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SML1495

Sigma-Aldrich

Suprofen

≥98% (HPLC)

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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
Empirical Formula (Hill Notation):
C14H12O3S
CAS Number:
Molecular Weight:
260.31
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

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This Item
1642507SML1369SML1914
Suprofen ≥98% (HPLC)

SML1495

Suprofen

Suprofen United States Pharmacopeia (USP) Reference Standard

1642507

Suprofen

Tesaglitazar ≥98% (HPLC)

SML1369

Tesaglitazar

Sigma-Aldrich

SML1914

TUG-891

assay

≥98% (HPLC)

assay

-

assay

≥98% (HPLC)

assay

≥98% (HPLC)

storage temp.

room temp

storage temp.

-

storage temp.

room temp

storage temp.

room temp

solubility

DMSO: 20 mg/mL, clear

solubility

-

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: 20 mg/mL, clear

color

white to beige

color

-

color

white to beige

color

white to beige

Gene Information

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

Gene Information

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

Gene Information

human ... PPARA(5465), PPARG(5468)

Gene Information

-

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

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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
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
C J Niemegeers et al.
Arzneimittel-Forschung, 25(10), 1505-1509 (1975-10-01)
A new standardized acetic acid-induced writhing test in rats is described in detail and its methodology is discussed briefly. The described method has proved to be useful for evaluating the anti-writhing activity of narcotic analgesics, non-narcotic anti-inflammatory compounds and narcotic-antagonists

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