506172

p38 MAP Kinase Inhibitor X, BIRB 796

The p38 MAP Kinase Inhibitor X, BIRB 796, also referenced under CAS 285983-48-4, controls the biological activity of p38 MAP Kinase. This small molecule/inhibitor is primarily used for Phosphorylation & Dephosphorylation applications.

• Synonyme(s) : p38 MAP Kinase Inhibitor X, BIRB 796, Doramapimod, BIRB796, 1-(5- tert-Butyl-2- p-tolyl-2H-pyrazol-3-yl)-3-[4-(2-morpholin-4-yl-ethoxy)naphthalen-1-yl]urea, JNK Inhibitor XVII, Doramapimod, BIRB796, 1-(5-tert-Butyl-2-p-tolyl-2H-pyrazol-3-yl)-3-[4-(2-morpholin-4-yl-ethoxy)naphthalen-1-yl]urea, JNK Inhibitor XVII
• Formule empirique (notation de Hill): C₃₁H₃₇N₅O₃
• Numéro CAS: 285983-48-4
• Poids moléculaire : 527.66
• Numéro MDL: MFCD09752957
• Code UNSPSC : 12352200
• Nomenclature NACRES : NA.77

Propriétés

• Niveau de qualité: 100
• Pureté: ≥97% (HPLC)
• Forme: solid
• Fabricant/nom de marque: Calbiochem^®
• Conditions de stockage: OK to freeze; protect from light
• Couleur: white
• Solubilité: DMSO: 50 mg/mL, clear, colorless
• Conditions d'expédition: ambient
• Température de stockage: 2-8°C
• Chaîne SMILES: CC1=CC=C(N2C(NC(NC3=CC=C(OCCN4CCOCC4)C5=C3C=CC=C5)=O)=CC(C(C)(C)C)=N2)C=C1
• InChI: 1S/C31H37N5O3/c1-22-9-11-23(12-10-22)36-29(21-28(34-36)31(2,3)4)33-30(37)32-26-13-14-27(25-8-6-5-7-24(25)26)39-20-17-35-15-18-38-19-16-35/h5-14,21H,15-20H2,1-4H3,(H2,32,33,37)
• Clé InChI: MVCOAUNKQVWQHZ-UHFFFAOYSA-N

Description

Description générale

A cell-permeable pyrazolo-napthalenyl urea compound that acts as a highly potent, slowly binding (IC₅₀ = 8 and 97 nM, respectively, against human p38α, respectively, with or without 2 h preincubation), but high affinity (t_1/2 of dissociation from human p38α = 23 h), p38-selective inhibitor by simultaneously targeting the ATP-binding site and an adjacent DFG-out conformation-specific allosteric cavity. It inhibits JNK2α2 and c-Raf-1 only at much higher concentrations (IC₅₀ = 98 nM and 1.4 µM, respectively) and displays little or no activity toward 10 other kinases (IC₅₀ >20 µM). Shown to inhibit LPS-induced TNF-α production both in vitro (IC₅₀ = 18 and 780 nM using THP-1 cells and in human whole blood, respectively) and in mice in vivo (by 84%; 30 mg/kg p.o.).

A cell-permeable pyrazolo-napthalenyl urea compound that acts as a highly potent, slowly binding (IC₅₀ = 8 and 97 nM, respectively, against human p38α, respectively, with or without 2 h preincubation), but high affinity (t_1/2 of dissociation from human p38α = 23 h), p38-selective inhibitor by simultaneously targeting the ATP-binding site and an adjacent DFG-out conformation-specific allosteric cavity. It inhibits JNK2α2 and c-Raf-1 only at much higher concentrations (IC₅₀ = 98 nM and 1.4 µM, respectively) and displays little or no activity toward 10 other kinases (IC₅₀ >20 µM). Shown to inhibit LPS-induced TNF-α production in cultures in vitro (IC₅₀ = 18 and 780 nM using THP-1 cells and in human whole blood, respectively) and in mice in vivo (by 84% and 63%, respectively, with oral dosage of 30 mg/kg and 10 mg/kg).

Conditionnement

Packaged under inert gas

Avertissement

Toxicity: Regulatory Review (Z)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Autres remarques

Liu. Y. and Gray, N.S., 2006. Nat. Chem. Biol.2, 358.
Regan, J., et al. 2003. J. Med. Chem.46, 4676.
Pargellis, C., et al. 2002. Nat. Struct. Biol.9, 268.
Regan, J., et al. 2002. J. Med. Chem.45, 2994.

Informations légales

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

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H302
• Conseils de prudence: P264 - P270 - P301 + P312 - P501
• Classification des risques: Acute Tox. 4 Oral
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable