| Identification | Back Directory | [Name]
SB 202190 | [CAS]
152121-30-7 | [Synonyms]
FHPI
CS-403
CS-1907
CS-1908
SB202109
SB 202190
Aids110355
Aids-110355
SB202190 (FHPI)
SB 202190, >=98%
SB-202190; SB 202190
InSolution? SB 202190
SB 202190 ISO 9001：2015 REACH
SB 202190 - CAS 152121-30-7 - Calbiochem
InSolution SB 202190 - CAS 152121-30-7 - Calbiochem
4-[4-(4-FLUOROPHENYL)-5-(4-PYRIDINYL)-1H-IMIDAZOL-2-YL]PHENOL
4-(4-(4-fluorophenyl)-5-(pyridin-4-yl)-2H-imidazol-2-yl)phenol
4-(4-(4-fluorophenyl)-5-(pyridin-4-yl)-1H-iMidazol-2-yl)phenol
Phenol, 4-[4-(4-fluorophenyl)-5-(4-pyridinyl)-1H-imidazol-2-yl]-
4-(4-FLUOROPHENYL)-2-(4-HYDROXYPHENYL)-5-(4-PYRIDYL)-1H-IMIDAZOLE
2-(4-hydroxy-phenyl-)-4-(4-fluoro-phenyl-)-5-(pyrid-4-yl)-imidazole
4-(4-fluorophenyl)-2-(4-hydroxyphenyl)-5-(pyridin-4-yl)-1H-imidazole
2-(2-allylcarbamoylimino-5-nitro-thiazol-3-yl)-N-carbamoyl-acetamide
SB 202190,4-(4-Fluorophenyl)-2-(4-hydroxyphenyl)-5-(4-pyridyl)-1H-imidazole
4-(4-Fluorophenyl)-2-(4-hydroxyphenyl)-5-(4-pyridyl)-1H-imidazole SB 202190 | [Molecular Formula]
C20H14FN3O | [MDL Number]
MFCD00941964 | [MOL File]
152121-30-7.mol | [Molecular Weight]
331.34 |
| Chemical Properties | Back Directory | [Melting point ]
240-243℃ | [Boiling point ]
565.7±50.0 °C(Predicted) | [density ]
1.31 | [RTECS ]
SL4584000 | [storage temp. ]
2-8°C
| [solubility ]
DMSO: 30 mg/mL, soluble
| [form ]
Pale yellow solid | [pka]
9.14±0.15(Predicted) | [color ]
pale yellow
| [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 2 months. | [InChIKey]
QHKYPYXTTXKZST-UHFFFAOYSA-N |
| Hazard Information | Back Directory | [Description]
SB 202190 is a selective, potent, cell-permeable inhibitor of p38 MAP kinases, inhibiting p38α (SAPK2A, MAPK14) and p38β (SAPK2B, MAPK11) with IC50 values of 50 and 100 nM, respectively.1,2 When tested at 10 μM, SB 202190 has negligible effects on a range of other kinases, including other MAP kinases (ERKs, JNKs).2 Pyridinyl imidazole inhibitors, including this compound, directly bind p38 MAP kinases in the ATP binding pocket.3 Recently, SB 202190 has been used to elucidate the roles of p38 MAP kinases in inflammatory cytokine expression, nicotine-induced receptor expression, and HIV-mediated depressive disorder.4,5,6 | [Uses]
SB 202190 is a DFG inhibitor used in the treatment of colorectal cancer. It is a highly selective, potent inhibitor of p38 MAP kinase. SB-202190 is able to promote proliferation of C6 cells in lower c
oncentration but induced apoptosis in higher levels. Studies show that SB202190 can protect neural function from ischemia/reperfusion injury and regulate the activation of Bcl-2 and Bax protein after
ischemia/reperfusion in rat. | [Definition]
ChEBI: A member of the class of imidazoles that is 1H-imidazole in which the hydrogens at positions 2, 4, and 5 are replaced by 4-hydroxyphenyl, pyridin-4-yl, and 4-fluorophenyl groups, respectively. It is a widely used inhibitor of mitogen-act
vated protein kinase (MAPK) alpha and beta. | [General Description]
A potent, reversible, competitive, and cell-permeable inhibitor of p38 MAP kinase. Inhibits p38 phosphorylation of myelin basic protein (MBP) with no effect on the activity of the ERK or JNK MAP kinase subgroups. Also inhibits the kinase activity of p38β (Ki = 16 nM; IC50 = 350 nM) and p38 phosphorylation of activating transcription factor 2 (ATF-2; IC50 = 280 nM). Blocks LPS-induced TNF-α and interleukin biosynthesis. Reported to induce LDL receptor expression in Hep52 cells. A 1 mg/ml solution of SB 202190 (Cat. No. 559397) in anhydrous DMSO is also available. | [Biological Activity]
A highly selective, potent and cell-permeable inhibitor of p38 MAP kinase. Binds within the ATP pocket of the active kinase (K d = 38 nM, as measured in recombinant human p38), and selectively inhibits the p38 α and β isoforms (IC 50 = 50 and 100 nM at SAPK2a/p38 and SAPK2b/p38 β 2 respectively). Also available as part of the MAPK Inhibitor Tocriset™ . | [Biochem/physiol Actions]
Cell permeable: yes | [storage]
-20°C | [References]
1) Young et al. (1997), Pyridinyl imidazole inhibitors of p38 mitogen-activated protein kinase bind in the ATP site; J. Biol. Chem., 272 12116
2) Davies et al. (2000), Specificity and mechanism of action of some commonly used protein kinase inhibitors; Biochem. J., 351 95
3) Manthey et al. (1998), SB202190, a selective inhibitor of p38 mitogen-activated protein kinase, is a powerful regulator of LPS-induced mRBAs in monocytes; J. Leukoc. Biol., 64 409
4) Nemoto et al. (1998), Induction of apoptosis by SB202190 through inhibition of p38β mitogen-activated protein kinase; J. Biol. Chem., 273 16415 |
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