE0026512
CAS No.:	81131-74-0
Mol. Formula:	C23H36O7
Mol. Weight:	424.5 g/mol

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Additional information on CAS 81131-74-0

Parent drug

Pravastatin

IUPAC Name

(3R,5R)-7-[(1S,2R,3S,8S,8aR)-3-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid

Pharmacopeial Synonyms

N/A

Synonyms

N/A

Smiles

CC[C@H](C)C(=O)O[C@H]1CC=CC2=C[C@H]([C@@H]([C@@H]([C@@H]12)CC[C@H](C[C@H](CC(=O)O)O)O)C)O

InChI

InChI=1S/C23H36O7/c1-4-13(2)23(29)30-20-7-5-6-15-10-19(26)14(3)18(22(15)20)9-8-16(24)11-17(25)12-21(27)28/h5-6,10,13-14,16-20,22,24-26H,4,7-9,11-12H2,1-3H3,(H,27,28)/t13-,14+,16+,17+,18-,19+,20-,22-/m0/s1

Description

3'alpha-Isopravastatin (CAS 81131-74-0) is a defined process-related and degradation impurity encountered during pravastatin synthesis and storage, resulting from stereochemical inversion or incomplete control of key synthetic steps and susceptible to acidic or thermal stress. Its identification relies on orthogonal analytical approaches such as HPLC with UV detection and mass spectrometry confirmation, NMR for structural assignment and chiral chromatography to resolve stereoisomers. Quantitative monitoring of 3'alpha-Isopravastatin is essential for impurity profiling, stability testing and specification setting because uncontrolled levels can impact drug quality, necessitating targeted control strategies like optimized reaction parameters, purification and validated assays for regulatory compliance.