Rosuvastatin EP Impurity C
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1422514-05-3Rosuvastatin EP Impurity C

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Catalogue No.:VL127003
CAS No.:1422514-05-3
Mol. Formula:C22H25FN3O6S- 1/2 Ca2+
Mol. Weight:498.55 g/mol (Salt); 479.52g/mol (Free Base)

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50 mg $209.00
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Additional information on CAS 1422514-05-3

Parent drug

Rosuvastatin

IUPAC Name

(3R,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-3-hydroxy-5-oxohept-6-enoic acid Calcium salt

Pharmacopoeial Synonyms

Rosuvastatin Ketone Calcium

Other Synonyms

5-Oxo Rosuvastatin; 3-Hydroxy-5-Keto Rosuvastatin; Rosuvastatin B2 Standard; (R, E)-7-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)-3-hydroxy-5-oxohept-6-enoate calcium salt

Smiles

O=C([O-])C[C@H](O)CC(/C=C/C1=C(C(C)C)N=C(N(CC)S(=O)=O)N=C1C2=CC=C(F)C=C2)=O.O=C([O-])C[C@H](O)CC(/C=C/C3=C(C(C)C)N=C(N(CC)S(=O)=O)N=C3C4=CC=C(F)C=C4)=O.[Ca+2]

InChI

InChI=1S/2C22H26FN3O6S.Ca/c2*1-4-26(33(31)32)22-24-20(13(2)3)18(10-9-16(27)11-17(28)12-19(29)30)21(25-22)14-5-7-15(23)8-6-14;/h2*5-10,13,17,28,33H,4,11-12H2,1-3H3,(H,29,30);/q;;+2/p-2/b2*10-9+;/t2*17-;/m11./s1

Description

Rosuvastatin EP Impurity C, also designated 5-Oxo Rosuvastatin, 3-Hydroxy-5-Keto Rosuvastatin, or Rosuvastatin Ketone, calcium salt, is an oxidative carbonyl degradation product of the statin side chain rather than a class-related genotoxic impurity. The material corresponds to CAS 1422514-05-3 and has the composition C22H25FN3O6S- 1/2 Ca++ with molecular weight 498.55 g/mol. Its formation is consistent with hydroxylation and subsequent oxidation at the 5-hydroxylated pyrrole side chain. Characterization commonly requires LC-MS/MS, high-resolution MS, and NMR confirmation, with HPLC-UV used for routine chromatographic separation and impurity profiling.

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