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Includes: HPLC, MASS/LC-MS, 1H NMR, FT-IR, Potency, Structure Elucidation Report (SER), and additional analytical data depending on the product.

Ampicillin Hydantoin Analog

● Under Development

Catalogue No.:	VE007998
CAS No.:	N/A
Mol. Formula:	C17H17N3O5S
Mol. Weight:	375.4 g/mol

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Additional information on Ampicillin Hydantoin Analog

Parent drug

Ampicillin

IUPAC Name

(2S,5R,6R)-6-(2,5-dioxo-4-phenylimidazolidin-1-yl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Smiles

O=C([C@@H](C(C)(C)S[C@]1([H])[C@@H]2N(C(NC3C4=CC=CC=C4)=O)C3=O)N1C2=O)O

Synonyms

N/A

Pharmacopeial Synonyms

N/A

InChI

InChI=1S/C17H17N3O5S/c1-17(2)11(15(23)24)20-13(22)10(14(20)26-17)19-12(21)9(18-16(19)25)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,25)(H,23,24)/t9?,10-,11+,14-/m1/s1

Description

Ampicillin Hydantoin Analog is a semisynthetic beta-lactam-related impurity with formula C17H17N3O5S and molecular weight 375.4 g/mol. Structurally, it represents a ring-transformed degradation product of ampicillin, plausibly arising through intramolecular rearrangement or hydrolytic pathway followed by hydantoin formation from the penicillin core. Its presence is relevant in stability studies because such transformation products may accompany acidic, thermal, or oxidative stress. Characterization generally requires LC-MS/MS for molecular ion confirmation and impurity profiling, with LC-HRMS and NMR used for structural elucidation. Regulatory assessment should consider impurity qualification under current pharmacopeial and ICH impurity control principles.

References

Swami, Onkar C. “Ampicillin: Rise Fall & Resurgence.” JOURNAL of CLINICAL and DIAGNOSTIC RESEARCH, 2014, www.ncbi.nlm.nih.gov/pmc/articles/PMC4080027/, 10.7860/jcdr/2014/8777.4356.