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Y0000412

Sulfamethoxazole impurity A

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

N4-Acetylsulfamethoxazole, N-Acetyl sulfamethoxazole, Acetyl-sulfamethoxazole, N-{4-{[(5-Methyl-3-isoxazolyl)amino]sulfonyl}phenyl}acetamide, Sulfisomezole-N4-acetate

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About This Item

Empirical Formula (Hill Notation):
C12H13N3O4S
CAS Number:
21312-10-7
Molecular Weight:
295.31
Beilstein:
285801
MDL number:
MFCD00205417
UNSPSC Code:
41116107
PubChem Substance ID:
329830942
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

sulfamethoxazole

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

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

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)

InChI key

GXPIUNZCALHVBA-UHFFFAOYSA-N

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Sulfamethoxazole impurity A EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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T B Vree et al.
Therapeutic drug monitoring, 3(2), 129-135 (1981-01-01)
Plasma and urine concentrations of creatinine, sulphamethoxazole and its metabolite N4-acetylsulphamethoxazole were measured in patients with varying degrees of kidney impairment. The plasma elimination half-life of sulphamethoxazole is not influenced by the kidney function, while the half-life of the metabolite
M K Hellerstein et al.
The Journal of biological chemistry, 266(17), 10912-10919 (1991-06-15)
The acetylation of xenobiotics may provide a means for sampling hepatic cytosolic acetyl-CoA in vivo for isotopic studies of lipogenesis. Here, we test the accuracy of acetylated-sulfamethoxazole (SMX) in representing the true precursor pool for hepatic lipogenesis by comparison to
O Varoquaux et al.
British journal of clinical pharmacology, 20(6), 575-581 (1985-12-01)
The pharmacokinetics of a co-trimoxazole preparation (Bactrim Forte) containing trimethoprim (TMP) 160 mg and sulphamethoxazole (SMZ) 800 mg were determined in six young adults (29.3 +/- 4.4 s.d. years) and six elderly people (78.6 +/- 6.6 s.d. years). Following oral
T B Vree et al.
Journal of veterinary pharmacology and therapeutics, 6(1), 77-81 (1983-03-01)
Sulphamethoxazole and its metabolite, N4-acetylsulphamethoxazole, were shown to cross the placenta of a pregnant ewe. The plasma concentration of N4-acetylsulphamethoxazole increased in the foetus due to the limited elimination properties of the immature kidney. The amniotic fluid concentration of sulphamethoxazole
R Gochin et al.
Journal of chromatography, 223(1), 139-145 (1981-04-10)
The simultaneous determination of trimethoprim, sulphamethoxazole and N4-acetyl-sulphamethoxazole in serum and urine by high-performance liquid chromatography using sulphafurazole as internal standard is described. The separation was achieved on a reversed-phase column employing acetic acid-methanol as the mobile phase with spectrophotometric
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