542695
5-Chlorothiophene-2-sulfonamide
97%
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About This Item
Empirical Formula (Hill Notation):
C4H4ClNO2S2
CAS Number:
Molecular Weight:
197.66
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Product Name
5-Chlorothiophene-2-sulfonamide, 97%
InChI
1S/C4H4ClNO2S2/c5-3-1-2-4(9-3)10(6,7)8/h1-2H,(H2,6,7,8)
SMILES string
NS(=O)(=O)c1ccc(Cl)s1
InChI key
RKLQLYBJAZBSEU-UHFFFAOYSA-N
assay
97%
mp
113-117 °C (lit.)
Application
5-Chlorothiophene-2-sulfonamide may be used in the synthesis of non-benzofused bicyclo[4.2.1]nonanes.
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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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