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Details

Stereochemistry ABSOLUTE
Molecular Formula 2C14H18N6O.H2O4S
Molecular Weight 670.743
Optical Activity ( - )
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ABACAVIR SULFATE

SMILES

OS(O)(=O)=O.NC1=NC2=C(N=CN2[C@@H]3C[C@H](CO)C=C3)C(NC4CC4)=N1.NC5=NC6=C(N=CN6[C@@H]7C[C@H](CO)C=C7)C(NC8CC8)=N5

InChI

InChIKey=WMHSRBZIJNQHKT-FFKFEZPRSA-N
InChI=1S/2C14H18N6O.H2O4S/c2*15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21;1-5(2,3)4/h2*1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19);(H2,1,2,3,4)/t2*8-,10+;/m11./s1

HIDE SMILES / InChI
Molecular Formula H2O4S
Molecular Weight 98.078
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C14H18N6O
Molecular Weight 286.3323
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:47:38 UTC 2023
Edited
by admin
on Fri Dec 15 15:47:38 UTC 2023
Record UNII
J220T4J9Q2
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ABACAVIR SULFATE
HSDB   JAN   MART.   MI   ORANGE BOOK   USAN   USP-RS   VANDF   WHO-DD   WHO-IP  
USAN  
Official Name English
ZIAGEN
Brand Name English
1592U89 SULFATE
Code English
(1S,4R)-4-(2-AMINO-6-(CYCLOPROPYLAMINO)-9H-PURIN-9-YL)-2-CYCLOPENTENE-1-METHANOL SULPHATE (SALT) (2:1)
Common Name English
ABACAVIR (AS SULFATE) [EMA EPAR]
Common Name English
ABACAVIR SULFATE [ORANGE BOOK]
Common Name English
Abacavir sulfate [WHO-DD]
Common Name English
ABACAVIR SULFATE [EP MONOGRAPH]
Common Name English
ABACAVIR SULFATE [MART.]
Common Name English
ABAMUNE
Common Name English
EPZICOM COMPONENT ABACAVIR SULFATE
Common Name English
(1S,4R)-4-(2-AMINO-6-(CYCLOPROPYLAMINO)-9H-PURIN-9-YL)-2-CYCLOPENTENE-1-METHANOL SULFATE (SALT) (2:1)
Common Name English
ABACAVIR SULFATE [USP-RS]
Common Name English
ABACAVIR SULFATE COMPONENT OF EPZICOM
Common Name English
ABACAVIR SULFATE [USP MONOGRAPH]
Common Name English
ABACAVIR SULFATE [VANDF]
Common Name English
NSC-760063
Code English
2-CYCLOPENTENE-1-METHANOL, 4-(2-AMINO-6-(CYCLOPROPYLAMINO)-9H-PURIN-9-YL)-, (1S,4R)-, SULFATE (2:1)
Systematic Name English
ABACAVIR SULFATE COMPONENT OF TRIZIVIR
Brand Name English
ABACAVIR SULFATE [WHO-IP]
Common Name English
ABACAVIR SULFATE COMPONENT OF TRIUMEQ
Brand Name English
DRG-0257
Code English
KIVEXA COMPONENT ABACAVIR SULFATE
Common Name English
TRIUMEQ COMPONENT ABACAVIR SULFATE
Brand Name English
ABACAVIR SULPHATE
Common Name English
TRIZIVIR COMPONENT ABACAVIR SULFATE
Brand Name English
ABACAVIRI SULFAS [WHO-IP LATIN]
Common Name English
ABACAVIR HEMISULFATE
Common Name English
ABACAVIR SULFATE [MI]
Common Name English
ABACAVIR (AS SULFATE)
EMA EPAR  
Common Name English
ABACAVIR SULFATE [JAN]
Common Name English
ABACAVIR SULPHATE COMPONENT OF TRIZIVIR
Common Name English
ABACAVIR SULFATE [HSDB]
Common Name English
ABACAVIR SULFATE [USAN]
Common Name English
Classification Tree Code System Code
EMA ASSESSMENT REPORTS TRIZIVIR (AUTHORIZED: HIV INFECTIONS)
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
EMA ASSESSMENT REPORTS TRIUMEQ (AUTHORIZED: HIV INFECTIONS)
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
EMA ASSESSMENT REPORTS ZIAGEN (AUTHORIZED: HIV INFECTIONS)
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
EMA ASSESSMENT REPORTS KIVEXA (AUTHORIZED: HIV INFECTIONS)
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
NCI_THESAURUS C97452
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C28804
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
PRIMARY
PUBCHEM
441384
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
PRIMARY
DRUG BANK
DBSALT000871
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
PRIMARY
ChEMBL
CHEMBL1380
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
PRIMARY
FDA UNII
J220T4J9Q2
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
PRIMARY
HSDB
7154
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
PRIMARY
RXCUI
221052
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
PRIMARY RxNorm
MERCK INDEX
m1271
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
PRIMARY Merck Index
USAN
JJ-59
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
PRIMARY
DAILYMED
J220T4J9Q2
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
PRIMARY
EVMPD
SUB00231MIG
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
PRIMARY
RS_ITEM_NUM
1000408
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
PRIMARY
EPA CompTox
DTXSID40894147
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
PRIMARY
CHEBI
2361
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
PRIMARY
NSC
760063
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
PRIMARY
SMS_ID
100000090705
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
ABACAVIR SULFATE
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
