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S6256

Sigma-Aldrich

Sulfamethazine

99.0-101.0% (on dried basis)

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C12H14N4O2S
Numero CAS:
57-68-1
Peso molecolare:
278.33
Beilstein:
261304
Numero CE:
200-346-4
Numero MDL:
MFCD00006066
Codice UNSPSC:
51284910
ID PubChem:
24899686
NACRES:
NA.85

Livello qualitativo

200

Saggio

99.0-101.0% (on dried basis)

Stato

powder or crystals

Condizioni di stoccaggio

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

Colore

white to off-white

Spettro attività antibiotica

Gram-negative bacteria
Gram-positive bacteria

Modalità d’azione

DNA synthesis | interferes
enzyme | inhibits

Temperatura di conservazione

2-8°C

Stringa SMILE

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)
ASWVTGNCAZCNNR-UHFFFAOYSA-N

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Descrizione generale

Chemical structure: sulfonamide

Applicazioni

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.

Azioni biochim/fisiol

An antimicrobial sulfur drug. Induces CYP3A4 expression and acetylated by N-acetyltransferase. Exhibits sex dependent pharmacokinetics, metabolized by the male specific isoform CYP2C11.
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.

Confezionamento

25G,100G

Altre note

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
049M4034V
TEST
048M4017V
048M4065V
087M4006V

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Sulfaguanidine

Sigma-Aldrich

S8751

Sulfaguanidine

Sulfamethizole analytical standard, ≥99% (HPLC)

Supelco

S5632

Sulfamethizole

Sulfadimethoxine 98.0-102.0%

Supelco

S7007

Sulfadimethoxine

Sulfamethizole VETRANAL®, analytical standard

Supelco

46842

Sulfamethizole

Sulfamethoxypyridazine VETRANAL®, analytical standard

Supelco

46858

Sulfamethoxypyridazine

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
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
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