AdipoGen Life Sciences

SB203580

CHF 45.00
In stock
AG-CR1-0030-M0011 mgCHF 45.00
AG-CR1-0030-M0055 mgCHF 115.00
AG-CR1-0030-M02525 mgCHF 440.00
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Product Details
Synonyms 4-(4-Fluorophenyl)-2-(4-methylsulfinylphenyl)-5-(4-pyridyl)1H-imidazole
Product Type Chemical
Properties
Formula

C21H16FN3OS

MW 377.4
CAS 152121-47-6
Purity Chemicals ≥99% (HPLC)
Appearance White to off-white solid.
Solubility Soluble in DMSO or methanol.
InChi Key CDMGBJANTYXAIV-UHFFFAOYSA-N
Smiles C[S+]([O-])C1=CC=C(C=C1)C1=NC(=C(N1)C1=CC=NC=C1)C1=CC=C(F)C=C1
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
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].
Product References
  1. 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)
  2. Regulation of stress-induced cytokine production by pyridinylimidazoles; inhibition of CSBP kinase: T.F. Gallagher, et al.; Bioorg. Med. Chem. 5, 49 (1997)
  3. 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)
  4. 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)
  5. 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)
  6. Direct inhibition of cyclooxygenase-1 and -2 by the kinase inhibitors SB 203580 and PD 98059. SB 203580 also inhibits thromboxane synthase: A.G. Börsch-Haubold, et al.; J. Biol. Chem. 273, 28766 (1998)
  7. Raf-1 is activated by the p38 mitogen-activated protein kinase inhibitor, SB203580: A. Kalmes, et al.; FEBS Lett. 444, 71 (1999)
  8. 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)
  9. 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)
  10. 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)
  11. 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)
  12. p38 MAP-kinases pathway regulation, function and role in human diseases: A. Cuenda & S. Rousseau; Biochim. Biophys. Acta 1773, 1358 (2007)
  13. 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)
  14. 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)
  15. Palmitic acid induces guanylin gene expression through the toll-like receptor 4/nuclear factor κB pathway in rat macrophages: S. Akieda-Asai, et al.; Am. J. Cell Physiol. ahead of print (2019)
  16. Extracellular stimulation of lung fibroblasts with arachidonic acid increases interleukin 11 expression through p38 and ERK signaling: K. Sasaki, et al.; Biol. Chem. ahead of print (2022)
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