ABC00082IV

4-Ethoxy Nafcillin Sodium

4-Ethoxy Nafcillin Sodium is a structurally modified derivative of Nafcillin Sodium, featuring an ethoxy substituent at the 4-position of the benzyl side chain. This substitution introduces an ether linkage (–O–CH2CH3) adjacent to the beta-lactam ring, altering the compound's hydrophobicity and steric profile. The core structure retains the thiazolidine ring and carboxylate functionality characteristic of penicillin derivatives, while the sodium salt form ensures ionic stability. This impurity arises via alkylation of the parent drug under specific synthetic or degradation conditions, potentially impacting pharmacokinetic properties. It serves as a critical HPLC reference standard for quantifying process-related impurities in Nafcillin Sodium formulations.

On Request
Molecular Formula C21H21N2NaO5S
Molecular Weight 436.4600
CAS Number N/A
PubChem CID N/A
Purity 95%
Product Type API Impurity
Parent Drug Nafcillin Sodium
Lead Time 14 Days
IUPAC Name Sodium (2S,5R,6R)-6-[[4-ethoxy-1-naphthalenyl) carbonyl]-amino] -3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2- carboxylate

πŸ”¬ Chemical Identifiers

[H][C@]12SC(C)([C@H](C(O[Na])=O)N1C([C@H]2NC(C3=CC=C(OCC)C4=CC=CC=C34)=O)=O)C
InChI=1S/C21H22N2O5S.Na/c1-4-28-14-10-9-13(11-7-5-6-8-12(11)14)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23;/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27);/q;+1/p-1/t15-,16+,19-;/m1./s1
GYWMZHGYVQVRIQ-FRFVDRIFSA-M

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