Abacavir sulfate | 188062-50-2

Abacavir sulfate Properties

Melting point	222-225°C
storage temp.	2-8°C
solubility	H2O: ≥17mg/mL
form	powder
color	white to tan
optical activity	[α]/D -30 to -40°, c = 0.5 in methanol
Water Solubility	1.68ug/L(32 ºC)
BCS Class	3
CAS DataBase Reference	188062-50-2(CAS DataBase Reference)
FDA UNII	J220T4J9Q2
NCI Drug Dictionary	abacavir sulfate

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07,GHS08
Signal word	Warning
Hazard statements	H317-H319-H341-H351-H361
Precautionary statements	P201-P202-P280-P302+P352-P305+P351+P338-P308+P313
Hazard Codes	Xn
Risk Statements	63-40
Safety Statements	36/37
WGK Germany	3
HS Code	2933595960

Abacavir sulfate price More Price(36)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	PHR1256	Abacavir sulfate	188062-50-2	500mg	$253	2024-03-01	Buy
Sigma-Aldrich	1000408	Abacavir sulfate United States Pharmacopeia (USP) Reference Standard	188062-50-2	200mg	$393	2024-03-01	Buy
Sigma-Aldrich	Y0001561	Abacavir sulfate European Pharmacopoeia (EP) Reference Standard	188062-50-2	y0001561	$223	2024-03-01	Buy
Sigma-Aldrich	Y0001552	Abacavir for peak identification European Pharmacopoeia (EP) Reference Standard	188062-50-2	y0001552	$220	2024-03-01	Buy
Sigma-Aldrich	Y0001551	Abacavir for system suitability European Pharmacopoeia (EP) Reference Standard	188062-50-2	y0001551	$157	2024-03-01	Buy

Product number	Packaging	Price	Buy
PHR1256	500mg	$253	Buy
1000408	200mg	$393	Buy
Y0001561	y0001561	$223	Buy
Y0001552	y0001552	$220	Buy
Y0001551	y0001551	$157	Buy

Abacavir sulfate Chemical Properties,Uses,Production

Description

Abacavir sulfate was first launched as Ziagen in the US for the treatment of human immunodeficiency virus (HIV) infection, in combination with other antiretroviral drugs. Abacavir is a carbocyclic nucleoside reverse transcriptase inhibitor (nRTI); it is one of the most potent anti-HIV agents to date. In vitro, Abacavir is a potent and selective inhibitor of HIV-1 and HIV-2 replication. Resistance to Abacavir develops more slowly than for other anti-HIV agents. Abacavir is highly synergistic with protease inhibitors such as Amprenavir. In clinical trials for HIV infections in adults, it produced durable suppression in viral load. Combinations with different protease inhibitors such as Nelfinavir, Saquinavir or Indinavir markedly reduced plasma viral load to undetectable levels for at least 48 weeks, and significantly raised CD4+ cell counts in adults with HIV infection, especially nRTI-naive patients. Abacavir has a good oral availability and its penetration into CSF is much more significant than for other anti-HIV drugs. The two major metabolites identified in humans were the 5'-carboxylate and the 5'-glucuronide, mainly excreted via the renal route.

Chemical Properties

Abacavir sulfate is white to off-white crystalline powder and the solubility is pH dependent with minimal solubility at basic pH and increased solubility at acid. This active substance is slightly soluble in diethyl ether and ethanol. Abacavir exhibits stereoisomerism due to the presence of two chiral centres (1S,4R absolute configuration).

Originator

Glaxo Wellcome (UK)

Uses

Abacavir sulfate is a nucleoside reverse transcriptase inhibitor (NRTI) used for the treatment of HIV-1 infection and anti-AIDS drug. It has been used in the cytotoxicity to test its tumour promoting activity U937 cells.

Definition

ChEBI: Abacavir sulfate is an azaheterocycle sulfate salt that is the sulfate salt of the HIV-1 reverse transcriptase inhibitor abacavir. It is functionally related to an abacavir.

brand name

Ziagen (GlaxoSmithKline).

Therapeutic Function

Antiviral

General Description

Abacavir sulfate belongs to the class of human immunodeficiency virus (HIV) medicines called nucleoside reverse transcriptase inhibitors, with antiretroviral activity against HIV.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

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).

