CAS 188062-50-2|Abacavir Sulfate

Introduction：Basic information about CAS 188062-50-2|Abacavir Sulfate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Abacavir Sulfate BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Articles1
6. Synonyms

Common Name	Abacavir Sulfate
CAS Number	188062-50-2	Molecular Weight	670.74
Density	1.9±0.1 g/cm3	Boiling Point	636ºC at 760 mmHg
Molecular Formula	C₂₈H₃₈N₁₂O₆S	Melting Point	222-225ºC
MSDS	ChineseUSA	Flash Point	338.4ºC
Symbol	GHS08	Signal Word	Warning

Names

Name	abacavir sulfate
Synonym	More Synonyms

Abacavir Sulfate BiologicalActivity

Description	Abacavir sulfate (ABC) is a powerful nucleoside analog reverse transcriptase inhibitor (NRTI) used to treat HIV and AIDS. Target: NRTIAbacavir is a nucleoside reverse transcriptase inhibitor marketed since 1999 for the treatment of infection with the human immunodeficiency virus type 1 (HIV). Despite its clinical efficacy, abacavir administration has been associated with serious and sometimes fatal toxic events. Abacavir has been reported to undergo bioactivation in vitro, yielding reactive species that bind covalently to human serum albumin, but the haptenation mechanism and its significance to the toxic events induced by this anti-HIV drug have yet to be elucidated. The mechanism underlying abacavir hypersensitivity syndrome is related to the change in the HLA-B5701 protein product. Abacavir binds with high specificity to the HLA-B5701 protein, changing the shape and chemistry of the antigen-binding cleft. This results in a change in immunological tolerance and the subsequent activation of abacavir-specific cytotoxic T cells, which produce a systemic reaction known as abacavir hypersensitivity syndrome.
Related Catalog	Signaling Pathways >>Anti-infection >>Reverse TranscriptaseResearch Areas >>Infection
References	[1]. Charneira C, et al. Reactive aldehyde metabolites from the anti-HIV drug abacavir: amino acid adducts as possible factors in abacavir toxicity. Chem Res Toxicol. 2011 Dec 19;24(12):2129-41. [2]. Hervey PS, et al. Abacavir: a review of its clinical potential in patients with HIV infection. Drugs. 2000 Aug;60(2):447-79.

Description

Abacavir sulfate (ABC) is a powerful nucleoside analog reverse transcriptase inhibitor (NRTI) used to treat HIV and AIDS. Target: NRTIAbacavir is a nucleoside reverse transcriptase inhibitor marketed since 1999 for the treatment of infection with the human immunodeficiency virus type 1 (HIV). Despite its clinical efficacy, abacavir administration has been associated with serious and sometimes fatal toxic events. Abacavir has been reported to undergo bioactivation in vitro, yielding reactive species that bind covalently to human serum albumin, but the haptenation mechanism and its significance to the toxic events induced by this anti-HIV drug have yet to be elucidated. The mechanism underlying abacavir hypersensitivity syndrome is related to the change in the HLA-B*5701 protein product. Abacavir binds with high specificity to the HLA-B*5701 protein, changing the shape and chemistry of the antigen-binding cleft. This results in a change in immunological tolerance and the subsequent activation of abacavir-specific cytotoxic T cells, which produce a systemic reaction known as abacavir hypersensitivity syndrome.

Related Catalog

Signaling Pathways >>Anti-infection >>Reverse TranscriptaseResearch Areas >>Infection

References

[1]. Charneira C, et al. Reactive aldehyde metabolites from the anti-HIV drug abacavir: amino acid adducts as possible factors in abacavir toxicity. Chem Res Toxicol. 2011 Dec 19;24(12):2129-41.

[2]. Hervey PS, et al. Abacavir: a review of its clinical potential in patients with HIV infection. Drugs. 2000 Aug;60(2):447-79.

Chemical & Physical Properties

Density	1.9±0.1 g/cm3
Boiling Point	636ºC at 760 mmHg
Melting Point	222-225ºC
Molecular Formula	C₂₈H₃₈N₁₂O₆S
Molecular Weight	670.74
Flash Point	338.4ºC
PSA	153.63000
LogP	0.74
Index of Refraction	1.851
InChIKey	MBFKCGGQTYQTLR-SCYNACPDSA-N
SMILES	Nc1nc(NC2CC2)c2ncn(C3C=CC(CO)C3)c2n1.O=S(=O)(O)O
Storage condition	-20°C Freezer

Safety Information

Symbol	GHS08
Signal Word	Warning
Hazard Statements	H351-H361
Precautionary Statements	P281
Hazard Codes	Xn
Risk Phrases	63-40
Safety Phrases	36/37
RIDADR	NONH for all modes of transport

Articles1

Acyclovir Has Low but Detectable Influence on HLA-B*57:01 Specificity without Inducing Hypersensitivity.

PLoS ONE 10 , e0124878, (2015)

Immune mediated adverse drug reactions (IM-ADRs) remain a significant source of patient morbidity that have more recently been shown to be associated with specific class I and/or II human leukocyte an...

Synonyms

MFCD04112763

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

{(1S,4R)-4-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]-2-cyclopenten-1-yl}methyl hydrogen sulfate

2-Cyclopentene-1-methanol, 4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]-, hydrogen sulfate (ester), (1S,4R)-

Abacavir sulfate

Abacavir (sulfate)

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