ABC00730SR

Ganciclovir divalinate

Ganciclovir divalinate is a dicationic derivative of the antiviral nucleoside ganciclovir, featuring a protonated guanine base and a phosphorylated cyclopropylmethyl sugar moiety. The compound exhibits enhanced ionic interactions due to its divalent cationic state, arising from deprotonation of the terminal hydroxyl group and protonation of the exocyclic amine. Structurally, it retains the acyclic nucleoside scaffold of ganciclovir but with a modified phosphate ester linkage. This impurity is formed during oxidative degradation of the parent drug under alkaline conditions. It serves as an HPLC reference standard for quantifying degradation products in ganciclovir formulations.

On Request
Molecular Formula C19H31N7O6
Molecular Weight 453.5000
CAS Number 130914-71-5 ✓ Verified
PubChem CID 135465377 ↗
Purity N/A
Product Type API Impurity
Parent Drug Ganciclovir
Lead Time On Request
IUPAC Name [3-[(2S)-2-amino-3-methylbutanoyl]oxy-2-[(2-amino-6-oxo-1H-purin-9-yl)methoxy]propyl] (2S)-2-amino-3-methylbutanoate

📝 Synonyms

130914-71-5 Bis(L-Valine) Ester Ganciclovir TFA Salt [3-[(2S)-2-amino-3-methylbutanoyl]oxy-2-[(2-amino-6-oxo-1H-purin-9-yl)methoxy]propyl] (2S)-2-amino-3-methylbutanoate Bis(L-Valine) Ester Ganciclovir Trifluoroacetic Acid Salt GCV-Val diester [3-[(2S)-2-Amino-3-methyl-butanoyl]oxy-2-[(2-amino-6-oxo-3H-purin-9-yl)methoxy]propyl] (2S)-2-amino-3-methyl-butanoate 2-((2-Amino-6-oxo-3,6-dihydro-9H-purin-9-yl)methoxy)propane-1,3-diyl (2S,2'S)-bis(2-amino-3-methylbutanoate) L-Valine, 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]-1,3-propanediyl Ester Trifluoroacetic Acid Salt; Ganciclovir Impurity F Trifluoroacetic Acid Salt; Q93N34KZ8N SCHEMBL8474876

🔬 Chemical Identifiers

CC(C)[C@@H](C(=O)OCC(COC(=O)[C@H](C(C)C)N)OCN1C=NC2=C1N=C(NC2=O)N)N
InChI=1S/C19H31N7O6/c1-9(2)12(20)17(28)30-5-11(6-31-18(29)13(21)10(3)4)32-8-26-7-23-14-15(26)24-19(22)25-16(14)27/h7,9-13H,5-6,8,20-21H2,1-4H3,(H3,22,24,25,27)/t12-,13-/m0/s1
GXSWPZOKTKSGEB-STQMWFEESA-N

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