Side effects

Abacavir can cause serious, life-threatening side effects. These include allergic reactions, a buildup of lactic acid in the blood (lactic acidosis), and liver problems. People who take abacavir may have a serious allergic reaction (hypersensitivity reaction) that can cause death.
Common side effects of Ziagen include: trouble sleeping, loss of appetite, strange dreams, headache, ear pain, cold symptoms (stuffy nose, sneezing, sinus pain), or changes in the shape or location of body fat (especially in your arms, legs, face, neck, breasts, and trunk).

Synthesis

Abacavir Sulfate can be prepared by an enantioselective synthesis involving palladium-catalyzed coupling of a chloropurine with a carbocyclic allylic diacetate.
Synthesis Step: Treatment of 2,5-diamino-4,6-dihydroxypyrimidine (I) with (chloromethylene)dimethylammonium chloride yielded the dichloropyrimidine with both amino groups derivatized as amidines. Partial hydrolysis with aqueous HCl in hot ethanol gave N-(2-amino-4,6-dichloro-pyrimidin-5-yl)-N,Ndimethylformamidene (II). Subseqent buffered hydrolysis at pH 3.2 yielded the (2-amino-4,6-dichloro-pyrimididin-5-ylamino)acetaldehyde (III). Condensation chloropyrimidine (III) with (1S,4R)-4-amino-2-cyclopentene-1- methanol (IV) in the presence of triethylamine and NaOH gave [2-amino-4- chloro-6-(4-hydroxymethyl-cyclopent-2-enylamino)pyrimidin-5-ylamino]- acetaldehyde (V). The correct enantiomer (IV) of racemic aminocyclopentene was obtained by resolution of diastereomeric salts with D-dibenzoyltartaric acid. Cyclization of (V) to the corresponding purine was accomplished with refluxing triethyl orthoformate or diethoxymethyl acetate to give nucleoside analogue [4-(2-amino-6-chloro-purin-9-yl)-cyclopent-2-enyl]methanol (VI). Displacement of chloride in the purine nucleus with cyclopropyl amine in refluxing butanol afforded abacavir. The structure of obtained compound was confirmed by 1H NMR method and elemental analysis.
In practice it is usually used as sulfate salt.

Solubility in organics

Soluble in water (77 mg/ml), DMSO (< 1 mg/ml at 25° C), ethanol (< 1 mg/ml at 25° C), and methanol.

storage

Store at +4°C

Abacavir sulfate Preparation Products And Raw materials

Raw materials

L(+)-Tartaric acid DIBENZOATE 2-Amino-4,6-dihydroxypyrimidine Triethylamine Cyclopropylamine

(Chloromethylene)dimethyliminium chloride 2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride Dibenzoyltartaric acid (1S-cis)-4-Amino-2-cyclopentene-1-methanol 2,5-Diamino-4,6-dihydroxy-pyrimidine

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Preparation Products

Abacavir sulfate Suppliers

Global( 377)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Sinoway Industrial co., ltd.	0592-5800732; +8613806035118	xie@china-sinoway.com	China	992	58
Henan Bao Enluo International TradeCo.，LTD	+86-17331933971 +86-17331933971	deasea125996@gmail.com	China	2503	58
Henan Fengda Chemical Co., Ltd	+86-371-86557731 +86-13613820652	info@fdachem.com	China	7377	58
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21695	55
Hubei XinRunde Chemical Co., Ltd.	+8615102730682	bruce@xrdchem.cn	CHINA	566	55
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29914	58
Shaanxi Yikanglong Biotechnology Co., Ltd.	17791478691	yklbiotech@163.com	CHINA	296	58
SHANDONG ZHI SHANG CHEMICAL CO.LTD	+86 18953170293	sales@sdzschem.com	China	2931	58
HubeiwidelychemicaltechnologyCo.,Ltd	18627774460	faith@widelychemical.com	CHINA	742	58
Chongqing Chemdad Co., Ltd	+86-023-61398051 +8613650506873	sales@chemdad.com	China	39916	58

Supplier	Advantage
Sinoway Industrial co., ltd.	58
Henan Bao Enluo International TradeCo.，LTD	58
Henan Fengda Chemical Co., Ltd	58
Henan Tianfu Chemical Co.,Ltd.	55
Hubei XinRunde Chemical Co., Ltd.	55
career henan chemical co	58
Shaanxi Yikanglong Biotechnology Co., Ltd.	58
SHANDONG ZHI SHANG CHEMICAL CO.LTD	58
HubeiwidelychemicaltechnologyCo.,Ltd	58
Chongqing Chemdad Co., Ltd	58

