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
• Empirical Formula (Hill Notation): C₁₈H₁₉FN₆
• CAS Number: 165806-53-1
• Molecular Weight: 338.38
• MDL number: MFCD02179213
• UNSPSC Code: 12352202
• NACRES: NA.77

Properties

• 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

Description

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

Warning

Toxicity: Standard Handling (A)

Reconstitution

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1