SML0089

Abacavir sulfate

≥98% (HPLC)

• Synonym(s): (1S,4R)-4-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]-2-cyclopentene-1-methanol sulfate, ABC, Abacavir Hemisulfate
• Empirical Formula (Hill Notation): C₁₄H₁₈N₆O · 0.5 H₂SO₄
• CAS Number: 188062-50-2
• Molecular Weight: 335.37
• MDL number: MFCD04112763
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825149
• NACRES: NA.77

Properties

• assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]/D -30 to -40°, c = 0.5 in methanol
• color: white to tan
• solubility: H₂O: ≥17 mg/mL
• originator: GlaxoSmithKline
• storage temp.: 2-8°C
• SMILES string: OS(O)(=O)=O.Nc1nc(NC2CC2)c3ncn([C@@H]4C[C@H](CO)C=C4)c3n1.Nc5nc(NC6CC6)c7ncn([C@@H]8C[C@H](CO)C=C8)c7n5
• InChI: 1S/2C14H18N6O.H2O4S/c2*15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21;1-5(2,3)4/h2*1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19);(H2,1,2,3,4)/t2*8-,10+;/m11./s1
• InChI key: WMHSRBZIJNQHKT-FFKFEZPRSA-N

Description

General description

Abacavir exhibits antiviral activity. It is associated with myocardial infarction and fatal hypersensitivity reaction (HSR).

Application

Abacavir sulfate has been used as a compound to validate the P19C5 gastrulation in mouse. It has also been used to induces chromosomal double-strand breaks (DSBs) and kills adult T cell leukemia (ATL) cells.

Abacavir sulfate has been used in the cytotoxicity to test its tumour promoting activity U937 cells.

Biochem/physiol Actions

Abacavir incorporated in the cells is converted to triphosphate containing guanine analog carbovir (CBV) and it favors the generation of higher double stranded breaks (DSBs).

Abacavir sulfate is a Nucleoside analog reverse transcriptase inhibitor (NRTI); guanosine analog used to treat HIV and AIDS.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

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

Safety Information

• pictograms: GHS08,GHS07
• signalword: Warning
• hcodes: H317,H319,H341,H351,H361
• pcodes: P202 - P261 - P280 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Carc. 2 - Eye Irrit. 2 - Muta. 2 - Repr. 2 - Skin Sens. 1
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable