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SML3609

Sigma-Aldrich

Sulthiame

≥95% (HPLC)

Synonym(s):

4-(1,1-Dioxothiazinan-2-yl)benzenesulfonamide, 4-(Tetrahydro-1,1-dioxido-2H-1,2-thiazin-2-yl)-benzenesulfonamide, 4-sulfamoyl-phenyl-[1,2]thiazinane-1,1-dioxide, Sultiame

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About This Item

Empirical Formula (Hill Notation):
C10H14N2O4S2
CAS Number:
61-56-3
Molecular Weight:
290.36
MDL number:
MFCD00865304
UNSPSC Code:
12352200
NACRES:
NA.21

Quality Level

100

Assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

NS(C1=CC=C(N2CCCCS2(=O)=O)C=C1)(=O)=O

Biochem/physiol Actions

Sulthiame is a carbonic anhydrase (CA) inhibitor (hCA Ki in nM = 374/I, 7/II, 95/IV, 81/VA, 91/VB, 134/VI, 6/VII, 43/IX, 56/XII; Ki = 630 mM/hCA III, 1.45 μM/mCA XIII, 1.54 μM/hCA XIV) with anticonvulsant efficacy in vivo.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Tobias Leniger et al.
Epilepsia, 43(5), 469-474 (2002-05-25)
Sulthiame is a carbonic anhydrase (CA) inhibitor with an anticonvulsant effect in the treatment of benign and symptomatic focal epilepsy in children. The aim of the study was to elucidate the mode of action of sulthiame with respect to possible
Claudia Temperini et al.
Bioorganic & medicinal chemistry letters, 17(17), 4866-4872 (2007-06-26)
Sulthiame, a clinically used antiepileptic, was investigated for its interaction with 12 catalytically active mammalian carbonic anhydrase (CA, EC 4.2.1.1) isoforms. The drug is a potent inhibitor of CA II, VII, IX, and XII (K(I)s of 6-56 nM), and a
Comparison of the Sulfonamide Inhibition Profiles of the ?- and ?-Carbonic Anhydrases from the Pathogenic Bacterium Burkholderia pseudomallei
Molecules (Basel), 22(3), 421-421 (2017)

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