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*57:01–positive patients.
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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 HIV‑1 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 treatment‑naïve and experienced patients when combined with other antiretrovirals. Its synthetic profile makes it suitable for high‑purity API manufacturing.
Side effects and risks
The most critical risk is a potentially life‑threatening hypersensitivity reaction strongly associated with the HLA‑B*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.
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 |
3D Conformer.
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