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241717

Sigma-Aldrich

Phenyl vinyl sulfone

99%

Synonym(s):

(Ethenesulfonyl)benzene, (Ethenylsulfonyl)benzene, Ethenyl phenyl sulfone, Vinylsulfonylbenzene

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About This Item

Linear Formula:
C6H5SO2CH=CH2
CAS Number:
5535-48-8
Molecular Weight:
168.21
Beilstein/REAXYS Number:
1906894
EC Number:
226-890-2
MDL number:
MFCD00007554
UNSPSC Code:
12352100
PubChem Substance ID:
24854323
NACRES:
NA.22

assay

99%

form

solid

mp

67-69 °C (lit.)

solubility

organic solvents: soluble(lit.)

functional group

sulfone

SMILES string

C=CS(=O)(=O)c1ccccc1

InChI

1S/C8H8O2S/c1-2-11(9,10)8-6-4-3-5-7-8/h2-7H,1H2

InChI key

UJTPZISIAWDGFF-UHFFFAOYSA-N

Gene Information

human ... LOC129293(129293)

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General description

Phenyl vinyl sulfone, a synthetic inhibitor of cysteine protease, exhibits antihelminthic and antiprotozoal properties.

Application

Phenyl vinyl sulfone was used as a common reagent in a variety of cycloaddition reactions to form cyclopropanes, cyclohexenes and cyclooctadienes.

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, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBB0111V
1451652V
BCBB0111
1451652
1451655

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Tetrahedron Letters, 34, 7583-7583 (1993)
Aldrichimica Acta, 15, 34-34 (1982)
Tetrahedron, 49, 5495-5495 (1993)
Moshira M F Helmy et al.
Experimental parasitology, 119(1), 125-134 (2008-02-23)
Phenyl vinyl sulfone is a synthetic inhibitor of cysteine protease and has antihelminthic and antiprotozoal properties. Phenyl vinyl sulfone was assayed in vitro for antifasciola activity against adult Fasciola gigantica worms using a well-established culture medium. Worms were treated with
Eric T Larson et al.
The Journal of biological chemistry, 284(39), 26839-26850 (2009-07-15)
The protozoan parasite Toxoplasma gondii relies on post-translational modification, including proteolysis, of proteins required for recognition and invasion of host cells. We have characterized the T. gondii cysteine protease cathepsin L (TgCPL), one of five cathepsins found in the T.
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