ABC00174OH

Amoxicillin EP Impurity C

Amoxicillin EP Impurity C is a degradation product formed via hydrolysis of the beta-lactam ring in amoxicillin, resulting in an open-ring structure with a carboxylic acid group. It retains the 6-aminopenicillanic acid core but features an oxidized side chain and a hydrolyzed thiazole moiety. The compound exhibits a zwitterionic character due to adjacent acidic and basic functionalities. This impurity is used as an HPLC reference standard for monitoring amoxicillin stability and degradation pathways in pharmaceutical quality control.

On Request
Molecular Formula C16H19N3O5S
Molecular Weight 365.4000
CAS Number 2088961-37-7 ✓ Verified
PubChem CID 101043511 ↗
Purity N/A
Product Type API Impurity
Parent Drug Amoxicillin
Lead Time On Request
IUPAC Name (4S)-2-[5-(4-hydroxyphenyl)-3,6-dioxopiperazin-2-yl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid

📝 Synonyms

2088961-37-7 (4S)-2-(5-(4-hydroxyphenyl)-3,6-dioxopiperazin-2-yl)-5,5-dimethylthiazolidine-4-carboxylic acid Amoxicillin EP Impurity C (4S)-2-[5-(4-Hydroxyphenyl)-3,6-dioxopiperazin-2-yl]-5,5-dimethylthiazolidine-4-carboxylic acid (4S)-2-[5-(4-Hydroxyphenyl)-3,6-dioxopiperazin-2-yl]-5,5-dimethylthiazolidine-4-carboxylic Acid (Amoxicillin Diketopiperazines) H5BT0J2UDI Amoxicillin Diketopiperazines (4S)-2-[5-(4-hydroxyphenyl)-3,6-dioxopiperazin-2-yl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid CS-0164522 F82862

🔬 Chemical Identifiers

CC1([C@@H](NC(S1)C2C(=O)NC(C(=O)N2)C3=CC=C(C=C3)O)C(=O)O)C
InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-14(25-16)10-13(22)17-9(12(21)18-10)7-3-5-8(20)6-4-7/h3-6,9-11,14,19-20H,1-2H3,(H,17,22)(H,18,21)(H,23,24)/t9?,10?,11-,14?/m0/s1
IIZCCQJEPBWGJU-DGVZPSOQSA-N

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