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SML0191 Sigma-Aldrich

Valganciclovir hydrochloride hydrate

≥98% (HPLC)

Synonym: 2-[(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)methoxy]-3-hydroxypropyl (2S)-2-amino-3-methylbutanoate hydrochloride hydrate, L-Valine, 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]-3-hydroxypropyl ester, monohydrochloride hydrate

  • CAS Number 175865-59-5 (anhydrous)

  • Empirical Formula (Hill Notation) C14H22N6O5·HCl · xH2O

  • Molecular Weight 390.82 (anhydrous basis)

  •  PubChem Substance ID 329825218

  •  NACRES NA.77

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Properties

Related Categories AIDS and Viral Research Reagents, Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
storage condition   desiccated
color   white to tan
solubility   H2O: ≥8 mg/mL
originator   Roche
storage temp.   −20°C
SMILES string   O.Cl.CC(C)[C@H](N)C(=O)OCC(CO)OCn1cnc2C(=O)N=C(N)Nc12
InChI   1S/C14H22N6O5.ClH.H2O/c1-7(2)9(15)13(23)24-4-8(3-21)25-6-20-5-17-10-11(20)18-14(16)19-12(10)22;;/h5,7-9,21H,3-4,6,15H2,1-2H3,(H3,16,18,19,22);1H;1H2/t8?,9-;;/m0../s1
InChI key   XASVRRIYQZVANH-AHBBCRTASA-N

Description

Application

Valganciclovir hydrochloride hydrate may be used in HIV-related cell signaling studies.

Packaging

10, 50 mg in glass bottle

Biochem/physiol Actions

Valganciclovir hydrochloride hydrate is an antiviral used to treat cytomegalovirus infection. It is the prodrug of ganciclovir, a synthetic analog of 2′-deoxy-guanosine which is phosphorylated to a dGTP analog that competitively inhibits the incorporation of dGTP by viral DNA polymerase.

Valganciclovir is a valine ester of Ganciclovir, used to treat cytomegalovirus retinitis in HIV-infected patients. It is rapidly metabolized to ganciclovir by hydrolysis before entering the systemic circulation resulting in improved absorption of the drug.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

This compound was developed by Roche. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Discover Bioactive Small Molecules for Immunology Research

The immune system is a complex network to detect and defend against non-self pathogenic agents, such as disease-causing viruses, bacteria, and other microorganisms. Various signaling pathways contrib...
Keywords: Antibiotics, Antifungals, Antivirals, Apoptosis, Bioactive small molecules, Cell signaling, Diabetes, Diseases, Immunology, Inflammation

Peer-Reviewed Papers
15

References

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