SML0089

Sigma-Aldrich

Abacavir sulfate

≥98% (HPLC)

Sinónimos:
Abacavir Hemisulfate, ABC, (1S,4R)-4-2-Amino-6-(cyclopropylamino)-9H-purin-9-yl-2-cyclopentene-1-methanol sulfate
Empirical Formula (Hill Notation):
C14H18N6O · 0.5 H2SO4
Número de CAS:
Peso molecular:
335.37
MDL number:
PubChem Substance ID:
NACRES:
NA.77
En este momento no podemos mostrarle ni los precios ni la disponibilidad

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@@H4CC@H(CO)C=C4)c3n1.Nc5nc(NC6CC6)c7ncn(C@@H8CC@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

General description

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

Application

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

Packaging

10 mg in glass bottle
50 mg in poly bottle

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

pictograms

Exclamation markHealth hazard

signalword

Warning

Hazard Codes

Xn

Risk Statement

63-40

Safety Statement

36/37

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point F

Not applicable

Flash Point C

Not applicable

Hypersensitivity reaction associated with abacavir therapy in an Indian HIV patient-A case report
Janardhanan M, et al.
Journal of Clinical and Diagnostic Research : JCDR, 8(9), HD01-HD01 (2014)
Abacavir use and risk for myocardial infarction and cardiovascular events: pooled analysis of data from clinical trials
Nan C, et al.
Open forum infectious diseases, 5(5), ofy086-ofy086 (2018)
Steady-state pharmacokinetics of abacavir in plasma and intracellular carbovir triphosphate following administration of abacavir at 600 milligrams once daily and 300 milligrams twice daily in human immunodeficiency virus-infected subjects
Moyle G, et al.
Antimicrobial agents and chemotherapy, 53(4), 1532-1538 (2009)
Tumour Promoting Potentials of HAART backbone (NNRTIs and NRTIs) leading to increase cancer risk among AIDs patients
Aisha Z
Microbioz Journals,Journal of Microbiology and Biomedical Research, 4(3), e1400203-e1400203 (2018)
Abacavir, an anti-HIV-1 drug, targets TDP1-deficient adult T cell leukemia
Tada K, et al.
Science advances, 1(3), e1400203-e1400203 (2015)
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