S8307

SB 203580

≥98% (HPLC), solid, p38 MAPK inhibitor

• Synonyme(s) : 4-(4-Fluorophenyl)-2-(4-methylsulfinylphenyl)-5-(4-pyridyl)-1H-imidazole
• Formule empirique (notation de Hill): C₂₁H₁₆FN₃OS
• Numéro CAS: 152121-47-6
• Poids moléculaire : 377.43
• Numéro MDL: MFCD00922198
• Code UNSPSC : 12352200
• ID de substance PubChem : 24899788
• Nomenclature NACRES : NA.77

Propriétés

• product name: SB 203580, solid, ≥98% (HPLC)
• Niveau de qualité: 100
• Pureté: ≥98% (HPLC)
• Forme: solid
• Couleur: white to off-white
• Solubilité: DMSO: ≥20 mg/mL
• Température de stockage: −20°C
• Chaîne SMILES: CS(=O)c1ccc(cc1)-c2nc(-c3ccc(F)cc3)c([nH]2)-c4ccncc4
• InChI: 1S/C21H16FN3OS/c1-27(26)18-8-4-16(5-9-18)21-24-19(14-2-6-17(22)7-3-14)20(25-21)15-10-12-23-13-11-15/h2-13H,1H3,(H,24,25)
• Clé InChI: CDMGBJANTYXAIV-UHFFFAOYSA-N
• Informations sur le gène: human ... CYP1A2(1544) , CYP2C19(1557) , CYP2C9(1559) , CYP2D6(1565) , CYP3A4(1576) , IL1B(3553) , MAPK14(1432) , MAPK8IP2(23542) , RAF1(5894) , TNF(7124)

Description

Application

MDCK cells were treated with SB 203580 to study the role of MAPK signaling in inducing hypertonicity of cell membrane and potassium depletion.¹⁶ It was used to inhibit MAPK signaling in mouse cortical neurons¹⁷ and human hepatocellular carcinoma cell lines.¹⁸

Actions biochimiques/physiologiques

SB 203580 is a pyridinyl imidazole that suppresses the activation of MAPKAP kinase-2 and inhibits the phosphorylation of heat shock protein (HSP) 27 in response to IL-1, cellular stresses and bacterial endotoxin in vivo. It does not inhibit JNK or p42 MAP kinase and therefore, is useful for studying the physiological roles and targets of p38 MAPK and MAPKAP kinase-2. It has been shown to induce the activation of the serine/threonine kinase Raf-1 and has been reported to inhibit cytokine production.

Caractéristiques et avantages

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the MAPKs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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: 13 - Non Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves