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V900414

Sigma-Aldrich

Sulfamethazine

Vetec™, reagent grade, ≥99%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C12H14N4O2S
CAS Number:
57-68-1
Molecular Weight:
278.33
Beilstein/REAXYS Number:
261304
EC Number:
200-346-4
MDL number:
MFCD00006066
UNSPSC Code:
51101500
PubChem Substance ID:
329829823

grade

reagent grade

product line

Vetec™

assay

≥99%

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

storage temp.

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)

InChI key

ASWVTGNCAZCNNR-UHFFFAOYSA-N

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Biochem/physiol Actions

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

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

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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
Juan Gao et al.
Environmental science & technology, 46(5), 2642-2651 (2012-01-17)
The transformation of the sulfonamide antimicrobial sulfamethazine (SMZ) by a synthetic analogue of the birnessite-family mineral vernadite (δ-MnO(2)) was studied. The observed pseudo-first-order reaction constants (k(obs)) decreased as the pH increased from 4.0 to 5.6, consistent with the decline in
Vincent Curtin et al.
Molecular pharmaceutics, 10(1), 386-396 (2012-11-29)
The coprocessing of active pharmaceutical ingredient (API) with an excipient which has a high glass transition temperature (T(g)) is a recognized strategy to stabilize the amorphous form of a drug. This work investigates whether coprocessing a model API, sulfadimidine (SDM)
Ma Jesús García-Galán et al.
The Science of the total environment, 409(24), 5505-5512 (2011-09-29)
Degradation of the sulfonamide sulfamethazine (SMZ) by the white-rot fungus Trametes versicolor was assessed. Elimination was achieved to nearly undetectable levels after 20 h in liquid medium when SMZ was added at 9 mg L(-1). Experiments with purified laccase and
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