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638455

Sigma-Aldrich

Trifluoromethanesulfonamide

95%

Synonym(s):

1,1,1-Trifluoromethanesulfonamide, Trifluoromethylsulfonamide

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About This Item

Linear Formula:
CF3SO2NH2
CAS Number:
421-85-2
Molecular Weight:
149.09
MDL number:
MFCD00068714
UNSPSC Code:
12352100
PubChem Substance ID:
24882940
NACRES:
NA.22

assay

95%

form

solid

mp

120-124 °C (lit.)

SMILES string

NS(=O)(=O)C(F)(F)F

InChI

1S/CH2F3NO2S/c2-1(3,4)8(5,6)7/h(H2,5,6,7)

InChI key

KAKQVSNHTBLJCH-UHFFFAOYSA-N

Gene Information

human ... CA2(760)

Application

Trifluoromethanesulfonamide can undergo reaction with paraformaldehyde either in sulfuric acid to give the corresponding open chain and cyclic condensation products or in ethyl acetate to give the corresponding oxy-methylated products.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - 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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"Oxymethylation of trifluoromethanesulfonamide with paraformaldehyde in ethyl acetate"
Meshcheryakov.I.V, et al.
Russ. J. Org. Chem., 44(02), 311-316 (2008)
C J Lynch et al.
The Biochemical journal, 310 ( Pt 1), 197-202 (1995-08-15)
The role of carbonic anhydrase in de novo lipid synthesis was examined by measuring [1-14C]acetate incorporation into total lipids, fatty acids and non-saponifiable lipids in freshly isolated rat hepatocytes. Two carbonic anhydrase inhibitors, trifluoromethylsulphonamide (TFMS) and ethoxozolamide (ETZ) decreased incorporation
"Cascade transformations of trifluoromethanesulfonamide in reaction with formaldehyde"
Meshcheryakov.I.V, et al.
Russ. J. Org. Chem., 41(09), 1381-1386 (2005)
Lina Baranauskienė et al.
BMC biophysics, 5, 12-12 (2012-06-09)
Human carbonic anhydrases (CAs) play crucial role in various physiological processes including carbon dioxide and hydrocarbon transport, acid homeostasis, biosynthetic reactions, and various pathological processes, especially tumor progression. Therefore, CAs are interesting targets for pharmaceutical research. The structure-activity relationships (SAR)
Hitoshi Nakayama et al.
Chemical & pharmaceutical bulletin, 59(8), 1069-1072 (2011-08-02)
N-[2-(2,4-Difluorophenoxy)trifluoromethyl-3-pyridyl]sulfonamide derivatives 3-6 were prepared by the reaction of 3-pyridylamines and sulfonyl chlorides. Inhibitory activities of these compounds toward secretory phospholipase A₂ (sPLA₂) were examined and N-[2-(2,4-difluorophenoxy)-5-trifluoromethyl-3-pyridyl]-2-naphthalenesulfonamide (5c) was found to be the most potent against sPLA₂ with an IC₅₀
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