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S5637

Sigma-Aldrich

Sulfamethazine sodium salt

≥98%

Synonyme(s) :

4-Amino-N-(4,6-dimethyl-2-pyrimidinyl)benzenesulfonamide

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About This Item

Formule linéaire :
C12H13N4O2SNa
Numéro CAS:
1981-58-4
Poids moléculaire :
300.31
Numéro CE :
217-840-0
Numéro MDL:
MFCD00068333
Code UNSPSC :
51284910
ID de substance PubChem :
24899666
Nomenclature NACRES :
NA.85

Niveau de qualité

200

Pureté

≥98%

Forme

powder

Conditions de stockage

(Keep container tightly closed in a dry and well-ventilated place.)

Couleur

white to off-white

Solubilité

H2O: soluble 50 mg/mL

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria

Mode d’action

DNA synthesis | interferes
enzyme | inhibits

Température de stockage

2-8°C

Chaîne SMILES 

[Na].Cc1cc(C)nc(NS(=O)(=O)c2ccc(N)cc2)n1

InChI

1S/C12H14N4O2S.Na.H/c1-8-7-9(2)15-12(14-8)16-19(17,18)11-5-3-10(13)4-6-11;;/h3-7H,13H2,1-2H3,(H,14,15,16);;

Clé InChI

WIVZAHIZHZEEOX-UHFFFAOYSA-N

Description générale

Chemical structure: sulfonamide

Application

Sulfamethazine is an antibiotic used to clinically treat bronchitis, prostatitis and urinary tract infections. It is used in disposition and depletion kinetic studies. It is used to develop detection techniques for quantification in fluids such as cows′ milk, honey and swine urine.

Actions biochimiques/physiologiques

Sulfamethazine is an antimicrobial sulfur drug that blocks the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase. Sulfamethazine is a competitive inhibitor of bacterial para-aminobenzoic acid (PABA), which is required for bacterial synthesis of folic acid. It induces CYP3A4 expression and is acetylated by N-acetyltransferase. It exhibits sex dependent pharmacokinetics, metabolized by the male specific isoform CYP2C11. Sulfamethazine is bacteriostatic.

Conditionnement

25G,100G

Autres remarques

Keep container tightly closed in a dry and well-ventilated place.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Bożena Czubat et al.
Frontiers in microbiology, 11, 2008-2008 (2020-09-26)
MSMEG_4305 is a two-domain protein of Mycolicibacterium smegmatis (Mycobacterium smegmatis) (Mycolicibacterium smegmatis). The N-terminal domain of MSMEG_4305 encodes an RNase H type I. The C-terminal domain is a presumed CobC, predicted to be involved in the aerobic synthesis of vitamin
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Hybridoma (2005), 29(5), 403-407 (2010-11-06)
A specific monoclonal antibody (MAb) against sulfamethazine was produced with hybridoma technology. This assay shows very high sensitivity with IC50 of 0.4 ng/mL and LOD of 0.05 ng/mL when it was run in 0.02 mol/L PBS (pH 7.5). This MAb has shown high
C J Chapron et al.
Journal of clinical pharmacology, 16(7), 338-344 (1976-07-01)
The relationship between sulfamethazine disposition kinetics and acetylation phenotype was studied in man. Sulfamethazine pharmacokinetic parameters were determined after the administration of the drug as an oral suspension. When the half-life, acetylation rate constant, or per cent available dose excreted
A D Mitchell et al.
Drug metabolism and disposition: the biological fate of chemicals, 14(2), 161-165 (1986-03-01)
Swine weighing 60-70 kg were orally administered 14C-sulfamethazine [4-amino-N-(4,6-dimethyl-2-pyrimidinyl)benzene[U-14C]sulfonamide] at 12-hr intervals for 7 days (165 mg/dose; 0.126-5.04 mCi/mmol). The animals were sacrificed at 8 hr or 2, 5, or 10 days after the last dose was given and tissues
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Nucleic acids research, 39(Database issue), D1035-D1041 (2010-11-10)
DrugBank (http://www.drugbank.ca) is a richly annotated database of drug and drug target information. It contains extensive data on the nomenclature, ontology, chemistry, structure, function, action, pharmacology, pharmacokinetics, metabolism and pharmaceutical properties of both small molecule and large molecule (biotech) drugs.
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