Dapagliflozin Acetyl Impurity
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1632287-34-3Dapagliflozin Acetyl Impurity

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Catalogue No.:VL1650004
CAS No.:1632287-34-3
Mol. Formula:C23H27ClO7
Mol. Weight:450.91 g/mol

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Additional information on CAS 1632287-34-3

Parent drug

Dapagliflozin

IUPAC Name

((2R,3S,4R,5R,6S)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl acetate

Pharmacopoeial Synonyms

N/A

Other Synonyms

Dapagliflozin MonoAcetyl Impurity; Dapagliflozin Methyl Acetate

Smile

CC(OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](C2=CC=C(Cl)C(CC3=CC=C(OCC)C=C3)=C2)O1)=O

InChI

InChI=1S/C23H27ClO7/c1-3-29-17-7-4-14(5-8-17)10-16-11-15(6-9-18(16)24)23-22(28)21(27)20(26)19(31-23)12-30-13(2)25/h4-9,11,19-23,26-28H,3,10,12H2,1-2H3/t19-,20-,21+,22-,23+/m1/s1

Description

Dapagliflozin Acetyl Impurity (CAS 1632287-34-3) is a process-related organic impurity associated with acylation at the dapagliflozin scaffold, yielding a chlorinated aryl glycoside derivative with molecular formula C23H27ClO7 and molecular weight 450.91 g/mol. Its occurrence is typically linked to incomplete deprotection, acetyl transfer, or downstream transformation during synthesis of the C-aryl glucoside framework. Structural assignment generally requires LC-MS/MS with accurate-mass confirmation, complemented by HPLC-UV and NMR for isomer discrimination. Because it is a nonclassical synthetic impurity rather than a reactive mutagenic species, it is generally evaluated within impurity profiling frameworks rather than ICH M7 hazard categories.

References

KARUMANCHI, KISHORE, et al. “Synthesis of Metabolites of Dapagliflozin: An SGLT2 Inhibitor.” Journal of Chemical Sciences, vol. 132, no. 1, Feb. 2020, https://doi.org/10.1007/s12039-020-1747-x.

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