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Abacavir sulfate

Abacavir sulfate
Abacavir sulfate structure
CAS No.
188062-50-2
Chemical Name:
Abacavir sulfate
Synonyms
ZIAGEN;DRG 0257;Hsdb 7154;ABC sulfate;1592U89 sulfate;Unii-J220T4J9Q2;bacavir sulfate;ABACAVIR SULFATE;ABACAVIR SULPHATE;Abacavir Hemisulfate
CBNumber:
CB8425548
Molecular Formula:
C28H38N12O6S
Formula Weight:
670.74
MOL File:
188062-50-2.mol

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)
CAS DataBase Reference
188062-50-2(CAS DataBase Reference)
FDA UNII
J220T4J9Q2
NCI Drug Dictionary
abacavir sulfate
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS08
Signal word  Warning
Hazard statements  H351-H361
Precautionary statements  P280-P281
Hazard Codes  Xn
Risk Statements  63-40
Safety Statements  36/37
WGK Germany  3
HS Code  2933595960

Abacavir sulfate price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR1256 Abacavir sulfate 188062-50-2 500mg $95 2021-12-16 Buy
Sigma-Aldrich Y0001561 Abacavir sulfate European Pharmacopoeia (EP) Reference Standard 188062-50-2 $190 2021-12-16 Buy
Sigma-Aldrich Y0001552 Abacavir for peak identification European Pharmacopoeia (EP) Reference Standard 188062-50-2 $190 2021-12-16 Buy
Sigma-Aldrich Y0001551 Abacavir for system suitability European Pharmacopoeia (EP) Reference Standard 188062-50-2 $190 2021-12-16 Buy
Sigma-Aldrich 1000408 Abacavir sulfate United States Pharmacopeia (USP) Reference Standard 188062-50-2 200mg $366 2021-12-16 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. The compound can be prepared by an enantioselective synthesis involving palladium-catalyzed coupling of a chloropurine with a carbocyclic allylic diacetate. 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

White Solid

Originator

Glaxo Wellcome (UK)

Uses

A nucleoside reverse transcriptase inhibitor (NRTI)

Uses

antiviral

Uses

anti-AIDS drug

Definition

ChEBI: An azaheterocycle sulfate salt that is the sulfate salt of the HIV-1 reverse transcriptase inhibitor abacavir.

Manufacturing Process

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.

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.

Abacavir sulfate Preparation Products And Raw materials

Raw materials

Preparation Products


Abacavir sulfate Suppliers

Global( 249)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Sinoway Industrial co., ltd.
13806035118
0592-5854960 xie@china-sinoway.com CHINA 311 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com China 22607 55
Hubei XinRunde Chemical Co., Ltd.
+8615102730682
02783214688 bruce@xrdchem.cn CHINA 567 55
career henan chemical co
+86-0371-55982848
sales@coreychem.com China 29954 58
Shaanxi Yikanglong Biotechnology Co., Ltd.
17791478691
yklbiotech@163.com CHINA 297 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293
+86 0531-67809011 sales@sdzschem.com CHINA 2940 58
GIHI CHEMICALS CO.,LIMITED
08657186217390
sales@gihichemicals.com CHINA 310 58
HubeiwidelychemicaltechnologyCo.,Ltd
18627774460
faith@widelychemical.com CHINA 743 58
Chongqing Chemdad Co., Ltd
+86-13650506873
sales@chemdad.com CHINA 37282 58
CONIER CHEM AND PHARMA LIMITED
86-18523575427
sales@conier.com China 47498 58

View Lastest Price from Abacavir sulfate manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-11-09 Abacavir Sulfate
188062-50-2
US $0.00 / Kg/Bag 2Kg/Bag 98% up 20 tons Sinoway Industrial co., ltd.
2021-11-08 Abacavir sulfate
188062-50-2
US $10.00 / KG 1KG 99.9% 100MT/Month Wuhan wingroup Pharmaceutical Co., Ltd
2021-09-29 Abacavir sulfate
188062-50-2
US $0.00-0.00 / Kg/Drum 1KG 97%-102%; USP 500KGS WUHAN FORTUNA CHEMICAL CO., LTD

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