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549304

Sigma-Aldrich

4′-(Methylsulfonyl)acetophenone

97%

Synonym(s):

1-[4-(Methylsulfonyl)phenyl]ethan-1-one, 4-(Methylsulfonyl)acetophenone, NSC 403928

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About This Item

Linear Formula:
CH3SO2C6H4COCH3
CAS Number:
10297-73-1
Molecular Weight:
198.24
EC Number:
233-672-0
MDL number:
MFCD00025072
UNSPSC Code:
12352100
PubChem Substance ID:
24874680

assay

97%

mp

126-129 °C (lit.)

SMILES string

CC(=O)c1ccc(cc1)S(C)(=O)=O

InChI

1S/C9H10O3S/c1-7(10)8-3-5-9(6-4-8)13(2,11)12/h3-6H,1-2H3

InChI key

KAVZYDHKJNABPC-UHFFFAOYSA-N

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Application

4′-(Methylsulfonyl)acetophenone may be used in the synthesis of:
  • 3-(4-Methylsulfonylphenyl)-4-phenyl-2(5H)-furanone with potent apoptosis-inducing ability.
  • Bromo-4-methylsulfonylacetophenone, an intermediate for preparing DL-threo-2-dichloroacetamido-1-(4-methylsulfonylphenyl)-1,3-propanediol.
  • 1-N-Substituted-3,5-diphenyl-2-pyrazoline derivatives, which show promising anti-inflammatory activity.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCBZ4283
BCBW2142
BCBS5666V
BCBS4132V
BCBB4506V

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New Antibacterial Agents. II. An Alternate Synthesis of DL-threo-2-Dichloro-acetamido-1-(4-methylsulfonylphenyl)-1, 3-propanediol1.
Suter CM, et al.
Journal of the American Chemical Society, 75(17), 4330-4333 (1953)
Jiuxiang Zhu et al.
Journal of the National Cancer Institute, 94(23), 1745-1757 (2002-12-05)
The cyclooxygenase-2 (COX-2) inhibitor celecoxib is thought to act as a chemopreventive agent by sensitizing cancer cells to apoptotic signals. Other COX-2 inhibitors, such as rofecoxib, are two orders of magnitude less potent than celecoxib at inducing apoptosis. The molecular
Rossella Fioravanti et al.
European journal of medicinal chemistry, 45(12), 6135-6138 (2010-10-27)
Eighteen new 1-N-substituted-3,5-diphenyl-2-pyrazoline derivatives have been synthesized and cyclooxygenase (COX-1 and COX-2) inhibitory activities have been evaluated. The results of these biological assays showed that all of new derivatives are not endowed with improved anti-inflammatory activity against COX-1, but some

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