View Lastest Price from Abacavir sulfate manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-04-16	Abacavir sulfate 188062-50-2	US $5.00-0.10 / KG	1KG	99%	g-kg-tons, free sample is available	Henan Fengda Chemical Co., Ltd
2024-04-10	Abacavir Sulfate 188062-50-2	US $210.00-85.00 / Kg/Bag	1Kg/Bag	98% up	20 tons	Sinoway Industrial co., ltd.
2023-08-02	Abacavir sulfate 188062-50-2	US $30.00 / kg	1kg	99%	1000tons	Henan Bao Enluo International TradeCo.，LTD

Abacavir sulfate
188062-50-2
US $5.00-0.10 / KG
99%
Henan Fengda Chemical Co., Ltd

Abacavir Sulfate
188062-50-2
US $210.00-85.00 / Kg/Bag
98% up
Sinoway Industrial co., ltd.

Abacavir sulfate
188062-50-2
US $30.00 / kg
99%
Henan Bao Enluo International TradeCo.，LTD

Abacavir sulfate Spectrum

Abacavir sulfate(188062-50-2)¹HNMR

188062-50-2(Abacavir sulfate)Related Search:

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calcium sulfate D-Glucosamine sulfate Ferrous sulfate heptahydrate

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(1S,4R)-4-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]-2-cycpentene-1-methanol Sulfate Hsdb 7154 ABACAVIR SULFATE (1S,4R)-4-[2-AMINO-6-(CYCLOPROPYLAMINO)-9H-PURIN-9-YL]-2-CYCLOPENTENE-1-METHANOL, SULFATE Ziagen, (1S,4R)-4-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]-2-cycpentene-1-methanol, Sulfate, 1592U89 sulfate 2-Cyclopentene-1-methanol, 4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]-, (1S,4R)-, sulfate (2:1) (salt) 2-Cyclopentene-1-methanol, 4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]-, (1S-cis)-, sulfate (2:1) (salt) ABC sulfate DRG 0257 (1S,4R)-4-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]-2-cyclopentene-1-methanol Unii-J220T4J9Q2 Abacavir Sulfate (200 mg) Abacavir Sulfate Racemic (20 mg) (4-[2-amino-6-(cyclopropylamino)-9H-purin-9yl]-2-cyclopentene-1-methanol sulfate (2:1)) Abacavir Sulfate RaceMic 2-Cyclopentene-1-methanol, 4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]-, (1S,4R)-, sulfate (2:1) Abacavir Hemisulfate Abacavir for system suitability Abacavir for peak identification Abacavir Impurity (3-Hydroxy Abacavir) ((1S,4R)-4-(2-Amino-6-(cyclopropylamino)-9H-purin-9-yl)cyclopent-2-en-1-yl)methanol hemisulfate (1S,4R)-4-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]-2-cyclopentene-1-methanol hemisulfate bacavir sulfate Abacavir sulfate CRS Abacavir for peak identification CRS Abacavir for system suitability CRS Abacavir Sulphate IP/usp Abacavir Sulfate (2:1) Abacavir sulfate USP/EP/BP Abacavir sulfate (ABC) Abacavir SulfateQ: What is Abacavir Sulfate Q: What is the CAS Number of Abacavir Sulfate Q: What is the storage condition of Abacavir Sulfate Q: What are the applications of Abacavir Sulfate Abacavir for peak identification (Y0001552) Abacavir for system suitability (Y0001551) Abacavir Sulfate Racemic (4-[2-amino-6-(cyclopropylamino)-9H-purin-9yl]-2-cyclopentene-1-methanol s (1000419) Abacavir Sulfate (1000408) ZIAGEN ABACAVIR SULPHATE Abacavir sulfate salt ((1S,4R)-4-(2-amino-6-(cyclopropylamino)-9H-purin-9-yl)cyclopent-2-en-1-yl)methanol sulfate 3-O-Desacyl-4′-MonophosphorylLipidA 188062-50-2 2C14H18N6OH2O4S C14H18N6O12H2O4S C14H18N6OH2SO4 C28H38N12O6S API ZIAGEN Abacavir Bases & Related Reagents Inhibitors Intermediates & Fine Chemicals Nucleotides Pharmaceuticals Antiviral Agents