Abacavir Carboxylate

Product NameAbacavir Carboxylate
CAS384380-52-3
MFC14H16N6O2
MW300.32
EINECS
MOL File384380-52-3.mol

Chemical Properties

Melting point	208-210°C (dec.)
storage temp.	Hygroscopic, -20°C Freezer, Under Inert Atmosphere
solubility	DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
form	Solid
color	Off-White to Pale Beige
Stability	Hygroscopic

Usage And Synthesis

Description

Abacavir carboxylate is an inactive metabolite of the HIV-1 reverse transcriptase inhibitor abacavir . It is formed from abacavir via reactive aldehyde intermediates that can form adducts with proteins on valine residues.

Chemical Properties

Off-White Solid

Uses

Abacavir Carboxylate (Abacavir - In House Impurity) is a major metabolite of Abacavir (A105000) in human urine and cerebrospinal fluid (1,2,3).

Definition

ChEBI: Abacavir 5'-carboxylic acid is a monocarboxylic acid oxidation product of abacavir, in which the C-5' hydroxymethyl group has been oxidised to a carboxy group. One of the two major metabolites of abacavir in humans (the other is the 5'-glucuronide, CHEBI:64189). It has a role as a metabolite. It is functionally related to an abacavir.

References

[1] MICHAEL A MARTIN Deanna L K. Abacavir pharmacogenetics–from initial reports to standard of care.[J]. Pharmacotherapy, 2013, 33 7: 765-775. DOI: 10.1002/phar.1278
[2] CATARINA CHARNEIRA. Reactive Aldehyde Metabolites from the Anti-HIV Drug Abacavir: Amino Acid Adducts as Possible Factors in Abacavir Toxicity[J]. Chemical Research in Toxicology, 2011, 24 12: 2129-2141. DOI: 10.1021/tx200337b