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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/REAXYS Number:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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R M Hutabarat et al.
Clinical pharmacology and therapeutics, 49(4), 402-409 (1991-04-01)
The disposition of sulfamethoxazole and trimethoprim, after constant rate intravenous administration (10 mg/kg/hr sulfamethoxazole and 2 mg/kg/hr trimethoprim for 1 hour), was investigated in adult patients with cystic fibrosis (n = 7) and in age-matched healthy subjects (control subjects, n
Bingjie Xu et al.
Bioresource technology, 102(14), 7069-7076 (2011-05-21)
In this study, the biodegradation of sulfamethoxazole (SMX) as affected by temperature, humic acid (HA) and SMX concentrations was investigated by HPLC-MS/MS analysis based on water-sediment batch experiments. The first order decay model (C=C(0) × exp (-kt)) was best fitted
J Blaser et al.
Infection, 21(4), 206-209 (1993-07-01)
Serum kinetics of trimethoprim and sulfamethoxazole were studied in 23 patients during oral and i.v. treatment of Pneumocystis carinii pneumonia. Daily doses of 15-22 mg/kg trimethoprim and 75-110 mg/kg sulfamethoxazole were given every 6 h. Despite administration of a loading
Ion-paired high-performance liquid chromatographic separation of trimethoprim, sulfamethoxazole and N4-acetylsulfamethoxazole with solid-phase extraction.
S C Laizure et al.
Journal of chromatography, 528(1), 235-242 (1990-06-08)
T B Vree et al.
The Veterinary quarterly, 9(4), 378-381 (1987-10-01)
The snail Cepaea hortensis is able to acetylate and hydroxylate sulphamethoxazole in a similar way to man. About one percent deacetylation, but no hydroxylation of N4-acetysulphamethoxazole takes place. The relative rates of the metabolic pathways for hydroxylation and acetylation of
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