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Details

Stereochemistry ACHIRAL
Molecular Formula C12H13N3O4S
Molecular Weight 295.314
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACETYLSULFAMETHOXAZOLE

SMILES

CC(=O)NC1=CC=C(C=C1)S(=O)(=O)NC2=NOC(C)=C2

InChI

InChIKey=GXPIUNZCALHVBA-UHFFFAOYSA-N
InChI=1S/C12H13N3O4S/c1-8-7-12(14-19-8)15-20(17,18)11-5-3-10(4-6-11)13-9(2)16/h3-7H,1-2H3,(H,13,16)(H,14,15)

HIDE SMILES / InChI

Molecular Formula C12H13N3O4S
Molecular Weight 295.314
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

N-acetyl Sulfamethoxazole is a metabolite of sulfamethoxazole, an antibiotic with antiviral activity that can be detected in urine.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Recognition of sulfamethoxazole and its reactive metabolites by drug-specific CD4+ T cells from allergic individuals.
2000 Jun 15
Metabolism by N-acetyltransferase 1 in vitro and in healthy volunteers: a prototype for targeted inhibition.
2004 Dec
Response of Plasmodium falciparum to cotrimoxazole therapy: relationship with plasma drug concentrations and dihydrofolate reductase and dihydropteroate synthase genotypes.
2005 Jul

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:40:15 GMT 2023
Edited
by admin
on Fri Dec 15 19:40:15 GMT 2023
Record UNII
3I1988834Q
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ACETYLSULFAMETHOXAZOLE
JAN  
Common Name English
SULFAMETHOXAZOLE IMPURITY A [EP IMPURITY]
Common Name English
ACETAMIDE, N-(4-(((5-METHYL-3-ISOXAZOLYL)AMINO)SULFONYL)PHENYL)-
Systematic Name English
SULFAMETHOXAZOLE N4-ACETYLSULFAMETHOXAZOLE
MI  
Common Name English
SULFAMETHOXAZOLE RELATED COMPOUND A [USP-RS]
Common Name English
N-(4-(((5-METHYLISOXAZOL-3-YL)AMINO)SULFONYL)PHENYL)ACETAMIDE
Systematic Name English
ACETANILIDE, 4'-((5-METHYL-3-ISOXAZOLYL)SULFAMOYL)-
Systematic Name English
N-(4-((5-METHYLISOXAZOL-3-YL)SULFAMOYL)PHENYL)ACETAMIDE
Systematic Name English
SULFAMETHOXAZOLE N4-ACETYLSULFAMETHOXAZOLE [MI]
Common Name English
N4-ACETYLSULFAMETHOXAZOLE
Common Name English
ACETYLSULFAMETHOXAZOLE [JAN]
Common Name English
SULFAMETHOXAZOLE RELATED COMPOUND A
USP-RS  
Common Name English
N-4-ACETYLSULPHAMETHOXAZOLE
Common Name English
4'-ACETYL-3-SULFA-5-METHYLISOXAZOLE
Systematic Name English
Code System Code Type Description
PUBCHEM
65280
Created by admin on Fri Dec 15 19:40:15 GMT 2023 , Edited by admin on Fri Dec 15 19:40:15 GMT 2023
PRIMARY
FDA UNII
3I1988834Q
Created by admin on Fri Dec 15 19:40:15 GMT 2023 , Edited by admin on Fri Dec 15 19:40:15 GMT 2023
PRIMARY
ChEMBL
CHEMBL443
Created by admin on Fri Dec 15 19:40:15 GMT 2023 , Edited by admin on Fri Dec 15 19:40:15 GMT 2023
PRIMARY
CAS
21312-10-7
Created by admin on Fri Dec 15 19:40:15 GMT 2023 , Edited by admin on Fri Dec 15 19:40:15 GMT 2023
PRIMARY
CHEBI
31169
Created by admin on Fri Dec 15 19:40:15 GMT 2023 , Edited by admin on Fri Dec 15 19:40:15 GMT 2023
PRIMARY
ECHA (EC/EINECS)
244-330-5
Created by admin on Fri Dec 15 19:40:15 GMT 2023 , Edited by admin on Fri Dec 15 19:40:15 GMT 2023
PRIMARY
RS_ITEM_NUM
1631511
Created by admin on Fri Dec 15 19:40:15 GMT 2023 , Edited by admin on Fri Dec 15 19:40:15 GMT 2023
PRIMARY
EPA CompTox
DTXSID8049044
Created by admin on Fri Dec 15 19:40:15 GMT 2023 , Edited by admin on Fri Dec 15 19:40:15 GMT 2023
PRIMARY
MERCK INDEX
m10320
Created by admin on Fri Dec 15 19:40:15 GMT 2023 , Edited by admin on Fri Dec 15 19:40:15 GMT 2023
PRIMARY Merck Index
Related Record Type Details
PARENT -> METABOLITE
in slow acetylators, more parent drug is shunted toward the oxidative cytochrome P-450 pathway with the subsequent formation of the reactive hydroxylamine and nitroso metabolites. In a retrospective study, 90% of 21 patients who suffered from sulfa allergy were slow acetylators versus 55% in the general population, demonstrating an increased risk of ADRs to sulfonamides in slow acetylators.
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP