1351611-14-7Apixaban N-Formyl Impurity

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Catalogue No.:	VL3170016
CAS No.:	1351611-14-7
Mol. Formula:	C26H25N5O5
Mol. Weight:	487.51 g/mol

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Additional information on CAS 1351611-14-7

Parent drug

Apixaban

IUPAC Name

N-Formyl-4,5,6,7-tetrahydro-1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo-1-piperidinyl) phenyl]-1H-pyrazolo[3,4-c]pyridine-3-carboxamide

Pharmacopoeial Synonyms

Apixaban Related Compound D

Other Synonyms

1H-Pyrazolo[3,4-c]pyridine-3-carboxamide, N-formyl-4,5,6,7-tetrahydro-1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo-1-piperidinyl)phenyl]

Smiles

O=C(C1=NN(C2=CC=C(OC)C=C2)C3=C1CCN(C4=CC=C(N5C(CCCC5)=O)C=C4)C3=O)NC=O

InChI

InChI=1S/C26H25N5O5/c1-36-20-11-9-19(10-12-20)31-24-21(23(28-31)25(34)27-16-32)13-15-30(26(24)35)18-7-5-17(6-8-18)29-14-3-2-4-22(29)33/h5-12,16H,2-4,13-15H2,1H3,(H,27,32,34)

Description

Apixaban N-Formyl Impurity, also designated Apixaban Related Compound D, is a process- and degradation-related structural variant of the factor Xa inhibitor apixaban, with CAS 1351611-14-7. Its molecular formula is C26H25N5O5 and molecular weight is 487.51 g/mol. The N-formyl functionality indicates oxidative or formylative transformation of the diazabicyclic amide nitrogen during synthesis or storage. In impurity profiling, assignment typically relies on LC-MS/MS, high-resolution LC-MS, and orthogonal HPLC methods with UV detection. Although not a classical genotoxic class, its control remains relevant under ICH impurity specifications and degradant qualification paradigms.

References

Budovich, Aliaksandr, et al. “Role of Apixaban (Eliquis) in the Treatment and Prevention of Thromboembolic Disease.” Pharmacy and Therapeutics, vol. 38, no. 4, 1 Apr. 2013, pp. 206–231, www.ncbi.nlm.nih.gov/pmc/articles/PMC3684191/#b5-ptj3804206.