SB203580
| Code | Size | Price |
|---|
| AG-CR1-0030-M001 | 1 mg | £45.00 |
Quantity:
| AG-CR1-0030-M005 | 5 mg | £80.00 |
Quantity:
| AG-CR1-0030-M025 | 25 mg | £280.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
-20°C
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
4-(4-Fluorophenyl)-2-(4-methylsulfinylphenyl)-5-(4-pyridyl)1H-imidazole
Appearance:
White to off-white solid.
CAS:
152121-47-6
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS05,GHS07
Hazards:
H302, H318
InChi:
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)
InChiKey:
CDMGBJANTYXAIV-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 152121-47-6. Formula: C21H16FN3OS. MW: 377.4. Cell permeable, specific p38 MAP kinase inhibitor. Binds to the ATP binding site of p38 MAP kinase. T cell proliferation inhibitor. IL-2 production inhibitor. SAPK/JNK inhibitor. COX-1 and -2 inhibitor. Raf-1 activator. Apoptosis enhancer. Antiproliferative. PDK1 inhibitor. Anti-inflammatory. Review. Enhances cardiomyogenesis of human embryonic stem cells (hESCs).
MDL:
MFCD00922198
Molecular Formula:
C21H16FN3OS
Molecular Weight:
377.4
Package Type:
Vial
Precautions:
P264, P270, P280, P301, P312, P310
Product Description:
Cell permeable, specific p38 MAP kinase inhibitor [1, 2, 5]. Binds to the ATP binding site of p38 MAP kinase [3]. T cell proliferation inhibitor [4]. IL-2 production inhibitor [4]. SAPK/JNK inhibitor [5]. COX-1 and -2 inhibitor [6]. Raf-1 activator [7, 8]. Apoptosis enhancer [9]. Antiproliferative [10]. PDK1 inhibitor [10]. Anti-inflammatory [11]. Review [12]. Enhances cardiomyogenesis of human embryonic stem cells (hESCs) [13].
Purity:
>99% (HPLC)
Signal word:
Danger
SMILES:
C[S+]([O-])C1=CC=C(C=C1)C1=NC(=C(N1)C1=CC=NC=C1)C1=CC=C(F)C=C1
Solubility Chemicals:
Soluble in DMSO or methanol.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
References
SB 203580 is a specific inhibitor of a MAP kinase homologue which is stimulated by cellular stresses and interleukin-1: A. Cuenda, et al.; FEBS Lett. 364, 229 (1995) | Regulation of stress-induced cytokine production by pyridinylimidazoles; inhibition of CSBP kinase: T.F. Gallagher, et al.; Bioorg. Med. Chem. 5, 49 (1997) | Pyridinyl imidazole inhibitors of p38 mitogen-activated protein kinase bind in the ATP site: P.R. Young, et al.; J. Biol. Chem. 272, 12116 (1997) | A p38 MAP kinase inhibitor SB203580 inhibits CD28-dependent T cell proliferation and IL-2 production: S.G. Ward, et al.; Biochem. Soc. Trans. 25, 304S (1997) | The p38-MAPK inhibitor, SB203580, inhibits cardiac stress-activated protein kinases/c-Jun N-terminal kinases (SAPKs/JNKs): A. Clerk & P.H. Sugden; FEBS Lett. 426, 93 (1998) | Direct inhibition of cyclooxygenase-1 and -2 by the kinase inhibitors SB 203580 and PD 98059. SB 203580 also inhibits thromboxane synthase: A.G. B?rsch-Haubold, et al.; J. Biol. Chem. 273, 28766 (1998) | Raf-1 is activated by the p38 mitogen-activated protein kinase inhibitor, SB203580: A. Kalmes, et al.; FEBS Lett. 444, 71 (1999) | Effect of SB 203580 on the activity of c-Raf in vitro and in vivo: C.A. Hall-Jackson, et al.; Oncogene 18, 2047 (1999) | SB 203580, an inhibitor of p38 mitogen-activated protein kinase, enhances constitutive apoptosis of cytokine-deprived human eosinophils: H. Kankaanranta, et al.; J. Pharmacol. Exp. Ther. 290, 621 (1999) | The pyridinyl imidazole inhibitor SB203580 blocks phosphoinositide-dependent protein kinase activity, protein kinase B phosphorylation, and retinoblastoma hyperphosphorylation in interleukin-2-stimulated T cells independently of p38 mit: F.V. Lali, et al.; J. Biol. Chem. 275, 7395 (2000) | SB203580, a p38 mitogen-activated protein kinase inhibitor, suppresses the development of endometriosis by down-regulating proinflammatory cytokines and proteolytic factors in a mouse model: W.D. Zhou, et al.; Hum. Reprod. 25, 3110 (2010) | p38 MAP-kinases pathway regulation, function and role in human diseases: A. Cuenda & S. Rousseau; Biochim. Biophys. Acta 1773, 1358 (2007) | Distinct regulation of mitogen-activated protein kinase activities is coupled with enhanced cardiac differentiation of human embryonic stem cells: H. Kempf, et al.; Stem Cell Res. 7, 198 (2011) | Hypoxia/reoxygenation-induced HMGB1 translocation and release promotes islet proinflammatory cytokine production and early islet graft failure through TLRs signaling: Y. Cheng, et al. Biochim. Biophys. Acta 1863, 354 (2017) | Palmitic acid induces guanylin gene expression through the toll-like receptor 4/nuclear factor kappaB pathway in rat macrophages: S. Akieda-Asai, et al.; Am. J. Cell Physiol. ahead of print (2019)