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Merck
CN

46842

Sulfamethizole

VETRANAL®, analytical standard

Synonym(s):

4-Amino-N-(5-methyl-1,3,4-thiadiazol-2-yl)benzenesulfonamide, N1-(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanilamide, Sulfamethylthiadiazole

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About This Item

Empirical Formula (Hill Notation):
C9H10N4O2S2
CAS Number:
144-82-1
Molecular Weight:
270.33
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329757249
EC Number:
205-641-1
Beilstein/REAXYS Number:
255002
MDL number:
MFCD00053363

Key Documents

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InChI key

VACCAVUAMIDAGB-UHFFFAOYSA-N

InChI

1S/C9H10N4O2S2/c1-6-11-12-9(16-6)13-17(14,15)8-4-2-7(10)3-5-8/h2-5H,10H2,1H3,(H,12,13)

SMILES string

Cc1nnc(NS(=O)(=O)c2ccc(N)cc2)s1

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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General description

Chemical structure: sulfonamide

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH4894
BCCG5802
BCBT9838
BCBR8047V

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Janez Seliger et al.
Physical chemistry chemical physics : PCCP, 12(40), 13007-13019 (2010-09-08)
The 1,3,4-thiadiazole derivatives (2-amino-1,3,4-thiadiazole, acetazolamide, sulfamethizole) have been studied experimentally in the solid state by (1)H-(14)N NQDR spectroscopy and theoretically by Density Functional Theory (DFT). The specific pattern of the intra and intermolecular interactions in 1,3,4-thiadiazole derivatives is described within
Stephen P Mezyk et al.
The journal of physical chemistry. A, 111(37), 9019-9024 (2007-08-25)
Absolute rate constants and degradation efficiencies for hydroxyl radical and hydrated electron reactions with four different sulfa drugs in water have been evaluated using a combination of electron pulse radiolysis/absorption spectroscopy and steady-state radiolysis/high-performance liquid chromatography measurements. For sulfamethazine, sulfamethizole
Ali Md Ahad et al.
Bioorganic & medicinal chemistry, 19(6), 2046-2054 (2011-03-01)
Disruption of the phosphatidylinositol 3-kinase/AKT signaling pathway can lead to apoptosis in cancer cells. Previously we identified a lead sulfonamide that selectively bound to the pleckstrin homology (PH) domain of AKT and induced apoptosis when present at low micromolar concentrations.
Tony L Yaksh et al.
Anesthesiology, 108(5), 938-949 (2008-04-24)
Intrathecal N-methyl-d-aspartate antagonists have antihyperalgesic efficacy. The authors examined toxicity in a canine model of chronic lumbar intrathecal infusion. Dogs (10-16 kg) were prepared with lumbar intrathecal catheters connected to vest-mounted pumps (100 microl/h). In phase 1, stepwise incrementations in
Mark R Sannes et al.
The Journal of infectious diseases, 197(3), 430-434 (2008-01-11)
To determine whether poultry contact/consumption predicts colonization with antimicrobial-resistant Escherichia coli, 567 newly hospitalized patients and 100 vegetarians were assessed microbiologically and epidemiologically. Multivariable analysis showed that poultry contact/consumption, other dietary habits, and antimicrobial use did not significantly predict resistance.
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