Saltar al contenido
Merck

SML0089

Sigma-Aldrich

Abacavir sulfate

≥98% (HPLC)

Sinónimos:

(1S,4R)-4-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]-2-cyclopentene-1-methanol sulfate, ABC, Abacavir Hemisulfate

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización


About This Item

Fórmula empírica (notación de Hill):
C14H18N6O · 0.5 H2SO4
Número de CAS:
Peso molecular:
335.37
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

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.

pictograms

Health hazardExclamation mark

signalword

Warning

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


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

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)
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)
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)
Boe-Hyun Kim et al.
Viruses, 16(5) (2024-05-25)
EcoHIV is a chimeric HIV that replicates in mice in CD4+ T cells, macrophages, and microglia (but not in neurons), causing lasting neurocognitive impairment resembling neurocognitive disease in people living with HIV. The present study was designed to develop EcoHIV-susceptible

Artículos

Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.

Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.

Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.

Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.

Ver todo

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico