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MilliporeSigma

SML0613

Rofecoxib

≥98% (HPLC)

Synonym(s):

4-[4-(Methylsulfonyl)phenyl]-3-phenyl-2(5H)-furanone

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$98.50

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About This Item

Empirical Formula (Hill Notation):
C17H14O4S
CAS Number:
162011-90-7
Molecular Weight:
314.36
UNSPSC Code:
12352200
NACRES:
NA.77

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assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

[S](=O)(=O)(C)c1ccc(cc1)C2=C(C(=O)OC2)c3ccccc3

InChI

1S/C17H14O4S/c1-22(19,20)14-9-7-12(8-10-14)15-11-21-17(18)16(15)13-5-3-2-4-6-13/h2-10H,11H2,1H3

InChI key

RZJQGNCSTQAWON-UHFFFAOYSA-N

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This Item
SML2887SML1085SML1990
Rofecoxib ≥98% (HPLC)

Sigma-Aldrich

SML0613

Rofecoxib

Firocoxib ≥98% (HPLC)

Sigma-Aldrich

SML2887

Firocoxib

Retro-2 ≥98% (HPLC)

Sigma-Aldrich

SML1085

Retro-2

GW806742X ≥98% (HPLC)

Sigma-Aldrich

SML1990

GW806742X

form

powder

form

powder

form

powder

form

powder

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: 5 mg/mL, clear (warmed)

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: 10 mg/mL, clear (warmed)

solubility

DMSO: 2 mg/mL, clear

color

white to beige

color

white to beige

color

white to beige

color

white to beige

Application

Rofecoxib has been used in high performance bioaffinity chromatography.[1]

Biochem/physiol Actions

Rofecoxib is a selective cyclooxygenase-2 (COX-2) inhibitor with >800-fold COX-2 selectivity in CHO cells expressing human COX-1 and COX-2.
Rofecoxib is a selective cyclooxygenase-2 (COX-2) inhibitor.
Rofecoxib is derived from furanone[2] and has the ability to cross human placenta.[3] Along with anti-inflammatory action, it possesses analgesic and antipyretic properties. Cytosolic hepatic enzymes are responsible for the metabolism of rofecoxib.[2] It is known to cause oligohydramnios and ductus arteriosus constrictions. Rofecoxib inhibits the action of CYP1A2 (cytochrome P450 family 1 subfamily A member 2).[3] It might be associated with aseptic meningitis.[2] Rofecoxib is known to ameliorate the risk of colorectal adenoma, but might contribute to toxicity.[4]

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000397677
0000397677
0000220378
0000220378
0000135068

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A randomized trial of rofecoxib for the chemoprevention of colorectal adenomas
Baron JA, et al.
Gastroenterology, 131(6), 1674-1682 (2006)
Yan-Hui Zou et al.
Frontiers in neuroscience, 14, 817-817 (2020-09-10)
Cyclooxygenase-2 (COX-2) is reported to be activated during the course of amyotrophic lateral sclerosis (ALS) development and progression. However, the roles of COX-2 in aggravating ALS and the underlying mechanism have been largely overlooked. To reveal the mechanisms, the canonical
Krista F Huybrechts et al.
Medical care, 55(6), 545-551 (2017-05-16)
Many countries lack fully functional pharmacovigilance programs, and public budgets allocated to pharmacovigilance in industrialized countries remain low due to resource constraints and competing priorities. Using 3 case examples, we sought to estimate the public health and economic benefits resulting
Handbook of Drug Interactions: A Clinical and Forensic Guide, 361-361 (2003)
Rosivaldo S Borges et al.
Molecules (Basel, Switzerland), 24(1) (2019-01-06)
A drug design for safer phenylbutazone was been explored by reactivity and docking studies involving single electron transfer mechanism, as well as toxicological predictions. Several approaches about its structural properties were performed through quantum chemistry calculations at the B3LYP level
View All Related Papers

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