ABACAVIR

Abacavir is a nucleoside reverse transcriptase inhibitor (NRTI) that blocks HIV replication by incorporating into viral DNA and causing chain termination. It is a key component of many combination antiretroviral regimens and provides robust viral load suppression when used with other agents. Benefits include oral administration and a favorable resistance profile. The most significant risk is a potentially serious hypersensitivity reaction, especially in HLA-B*57:01positive patients. Only GMP materials will be supplied, logistics all according to GDP.

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Product Description


Mechanism of action

Abacavir is a nucleoside reverse transcriptase inhibitor (NRTI) used in antiretroviral therapy. After intracellular phosphorylation to carbovir triphosphate, it competes with endogenous deoxyguanosine triphosphate for incorporation into viral DNA by HIV1 reverse transcriptase. Chain termination of the growing viral DNA strand results in inhibition of viral replication.

Benefits and advantages

Abacavir is a potent component of combination regimens for the treatment of HIV infection. It offers good oral bioavailability, convenient dosing and established efficacy data in both treatmentnave and experienced patients when combined with other antiretrovirals. Its synthetic profile makes it suitable for highpurity API manufacturing.

Side effects and risks

The most critical risk is a potentially lifethreatening hypersensitivity reaction strongly associated with the HLAB*57:01 allele. Patients must be screened for this allele before initiation in clinical practice. Other adverse effects include gastrointestinal symptoms, fatigue, rash and a possible increase in cardiovascular risk in susceptible populations. Handling and formulation of abacavir should be restricted to qualified professionals working under appropriate safety regulations.

Only GMP materials will be supplied, logistics all according to GDP.

Datasheet


Molecular Formula

C14H18N6O

Molecular Weight

286.33 g/mol

CAS Number

136470-78-5

Storage Condition

Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light.

Solubility

Solubility depends on solvent and conditions (e.g., pH). Please contact us for solvent-specific guidance.

Purity

Purity information is available upon request (COA).

Synonym

abacavir; 136470-78-5; ((1S,4R)-4-(2-amino-6-(cyclopropylamino)-9H-purin-9-yl)cyclopent-2-en-1-yl)methanol; (1S,4R)-4-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]-2-cyclopentene-1-methanol; Avacavir

IUPAC/Chemical Name

[(1S,4R)-4-[2-amino-6-(cyclopropylamino)purin-9-yl]cyclopent-2-en-1-yl]methanol

InChl Key

MCGSCOLBFJQGHM-SCZZXKLOSA-N

InChl Code

InChI=1S/C14H18N6O/c15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21/h1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19)/t8-,10+/m1/s1

References

https://pubchem.ncbi.nlm.nih.gov/compound/441300;

3D Conformer.

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