Dapagliflozin Keto Impurity
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2169998-23-4Dapagliflozin Keto Impurity

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Catalogue No.:VL1650008
CAS No.:2169998-23-4
Mol. Formula:C21H23ClO7
Mol. Weight:422.86 g/mol

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Additional information on CAS 2169998-23-4

Parent drug

Dapagliflozin

IUPAC Name

(6-chloro-3-β-D-glucopyranosylphenyl)(4- ethoxyphenyl)methanone

Pharmacopoeial Synonyms

Dapagliflozin FP Impurity C

Other Synonyms

Dapagliflozin Related Compound 4

Smiles

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

InChI

InChI=1S/C21H23ClO7/c1-2-28-13-6-3-11(4-7-13)17(24)14-9-12(5-8-15(14)22)21-20(27)19(26)18(25)16(10-23)29-21/h3-9,16,18-21,23,25-27H,2,10H2,1H3/t16-,18-,19+,20-,21+/m1/s1

Description

Dapagliflozin Keto Impurity, also designated Dapagliflozin Related Compound 4 and Dapagliflozin FP Impurity C, is a process-related carbonyl analogue of the sodium-glucose cotransporter 2 inhibitor dapagliflozin. CAS 2169998-23-4 corresponds to C21H23ClO7, molecular weight 422.86 g/mol. Structurally, it reflects oxidation at the benzylic/ketal region of the empagliflozin-like glucopyranoside scaffold, consistent with synthetic over-oxidation or storage-mediated degradation. It is not a nitrosamine, yet its characterization remains relevant under impurity control expectations. Trace determination generally requires LC-MS/MS, HR-LC-MS, and orthogonal HPLC-UV methods, with NMR used for structural confirmation.

References

“Facile and Green Synthesis of Dapagliflozin.” Synthetic Communications, 2019, www.tandfonline.com/doi/abs/10.1080/00397911.2019.1666283.“Long-Term Efficacy of Dapagliflozin in Patients with Type 2 Diabetes Mellitus Receiving High Doses of Insulin: A Randomized Trial: Annals of Internal Medicine: Vol 156, No 6.” Annals of Internal Medicine, 2012, www.acpjournals.org/doi/full/10.7326/0003-4819-156-6-201203200-00003.

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