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559396

SB 220025

A cell-permeable, potent, reversible, ATP-competitive, and specific inhibitor of human p38 MAP Kinase (IC50 = 60 nM).

Synonym(s):

SB 220025, 5-(2-Amino-4-pyrimidinyl)-4-(4-fluorophenyl)-1-(4-piperidinlyl)imidazole, p38 MAP Kinase Inhibitor XIV

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About This Item

Empirical Formula (Hill Notation):
C18H19FN6
CAS Number:
165806-53-1
Molecular Weight:
338.38
MDL number:
MFCD02179213
UNSPSC Code:
12352202
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze, desiccated (hygroscopic), protect from light
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Quality Level

100

assay

≥98% (HPLC)

form

solid

potency

60 nM IC50

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, desiccated (hygroscopic), protect from light

color

white to pale yellow

solubility

DMSO: 22 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

Fc1ccc(cc1)c2nc[n](c2c4nc(ncc4)N)C3CCNCC3

InChI

1S/C18H19FN6/c19-13-3-1-12(2-4-13)16-17(15-7-10-22-18(20)24-15)25(11-23-16)14-5-8-21-9-6-14/h1-4,7,10-11,14,21H,5-6,8-9H2,(H2,20,22,24)

InChI key

VSPFURGQAYMVAN-UHFFFAOYSA-N

General description

A cell-permeable, potent, reversible, ATP-competitive, and specific inhibitor of human p38 MAP Kinase (IC50 = 60 nM). Binds to an extended pocket in the active site of the enzyme. Exhibits over 2000-fold greater selectivity for p38 MAPK over ERK (p42/p44 MAP kinase), 500-fold over PKA, 50-fold over PKC, and >1000-fold over EGFR. Also acts as a potent inhibitor of angiogenesis and as an inhibitor of LPS-induced TNF-α production.

Please note that the molecular weight for this compound is batch-specific due to variable water content.
A potent and specific inhibitor of human p38 mitogen-activated protein (MAP) kinase (IC50 = 60 nM). Binds to an extended pocket in the active site of the enzyme. Exhibits >2500-fold greater selectivity for p38 MAPK over ERK (p42/p44 MAP kinase), 500-fold over PKA, 50-fold over PKC, and >1600-fold over EGFRK. Also acts as a potent inhibitor of angiogenesis and as an inhibitor of LPS-induced TNF-α production.

Biochem/physiol Actions

Primary Target
P38MAPK

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Jackson, J.R., et al. 1998. J. Pharmacol. Exp. Ther.284, 687.
Wang, Z., et al. 1998. Structure6, 1117.

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 1

Certificates of Analysis (COA)

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Global Trade Item Number

SKUGTIN
559396-500UG07790788051549