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Merck
CN

SML3609

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
UNSPSC Code:
12352200
NACRES:
NA.21
MDL number:
MFCD00865304

Key Documents

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Product Name

Sulthiame, ≥95% (HPLC)

InChI

1S/C10H14N2O4S2/c11-18(15,16)10-5-3-9(4-6-10)12-7-1-2-8-17(12,13)14/h3-6H,1-2,7-8H2,(H2,11,15,16)

InChI key

HMHVCUVYZFYAJI-UHFFFAOYSA-N

SMILES string

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

assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Carbonic anhydrase inhibitor with in vivo anticonvulsant (antiepileptic) efficacy.
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

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000503262
0000503262
0000233342
0000233344
0000228814

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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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