SB 239063 structure, CAS 193551-21-2

SB 239063

CAS Number193551-21-2

Synonymstrans-1-(4-Hydroxycyclohexyl)-4-(4-fluorophenyl)-5-(2-methoxypyridimidin-4-yl)imidazole; Kinome_3168; Tocris-1962; SB 239063

Molecular FormulaC20H21FN4O2

Molecular Weight368.40500

Purity

Density1.35g/cm3

Boiling Point594.8ºC at 760 mmHg

Melting Point

Flash Point

Appearance

EINECS

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Cat. No.: 2A-1170269 Purity:
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Chemical & Physical Properties
CAS Number193551-21-2
Catalog No.2A-1170269
Chinese NameSB 239063
Synonymstrans-1-(4-Hydroxycyclohexyl)-4-(4-fluorophenyl)-5-(2-methoxypyridimidin-4-yl)imidazole; Kinome_3168; Tocris-1962; SB 239063
Molecular FormulaC20H21FN4O2
Molecular Weight368.40500
Density1.35g/cm3
Boiling Point594.8ºC at 760 mmHg
Storage Condition-20°C
ApplicationSB 239063 is a selective inhibitor of p38 MAPK, with an IC50 of 44 nM for p38α, which is 220 times more potent than ERK, JNK1 and other kinases.
PubChem ID7646389
SMILESCOc1nccc(-c2c(-c3ccc(F)cc3)ncn2C2CCC(O)CC2)n1
InChIInChI=1S/C20H21FN4O2/c1-27-20-22-11-10-17(24-20)19-18(13-2-4-14(21)5-3-13)23-12-25(19)15-6-8-16(26)9-7-15/h2-5,10-12,15-16,26H,6-9H2,1H3
InChI KeyZQUSFAUAYSEREK-UHFFFAOYSA-N
Hazard Symbolstransportation
MSDSmsds/170414_2_193551_21_2.pdf
BioactivitySB 239063 is a potent and selective p38 MAPK inhibitor (IC50 = 44 nM for p38α). SB 239063 displays > 220-fold selectivity over ERK, JNK1 and other kinases; ~ 3-fold more selective than SB 203580. IC50 value: 44 nM ( p38α)Target: p38 MAPKSB 239063 reduces inflammatory cytokine production and is neuroprotective following oral administration in vivo. Related Catalog Signaling Pathways >> MAPK/ERK Pathway >> p38 MAPK Research Areas >> Inflammation/Immunology References [1]. Bison S, et al. Effect of the p38 MAPK inhibitor SB-239063 on Lipopolysaccharide-induced psychomotor retardation and peripheral biomarker alterations in rats.Eur J Pharmacol. 2011 Jul 1;661(1-3):49-56. Epub 2011 Apr 27. [2]. Ward KW, et al. SB-239063, a potent and selective inhibitor of p38 map kinase: preclinical pharmacokinetics and species-specific reversible isomerization.Pharm Res. 2001 Sep;18(9):1336-44. [3]. Barone FC, et al. SB 239063, a second-generation p38 mitogen-activated protein kinase inhibitor, reduces brain injury and neurological deficits in cerebral focal ischemia.J Pharmacol Exp Ther. 2001 Feb;296(2):312-21. [4]. Underwood et al (2000) SB 239063, a potent p38 MAP kinase inhibitor, reduces inflammatory cytokine production, airways eosinophil infiltration, and persistence. J.Pharmacol.Exp.Ther. 293 281. [5]. Legos et al (2002) The selective p38 inhibitor SB-239063 protects primary neurons from mild to moderate excitotoxic injury. Eur.J.Pharmacol. 447 37. [6]. Matthew Huentelman, et al. Methods of treating memory loss and enhancing memory performance. US 20120245188 A1. Chemical & Physical Properties Density 1.35g/cm3 Boiling Point 594.8ºC at 760 mmHg Molecular Formula C20H21FN4O2 Molecular Weight 368.40500 Flash Point 313.5ºC Exact Mass 368.16500 PSA 73.06000 LogP 3.63080 Vapour Pressure 5.42E-15mmHg at 25°C Index of Refraction 1.655 InChIKey ZQUSFAUAYSEREK-UHFFFAOYSA-N SMILES COc1nccc(-c2c(-c3ccc(F)cc3)ncn2C2CCC(O)CC2)n1 Storage condition -20°C
Use ofSB 239063 is a potent and selective p38 MAPK inhibitor (IC50 = 44 nM for p38α). SB 239063 displays > 220-fold selectivity over ERK, JNK1 and other kinases; ~ 3-fold more selective than SB 203580. IC50 value: 44 nM ( p38α)Target: p38 MAPKSB 239063 reduces inflammatory cytokine production and is neuroprotective following oral administration in vivo. Properties Name 4-[4-(4-fluorophenyl)-5-(2-methoxypyrimidin-4-yl)imidazol-1-yl]cyclohexan-1-ol Synonym More Synonyms SB 239063 Biological Activity Description SB 239063 is a potent and selective p38 MAPK inhibitor (IC50 = 44 nM for p38α). SB 239063 displays > 220-fold selectivity over ERK, JNK1 and other kinases; ~ 3-fold more selective than SB 203580. IC50 value: 44 nM ( p38α)Target: p38 MAPKSB 239063 reduces inflammatory cytokine production and is neuroprotective following oral administration in vivo. Related Catalog Signaling Pathways >> MAPK/ERK Pathway >> p38 MAPK Research Areas >> Inflammation/Immunology References [1]. Bison S, et al. Effect of the p38 MAPK inhibitor SB-239063 on Lipopolysaccharide-induced psychomotor retardation and peripheral biomarker alterations in rats.Eur J Pharmacol. 2011 Jul 1;661(1-3):49-56. Epub 2011 Apr 27. [4]. Underwood et al (2000) SB 239063, a potent p38 MAP kinase inhibitor, reduces inflammatory cytokine production, airways eosinophil infiltration, and persistence. J.Pharmacol.Exp.Ther. 293 281. [5]. Legos et al (2002) The selective p38 inhibitor SB-239063 protects primary neurons from mild to moderate excitotoxic injury. Eur.J.Pharmacol. 447 37. [6]. Matthew Huentelman, et al. Methods of treating memory loss and enhancing memory performance. US 20120245188 A1. Chemical & Physical Properties Molecular Formula C20H21FN4O2 Exact Mass 368.16500 PSA 73.06000 LogP 3.63080 Index of Refraction 1.655 InChIKey ZQUSFAUAYSEREK-UHFFFAOYSA-N
Transport InfoProduct name: Purity: 98.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available
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