4-Methylsulfonylacetophenone

HCID 82529

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Basic information

CAS: 10297-73-1
Standard SMILES: CC(=O)c1ccc(S(C)(=O)=O)cc1
InChIKey: KAVZYDHKJNABPC-UHFFFAOYSA-N
Molecular formula: C9H10O3S
Average molar mass: 198.24 g/mol
Monoisotopic mass: 198.03506518

Names & identifiers

Preferred name: 4-Methylsulfonylacetophenone
IUPAC: 1-(4-methylsulfonylphenyl)ethanone
English name: 4-Methylsulphonylacetophenone
Molecular formula: C9H10O3S
Molecular weight: 198.24

Names & synonyms

4'-(Methylsulfonyl)acetophenone4-METHYLSULFONYLACETOPHENONEp-methylsulfonylacetophenone1-(4-(Methylsulphonyl)phenyl)ethan-1-one9D65F147ZNEINECS 233-672-0NSC-4039284-methylsulfonyl acetophenoneDTXSID70145593P-ACETYLPHENYL METHYL SULFONENSC 4039281-[4-(methylsulphonyl)phenyl]ethan-1-one

Show more names

Etoricoxib impurity C4-(Methyl Sulfonyl)Etoricoxib USP RC AEtocoxib impurity 14'-Mesylacetophenone4-MethylsulphonylaceAcetophenone Impurity 2Etoricoxib Related CoMpound A

1-(4-(METHYLSULFONYL)PHENYL)-ETHANONERefChem:525720DTXCID4068084233-672-010297-73-11-(4-(Methylsulfonyl)phenyl)ethanone1-(4-methylsulfonylphenyl)ethanone4-(Methylsulfonyl)acetophenone

Database identifiers

CAS: 10297-73-1
PubChem CID: 82529
DTXSID: DTXSID70145593
ChEMBL: CHEMBL41043
UNII: 9D65F147ZN
EC Number: 233-672-0
Nikkaji: J236.753J

Properties

Computed structural properties

XLogP: 0.9
Topological polar surface area: 59.6 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 13
Formal charge: 0
Complexity: 278

Experimental & physicochemical properties

LogP0.33

Physicochemical properties

Melting point: 126 · 126-129 °C(lit.)
Boiling point: 305.56 °C · 305.56°C (rough estimate)
Density: 1.3339 · 1.3339 (rough estimate)
refractive index: 1.525 · 1.5250 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: DMSO (Slightly), Methanol (Slightly, Heated)
form: Crystalline Powder or Needles
color: White to slightly yellow
InChI: InChI=1S/C9H10O3S/c1-7(10)8-3-5-9(6-4-8)13(2,11)12/h3-6H,1-2H3
InChIKey: KAVZYDHKJNABPC-UHFFFAOYSA-N
SMILES: C(=O)(C1=CC=C(S(C)(=O)=O)C=C1)C
CAS DataBase Reference: 10297 · 10297-73-1(CAS DataBase Reference)
FDA UNII: 9 D65F147ZN · 9D65F147ZN
UNSPSC Code: 12352100 · 12352100
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H332-H335
Precautionary statements: 261 · P261-P280-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xi
Safety Statements: 24 · 24/25
WGK Germany: 3 · 3
HazardClass: IRRITANT
HS Code: 29144000 · 29144000
Storage Class: 13 · 13 - Non Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29144000
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 24/25
hazard_class: IRRITANT
Storage Class: 13 - Non Combustible Solids
Hazard statements: H302-H315-H319-H332-H335
Precautionary statements: P261-P280-P305+P351+P338

Chemistry & industry

Applications · 2 items

Uses4-(Methylsulfonyl)acetophenone is an impurity of Etoricoxib (E934100), which is a specific inhibitor of COX-2.

Uses4′-(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.