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Merck

S6256

Sigma-Aldrich

Sulfamethazin

99.0-101.0% (on dried basis)

Synonym(e):

4,6-Dimethylsulfadiazin, 4-Amino-N-(4,6-dimethyl-2-pyrimidinyl)-benzolsulfonamid, Sulfadimethyldiazin, Sulfadimidin

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About This Item

Empirische Formel (Hill-System):
C12H14N4O2S
CAS-Nummer:
Molekulargewicht:
278.33
Beilstein:
261304
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
51284910
PubChem Substanz-ID:
NACRES:
NA.85

Qualitätsniveau

Assay

99.0-101.0% (on dried basis)

Form

powder or crystals

Lagerbedingungen

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

Farbe

white to off-white

Wirkungsspektrum von Antibiotika

Gram-negative bacteria
Gram-positive bacteria

Wirkungsweise

DNA synthesis | interferes
enzyme | inhibits

Lagertemp.

2-8°C

SMILES String

Cc1cc(C)nc(NS(=O)(=O)c2ccc(N)cc2)n1

InChI

1S/C12H14N4O2S/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)

InChIKey

ASWVTGNCAZCNNR-UHFFFAOYSA-N

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Allgemeine Beschreibung

Chemical structure: sulfonamide

Anwendung

Sulfamethazine is an antibiotic used to 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.

Biochem./physiol. Wirkung

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.
Ein antimikrobieller Schwefelwirkstoff. Induziert die CYP3A4-Expression und wird acetyliert durch N-Acetyltransferase. Weist geschlechtsabhängige Pharmakokinetik auf, metabolisiert durch die maskuline Isofrom CYP2C11.

Verpackung

25G,100G

Sonstige Hinweise

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Kunden haben sich ebenfalls angesehen

Tangbin Yang et al.
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
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
Marina Islas-Espinoza et al.
Microbial ecology, 64(1), 140-151 (2012-01-31)
Persistence or degradation of synthetic antibiotics in soil is crucial in assessing their environmental risks. Microbial catabolic activity in a sandy loamy soil with pig manure using 12C- and 14C-labelled sulfamethazine (SMZ) respirometry showed that SMZ was not readily degradable.
Marc Teixidó et al.
Environmental science & technology, 45(23), 10020-10027 (2011-10-27)
Adsorption of ionizable compounds by black carbon is poorly characterized. Adsorption of the veterinary antibiotic sulfamethazine (SMT; a.k.a., sulfadimidine; pK(a1) = 2.28, pK(a2) = 7.42) on a charcoal was determined as a function of concentration, pH, inorganic ions, and organic
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

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