Skip to Content
Merck
All Photos(1)

Documents

Safety Information

567305

Sigma-Aldrich

SKF-86002

A cell-permeable, reversible, and ATP-competitive cytokine-suppressive anti-inflammatory drug (CSAID).

Synonym(s):

SKF-86002, 6-(4-Fluorophenyl)-2,3-dihydro-5-(4-pyridyl)imidazo[2,1-b]thiazole

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C16H12FN3S
CAS Number:
72873-74-6
Molecular Weight:
297.35
MDL number:
MFCD00869367
UNSPSC Code:
12352200

Quality Level

100

Assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

DMSO: 5 mg/mL

shipped in

ambient

storage temp.

2-8°C

InChI

1S/C16H12FN3S/c17-13-3-1-11(2-4-13)14-15(12-5-7-18-8-6-12)20-9-10-21-16(20)19-14/h1-8H,9-10H2

InChI key

YOELZIQOLWZLQC-UHFFFAOYSA-N

General description

A cell-permeable, reversible, and ATP-competitive cytokine-suppressive anti-inflammatory drug (CSAID). A bicyclic imidazole that inhibits lipolysaccharide (LPS)-stimulated human monocyte IL-1 and TNF-α production (IC50 = 1 µM). Also acts as an inhibitor of both cyclooxygenase and 5-lipoxygenase. SKF-86002 also acts as a specific p38 MAP kinase inhibitor.
A cytokine-suppressive anti-inflammatory drug (CSAID). A bicyclic imidazole that inhibits lipolysaccharide (LPS)-stimulated human monocyte IL-1 and TNF-α production (IC50 = 1 µM). Also acts as an inhibitor of both cyclooxygenase and 5-lipoxygenase. SKF-86002 also acts as a specific p38 MAP kinase inhibitor.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
(LPS)-stimulated IL-1 and TNF-α production
Product competes with ATP.
Reversible: yes
Target IC50: 1 µM inhibiting lipolysaccharide (LPS)-stimulated human monocyte IL-1 and TNF-α production

Warning

Toxicity: Irritant (B)

Other Notes

Frasch, S.C., et al. 1998. J. Biol. Chem. 273, 8389.
Blanque, R., et al. 1997. Drugs Exp. Clin. Res. 23, 63.
Lee, J.C., et al. 1995. Nature 372, 739.
Prichett, W., et al. 1995. J. Inflamm. 45, 97.
Lee, J.C., et al. 1993. Ann. N.Y. Acad. Sci. 696, 149.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

567305-MG:
567305-1.1ML:
567305-5MG:

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service