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Merck
CN

46826

Sulfamerazine

VETRANAL®, analytical standard

Synonym(s):

4-Amino-N-(4-methyl-2-pyrimidinyl)benzenesulfonamide, N1-(4-Methylpyrimidin-2-yl)sulfanilamide

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About This Item

Empirical Formula (Hill Notation):
C11H12N4O2S
CAS Number:
127-79-7
Molecular Weight:
264.30
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329757246
EC Number:
204-866-2
Beilstein/REAXYS Number:
249133
MDL number:
MFCD00023212

Key Documents

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Product Name

Sulfamerazine, VETRANAL®, analytical standard

InChI key

QPPBRPIAZZHUNT-UHFFFAOYSA-N

InChI

1S/C11H12N4O2S/c1-8-6-7-13-11(14-8)15-18(16,17)10-4-2-9(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15)

SMILES string

Cc1ccnc(NS(=O)(=O)c2ccc(N)cc2)n1

grade

analytical standard

agency

EPA 1694

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

clinical testing

format

neat

Quality Level

200

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Sulfamerazine may be used as a reference standard for the determination of sulfonamide antibiotics in animal muscle, liver and kidney tissues using cation exchange reversed phase sorbent for sample clean-up and analysis by high performance liquid chromatography with diode array detection.

General description

Chemical structure: sulfonamide
Sulfamerazine is a sulfonamide antibiotic, used mainly to prevent bacterial infections in both humans and animals.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN0013
BCCF1482
BCCC4027
BCBS3635V

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Solubility and solution thermodynamics of sulfamerazine and sulfamethazine in some ethanol+ water mixtures.
Delgado DR, et al.
Fluid Phase Equilibria, 360, 88-96 (2013)
Determination of sulfonamides in animal tissues using cation exchange reversed phase sorbent for sample cleanup and HPLC-DAD for detection.
Hela W, et al.
Food Chemistry, 83(4), 601-608 (2003)
Mehdi D Esrafili et al.
Journal of molecular graphics & modelling, 27(3), 326-331 (2008-07-08)
A density functional theory investigation was carried out to characterize (14)N electric field gradient tensors, EFG, in crystalline sulfamerazine and sulfathiazole. To include hydrogen-bonding effects in the calculations, the most probable interacting molecules with the target were considered as tetrameric
Florian M Koch et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(13), 3679-3692 (2011-03-03)
The first catalytic asymmetric synthesis of β-sultones is reported. This development has enabled a rapid access to a number of highly enantioenriched biologically interesting sulfonyl and sulfinyl compound classes, which makes use of the inherent ring strain of the four-membered
Lionel Billiet et al.
Free radical biology & medicine, 52(8), 1473-1485 (2012-02-14)
Protein sulfenic acids are essential cysteine oxidations in cellular signaling pathways. The thermodynamics that drive protein sulfenylation are not entirely clear. Experimentally, sulfenic acid reduction potentials are hard to measure, because of their highly reactive nature. We designed a calculation
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