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acyclovir alaninate

Acyclovir alaninate is a guanine-based acyclic nucleoside derivative featuring an L-alanine ester linkage at the 3'-hydroxyl position of acyclovir. This impurity arises via nucleophilic substitution during acyclovir synthesis, incorporating an alanine moiety through an amide bond. The compound retains the acyclic 2'-deoxyribosyl configuration of acyclovir but exhibits enhanced hydrophilicity due to the alaninate ester. It serves as a critical HPLC reference standard for quantifying process-related impurities in antiviral drug substance analysis.

On Request
Molecular Formula C11H16N6O4
Molecular Weight 296.2800
CAS Number 84499-64-9 ✓ Verified
PubChem CID 135410330 ↗
Purity N/A
Product Type API Impurity
Parent Drug Acyclovir
Lead Time On Request
IUPAC Name 2-[(2-amino-6-oxo-1H-purin-9-yl)methoxy]ethyl (2S)-2-aminopropanoate

📝 Synonyms

Acyclovir alaninate 84499-64-9 9OD2KT7DBK 2-((2-Amino-6-oxo-1,6-dihydro-9H-purin-9-yl)methoxy)ethyl L-alaninate L-Alanine, 2-((2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy)ethyl ester L-Alanine, 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl ester RefChem:1076156 Valaciclovir EP Impurity H UNII-9OD2KT7DBK 2-[(2-amino-6-oxo-1H-purin-9-yl)methoxy]ethyl (2S)-2-aminopropanoate

🔬 Chemical Identifiers

C[C@@H](C(=O)OCCOCN1C=NC2=C1N=C(NC2=O)N)N
InChI=1S/C11H16N6O4/c1-6(12)10(19)21-3-2-20-5-17-4-14-7-8(17)15-11(13)16-9(7)18/h4,6H,2-3,5,12H2,1H3,(H3,13,15,16,18)/t6-/m0/s1
MUIRAGHHRGAJMO-LURJTMIESA-N

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