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SML1495

Sigma-Aldrich

Suprofen

≥98% (HPLC)

Synonym(s):

(±)-Suprofen, 2-[4-(Thiophene-2-carbonyl)phenyl]propanoic acid, NSC 303611, p-(2-Thenoyl)hydratropic acid, α-Methyl-p-(2-thenoyl)phenylacetic acid

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About This Item

Empirical Formula (Hill Notation):
C14H12O3S
CAS Number:
40828-46-4
Molecular Weight:
260.31
MDL number:
MFCD00079572
UNSPSC Code:
12352200
PubChem Substance ID:
329825920
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

room temp

SMILES string

CC(C(O)=O)c1ccc(cc1)C(=O)c2cccs2

InChI

1S/C14H12O3S/c1-9(14(16)17)10-4-6-11(7-5-10)13(15)12-3-2-8-18-12/h2-9H,1H3,(H,16,17)

InChI key

MDKGKXOCJGEUJW-UHFFFAOYSA-N

Gene Information

human ... PTGS1(5742) , PTGS2(5743)

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Application

Suprofen has been used to evaluate the combination of trifluoroacetic acid and isopropylamine (IPA) in supercritical fluid chromatography. It has also been used to evaluate immobilized chiral polysaccharide-based stationary phases in supercritical fluid chromatography.

Biochem/physiol Actions

Suprofen is a nonsteroidal anti-inflammatory drug that inhibits COX-1/2. Suprofen exhibits a potent anti-inflammatory, analgesic and antipyretic activities.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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E L Tolman et al.
Clinics in rheumatic diseases, 10(2), 353-368 (1984-08-01)
Suprofen is a potent, peripherally-acting, non-narcotic analgesic agent. The mechanism of action of the compound involves inhibition of prostaglandin biosynthesis and, perhaps, direct antagonism of the peripheral, pain inducing actions of prostaglandins, bradykinin and other pain mediators. Suprofen at a
Malin Darnell et al.
Chemical research in toxicology, 28(5), 886-896 (2015-03-25)
Xenobiotic carboxylic acids may be metabolized to oxidative metabolites, acyl glucuronides, and/or S-acyl-CoA thioesters (CoA conjugates) in vitro, e.g., in hepatocytes, and in vivo. These metabolites can potentially be reactive species and bind covalently to tissue proteins and are generally
R J Capetola et al.
The Journal of pharmacology and experimental therapeutics, 214(1), 16-23 (1980-07-01)
The antinociceptive properties of suprofen [alpha-methyl-4-(thienylcarbonyl)benzene acetic acid] are described in a pathologically induced hyperalgesic model, the rat adjuvant arthritis flexion test. By using this assay, suprofen was characterized as an orally effective, non-narcotic analgesic with a rapid onset and
A S Nies
Agents and actions. Supplements, 24, 95-106 (1988-01-01)
All nonsteroidal anti-inflammatory drugs (NSAIDs) inhibit cyclooxygenase, and consequently renal functions dependent upon prostaglandin synthesis can be affected. Fortunately, renal function in normal individuals is relatively independent of the PG system, and thus the NSAIDs don't usually produce any renal
Pharmaceutical-enantiomers resolution using immobilized polysaccharide-based chiral stationary phases in supercritical fluid chromatography
De Klerck
Journal of Chromatography A (2014)
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