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125995-03-1Atorvastatin EP Impurity H
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| Catalogue No.: | VL10002 |
|---|---|
| CAS No.: | 125995-03-1 |
| Mol. Formula: | C33H33FN2O4 |
| Mol. Weight: | 540.62 g/mol |
Additional information on CAS 125995-03-1
Parent drug
AtorvastatinIUPAC Name
(4R,6R)-6-[2-[2-(4-fIuorophenyI)-3-phenyI-4-(phenyIcarbamoyI)-5-(propan-2-yI)-1H-pyrroI-1-yI]ethyI]-4- hydroxyoxan-2-onePharmacopoeial Synonyms
Atorvastatin lactone; Atorvastatin Related Compound HOther Synonyms
5-(4-fluorophenyl)-1-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-N,4-diphenyl-2-propan-2-ylpyrrole-3-carboxamideSmiles
CC(C)C1=C(C(=C(N1CCC2CC(CC(=O)O2)O)C3=CC=C(C=C3)F)C4=CC=CC=C4)C(=O)NC5=CC=CC=C5InChI
InChI=1S/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/s1Description
Atorvastatin Related Compound H, also designated Atorvastatin Lactone and Atorvastatin EP Impurity H, CAS 125995-03-1, is the intramolecular lactonized degradation product of atorvastatin arising under acidic or dehydrating conditions. This neutral bicyclic impurity, formula C33H33FN2O4 and molecular weight 540.62 g/mol, reflects conversion of the hydroxyacid side chain to the corresponding lactone while retaining the fluorophenyl pyrrole pharmacophore. Its structural isomerism and close chromatographic behavior require orthogonal characterization by LC-MS/MS, high-resolution LC-MS, and, where needed, NMR for definitive assignment. In pharmacopeial and stability studies, its presence informs hydrolytic instability and impurity profile control.References
McIver, Lindsey A., and Momin S. Siddique. Atorvastatin.†Nih.gov, StatPearls Publishing, 5 Jan. 2019, www.ncbi.nlm.nih.gov/books/NBK430779/. Black, Donald M., et al. An Overview of the Clinical Safety Profile of Atorvastatin (Lipitor), a New HMG-CoA Reductase Inhibitor.†Archives of Internal Medicine, vol. 158, no. 6, Mar. 1998, p. 577, https://doi.org/10.1001/archinte.158.6.577.Request a Quote
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