PRIMARY Description: White to almost white powder. Solubility: Soluble in water. Category: Antiretroviral (Nucleoside Reverse Transcriptase Inhibitor). Storage: Abacavir sulfate should be kept in a well-closed container. Definition: Abacavir sulfate contains not less than 99.0% and not more than 101.0% of (C14H18N6O)2,H2SO4 calculated with reference to the anhydrous substance. Manufacture: The production method is validated to demonstrate that the substance, if tested, would comply with a limit of not more than 0.5% for (1R, 4S)-abacavir enantiomer using a suitable chiral chromatographic method.
CAS
188062-50-2
Created by admin on Fri Dec 15 15:47:38 UTC 2023 , Edited by admin on Fri Dec 15 15:47:38 UTC 2023
PRIMARY
Related Record Type Details
Structure of ABACAVIR SULFATE, (+)-
ENANTIOMER -> ENANTIOMER
Structure of ABACAVIR
PARENT -> SALT/SOLVATE
Structure of ABACAVIR SULFATE
BASIS OF STRENGTH->SUBSTANCE
ASSAY (HPLC)
USP
Structure of ABACAVIR SULFATE, (±)-
RACEMATE -> ENANTIOMER
Related Record Type Details
Structure of DESCYCLOPROPYL ABACAVIR
IMPURITY -> PARENT
ABACAVIR SULFATE Impurity C In the chromatogram obtained with solution (3) the impurity peaks are eluted at the following relative retention with reference to abacavir (retention time about 19 minutes): impurity C about 0.6. The test is not valid unless the resolution between the peaks corresponding to abacavir and impurity D is at least 1.5.In the chromatogram obtained with solution (1) the area of any individual peak corresponding to impurity C is not greater than 0.3 times the area of the principal peak obtained with solution (2) (0.3%).
Structure of (1S,4R)-4-(2-AMINO-6-(CYCLOPROPYLAMINO)-9H-PURIN-9-YL)-CYCLOPENT-1-METHANOL
IMPURITY -> PARENT
Structure of 3-HYDROXYABACAVIR
IMPURITY -> PARENT
Structure of 3-(2-AMINO-6-(CYCLOPROPYLAMINO)-9H-PURIN-9-YL)CYCLOPENTANEMETHANOL, (1R,3S)-
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 9-((1R,4S)-4-(TERT-BUTOXYMETHYL)CYCLOPENT-2-ENYL)-N6-CYCLOPROPYL-9H-PURINE-2,6-DIAMINE
IMPURITY -> PARENT
ABACAVIR SULFATE Impurity F In the chromatogram obtained with solution (3) the impurity peaks are eluted at the following relative retention with reference to abacavir (retention time about 19 minutes): impurity F about 1.7. The test is not valid unless the resolution between the peaks corresponding to abacavir and impurity D is at least 1.5. In the chromatogram obtained with solution (1) the area of any individual peak corresponding to impurity F is not greater than 0.3 times the area of the principal peak obtained with solution (2) (0.3%).
CHROMATOGRAPHIC PURITY (HPLC/UV)
INTERNATIONAL PHARMACOPEIA
Structure of N6-CYCLOPROPYL-9-((1R,4S)-4-(((2,5-DIAMINO-6-CHLOROPYRIMIDIN-4-YL)OXY)METHYL)CYCLOPENT-2-EN-1-YL)-9H-PURINE-2,6-DIAMINE
IMPURITY -> PARENT
Structure of ABACAVIR, TRANS-, (±)-
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 4-(2-AMINO-6-CHLORO-9H-PURIN-9-YL)-2-CYCLOPENTENE-1-METHANOL, (1S,4R)-
IMPURITY -> PARENT
ABACAVIR SULFATE Impurity A Amount not specified.
CHROMATOGRAPHIC PURITY (HPLC/UV)
INTERNATIONAL PHARMACOPEIA
Structure of DESCYCLOPROPYL ABACAVIR
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of ABACAVIR, (1R,4R)-
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of ABACAVIR, (+)-
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 9-((1R,4S)-4-(TERT-BUTOXYMETHYL)CYCLOPENT-2-ENYL)-N6-CYCLOPROPYL-9H-PURINE-2,6-DIAMINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of N6-CYCLOPROPYL-9-((1R,4S)-4-(((2,5-DIAMINO-6-CHLOROPYRIMIDIN-4-YL)OXY)METHYL)CYCLOPENT-2-EN-1-YL)-9H-PURINE-2,6-DIAMINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of ABACAVIR, (1R,4R)-
IMPURITY -> PARENT
Abacavir sulfate Impurity D In the chromatogram obtained with solution (3) the impurity peaks are eluted at the following relative retention with reference to abacavir (retention time about 19 minutes): impurity D about 1.05. The test is not valid unless the resolution between the peaks corresponding to abacavir and impurity D is at least 1.5. In the chromatogram obtained with solution (1) the area of any individual peak corresponding to impurity D is not greater than 0.3 times the area of the principal peak obtained with solution (2) (0.3%).
CHROMATOGRAPHIC PURITY (HPLC/UV)
INTERNATIONAL PHARMACOPEIA
Structure of N6-CYCLOPROPYL-9-((1R,4S)-4-(((2,5-DIAMINO-6-CHLOROPYRIMIDIN-4-YL)OXY)METHYL)CYCLOPENT-2-EN-1-YL)-9H-PURINE-2,6-DIAMINE
IMPURITY -> PARENT
ABACAVIR SULFATE Impurity B In the chromatogram obtained with solution (3) the impurity peaks are eluted at the following relative retention with reference to abacavir (retention time about 19 minutes): impurity B about 1.3. The test is not valid unless the resolution between the peaks corresponding to abacavir and impurity D is at least 1.5.In the chromatogram obtained with solution (1) the area of any individual peak corresponding to impurity B is not greater than 0.3 times the area of the principal peak obtained with solution (2) (0.3%).
CHROMATOGRAPHIC PURITY (HPLC/UV)
INTERNATIONAL PHARMACOPEIA
Related Record Type Details
Structure of ABACAVIR
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