Acyclovir EP Impurity B
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73-40-5Acyclovir EP Impurity B

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Catalogue No.:VL13014
CAS No.:73-40-5
Mol. Formula:C5H5N5O
Mol. Weight:151.13 g/mol

Additional information on CAS 73-40-5

Parent drug

Acyclovir/ Valaciclovir/ Valganciclovir/ Ganciclovir

IUPAC Name

2-Amino-1,7-dihydro-6H-purin-6-one

Pharmacopoeial Synonyms

Guanine; Valaciclovir EP Impurity A; Valaciclovir Related Compound A; Ganciclovir EP Impurity F; Valganciclovir Related Compound B

Other Synonyms

2-Amino-6-hydroxypurine; 2-Aminohypoxanthine; 6H-Purin-6-one, 2-amino-1,7-dihydro-; 2-Amino-6-purinol; 2-amino-1H-purin-6(7H)-one; Hypoxanthine, 2-amino-; 6-Hydroxy-2-aminopurine; 2-amino-6-oxopurine; 2-amino-1,7-dihydropurin-6-one; 6H-purin-6-one, 2-amino-3,7-dihydro-

Smiles

Nc2nc1[nH]cnc1c(=O)[nH]2

InChI

InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)

Shipping Condition

Ambient Temperature

Characterization Data (Included)

HPLC, MASS/LC-MS, 1H NMR, FT-IR, Potency, and Structure Elucidation Report (SER).

Additional Characterization Data

QNMR, D2O Exchange, 13C NMR, 13C APT, COSY NMR, NOESY NMR, 15N NMR, HSQC NMR, HMQC NMR, and HMBC NMR. These are available upon request and may be free or subject to additional charges.

Description

Guanine, CAS 73-40-5, is a purine nucleobase and a central structural precursor in the acyclovir, valaciclovir, ganciclovir, and valganciclovir impurity series, arising from partial deacylation or incomplete side-chain elaboration during synthesis and from hydrolytic or enzymatic cleavage of the corresponding prodrugs. Its molecular formula is C5H5N5O with a molecular weight of 151.13 g/mol. As a closely related heteroaromatic base, it is monitored for route-specific carryover rather than genotoxic concern. Quantification typically requires ion-pair or HILIC LC-MS/MS, with orthogonal LC-UV and, where necessary, high-resolution MS confirmation.

References

Huidobro, A. L., et al. “LC Methods for Acyclovir and Related Impurities Determination.” Journal of Pharmaceutical and Biomedical Analysis, vol. 37, no. 4, Apr. 2005, pp. 687–94, https://doi.org/10.1016/j.jpba.2004.11.039.

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