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542695

Sigma-Aldrich

5-Chlorothiophene-2-sulfonamide

97%

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About This Item

Empirical Formula (Hill Notation):
C4H4ClNO2S2
CAS Number:
Molecular Weight:
197.66
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

mp

113-117 °C (lit.)

SMILES string

NS(=O)(=O)c1ccc(Cl)s1

InChI

1S/C4H4ClNO2S2/c5-3-1-2-4(9-3)10(6,7)8/h1-2H,(H2,6,7,8)

Inchi Key

RKLQLYBJAZBSEU-UHFFFAOYSA-N

General description

5-Chlorothiophene-2-sulfonamide is an aromatic sulfonamide. It undergoes Rh-catalyzed aerobic N-alkylation with benzyl alcohol to yield the corresponding N-alkylated sulfonamide.

Application

5-Chlorothiophene-2-sulfonamide may be used in the synthesis of non-benzofused bicyclo[4.2.1]nonanes.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Tim Sparey et al.
Bioorganic & medicinal chemistry letters, 18(1), 375-379 (2007-12-07)
Bridgehead substituted derivatives of bicyclo[4.2.1]nonanes were synthesized and shown to be potent inhibitors of gamma-secretase. Two related series were synthesized to explore the SARs. More potent compounds were found in the non-benzofused series compared with the benzofused series. One compound
Rhodium-catalyzed aerobic N-alkylation of sulfonamides with alcohols.
Feng SL, et al.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 22(9), 1021-1024 (2011)
Zuhal Alım et al.
Pharmacological reports : PR, 72(6), 1738-1748 (2020-08-05)
Thiophene(s) are an important group in therapeutic applications, and sulfonamides are the most important class of carbonic anhydrase (CA) inhibitors. In this study, inhibition effects of some thiophene-based sulfonamides on human erythrocytes carbonic anhydrase I and II isoenzymes (hCA-I and

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