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Merck
CN

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:
Molecular Weight:
295.31
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
285801
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InChI key

GXPIUNZCALHVBA-UHFFFAOYSA-N

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)

grade

pharmaceutical primary standard

API family

sulfamethoxazole

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

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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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Certificates of Analysis (COA)

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O Spreux-Varoquaux et al.
Journal of chromatography, 274, 187-199 (1983-05-13)
A normal-phase high-performance liquid chromatographic method was developed to determine therapeutic concentrations of trimethoprim, sulphamethoxazole, and its N4-acetyl derivative in biological fluids. The compounds are extracted at pH 6.2 using ethyl acetate--chloroform in a single extraction. The detection limit is
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
T B Vree et al.
The Veterinary quarterly, 9(4), 381-384 (1987-10-01)
The turtle Pseudemys scripta elegans is able to hydroxylate and acetylate Sulphamethoxazole in a way that is comparable to man, i.e. the rate and yield of hydroxylation equals that of the acetylation. The hydroxy metabolites 5-hydroxy- and N4-acetyl-5-hydroxysulphamethoxazole are not
A Weber et al.
Journal of chromatography, 278(2), 337-345 (1983-12-09)
We describe a rapid, precise and simple procedure for the quantitative determination of trimethoprim, sulfamethoxazole, and N4-acetylsulfamethoxazole in body fluids by reversed-phase high-performance liquid chromatography. This method utilizes antipyrine as an internal standard with the compounds detected by dual-wavelength monitoring
L Essers et al.
Chemotherapy, 28(4), 247-252 (1982-01-01)
A modified high-performance liquid chromatographic (HPLC) method for sensitive and rapid determination of trimethoprim, sulfamethoxazole and its metabolite N4-acetylsulfamethoxazole has been compared with the bioassay for trimethoprim and a colorimetric procedure for sulfonamides. The sensitivity of the (HPLC) method has

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