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Merck

S6256

Sulfamethazine

99.0-101.0% (on dried basis)

Synonym(s):

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

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25 G

€52.60

100 G

€91.50

€52.60

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About This Item

Empirical Formula (Hill Notation):
C12H14N4O2S
CAS Number:
57-68-1
Molecular Weight:
278.33
UNSPSC Code:
51284910
NACRES:
NA.85
PubChem Substance ID:
24899686
EC Number:
200-346-4
Beilstein/REAXYS Number:
261304
MDL number:
MFCD00006066

Key Documents

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Quality Level

200

assay

99.0-101.0% (on dried basis)

form

powder or crystals

storage condition

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

color

white to off-white

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

DNA synthesis | interferes, enzyme | inhibits

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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1 of 4

This Item
468021629000PHR3136
Sulfamethazine 99.0-101.0% (on dried basis)

Sigma-Aldrich

S6256

Sulfamethazine

Sulfamethazine VETRANAL®, analytical standard

Supelco

46802

Sulfamethazine

Sulfamethazine United States Pharmacopeia (USP) Reference Standard

USP

1629000

Sulfamethazine

Sulfamethazine pharmaceutical secondary standard, certified reference material

Supelco

PHR3136

Sulfamethazine

mode of action

DNA synthesis | interferes, enzyme | inhibits

mode of action

DNA synthesis | interferes, enzyme | inhibits

mode of action

-

mode of action

-

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

-

antibiotic activity spectrum

-

Quality Level

200

Quality Level

200

Quality Level

-

Quality Level

300

form

powder or crystals

form

-

form

-

form

-

assay

99.0-101.0% (on dried basis)

assay

-

assay

-

assay

-

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

2-8°C

General description

Chemical structure: sulfonamide

Application

Sulfamethazine is an antibiotic used to treat bronchitis, prostatitis and urinary tract infections[1]. It is used in disposition and depletion kinetic studies[2][3]. It is used to develop detection techniques for quantification in fluids such as cows′ milk, honey and swine urine[4].

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.
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[1]. 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.

Packaging

25G,100G

Other Notes

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

Storage Class

11 - Combustible Solids

ppe

Eyeshields, Gloves, type N95 (US)

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315

Hazard Classifications

Skin Irrit. 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000430823
0000430823
0000410520
0000410520
0000401241

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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
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
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
M Rérat et al.
Preventive veterinary medicine, 103(4), 265-273 (2011-09-29)
The present study was conducted to evaluate the efficacy of two prophylactic antibiotic treatments against bovine respiratory disease (BRD) in veal calves. In addition, the antibiotic susceptibilities of isolated Pasteurellaceae were tested. The calves were treated either on the day
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)
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Global Trade Item Number

SKUGTIN
S6256-100G04061838345547
S6256-25G04061835522545

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