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SB 203580

CAS No.
152121-47-6
Chemical Name:
SB 203580
Synonyms
CS-42;SB SB;SB203850;PB 203580;RWJ 64809;SB 203580;SB 2035850;Adezmapimod;SB 203580, >=98%;SB203580;SB 203580
CBNumber:
CB1680333
Molecular Formula:
C21H16FN3OS
Molecular Weight:
377.43
MDL Number:
MFCD00922198
MOL File:
152121-47-6.mol
MSDS File:
SDS
Last updated:2024-11-18 21:14:07

SB 203580 Properties

Melting point 144-146
Boiling point 615.6±55.0 °C(Predicted)
Density 1.4
storage temp. -20°C
solubility DMSO: 50 mg/mL
form solid
pka 9.60±0.10(Predicted)
color white to off-white
Stability -200C
InChIKey CDMGBJANTYXAIV-UHFFFAOYSA-N
CAS DataBase Reference 152121-47-6(CAS DataBase Reference)
FDA UNII OU13V1EYWQ

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H318
Precautionary statements  P264-P270-P280-P301+P312-P305+P351+P338-P501
Hazard Codes  Xn
Risk Statements  22-41
Safety Statements  26-39
WGK Germany  3
HS Code  29333990
NFPA 704
0
3 0

SB 203580 price More Price(78)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 559389 SB 203580 152121-47-6 1mg $172 2024-03-01 Buy
Sigma-Aldrich 559389 SB 203580 152121-47-6 5mg $318 2024-03-01 Buy
TCI Chemical F0864 SB 203580 152121-47-6 25MG $105 2024-03-01 Buy
TCI Chemical F0864 SB 203580 152121-47-6 100MG $324 2024-03-01 Buy
Alfa Aesar J61482 SB 203580, 98% 152121-47-6 25mg $156 2023-06-20 Buy
Product number Packaging Price Buy
559389 1mg $172 Buy
559389 5mg $318 Buy
F0864 25MG $105 Buy
F0864 100MG $324 Buy
J61482 25mg $156 Buy

SB 203580 Chemical Properties,Uses,Production

Description

SB 203580 (152121-47-6) is a potent and selective inhibitor of p38 MAP kinase, IC50=50 and 500 nM for p38 and p38β2 respectively.1 No other kinases (in a panel of 30) were significantly inhibited including p38γ and δ at 10 μM.2?A potent inhibitor of inflammatory cytokine production (IC50=15-25 mg/kg in mice and rats) in animal models of arthritis, bone resorption, endotoxin shock and immune function.3

Chemical Properties

White to Off-White Solid

Uses

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

Uses

A p38 MAPK inhibitor with an IC50 range of 0.3-0.5 μM and blocks PKB phosphorylation with an IC50 range of 3-5 μM.

Uses

A pyridinyl imidazole which acts as a specific inhibitor of p38 MAP kinase. Does not inhibit the MAP kinase homologs JNK and p42 MAP kinase

Definition

ChEBI: A member of the class of imidazoles carrying 4-methylsulfinylphenyl, 4-pyridyl and 4-fluorophenyl substituents at positions 2, 4 and 5 respectively. An inhibitor of mitogen-activated protein kinase.

General Description

Reduces epirubicin-induced cell injury and caspase-3/7 activity. A highly specific, potent, cell-permeable, selective, reversible, and ATP-competitive inhibitor of p38 kinase (IC50 = 34 nM in vitro, 600 nM in cells). Also known as reactivating kinase (RK) and CSBP (cytokine synthesis anti-inflammatory drug binding protein). Does not significantly inhibit JNK or p42 MAP kinase even at 100 μM. Inhibits IL-1 and TNF-α production from LPS-stimulated human monocytes and the human monocyte cell line THP-1 (IC50 = 50-100 nM). SB 203580 has also been shown to be an effective inhibitor of inflammatory cytokine production in vivo in both mice and rats.

Biological Activity

Water-soluble salt of SB 203580 (4-[5-(4-Fluorophenyl)-2-[4-(methylsulfonyl)phenyl]-1H-imidazol-4-yl]pyridine ). Selective inhibitor of p38 mitogen-activated protein kinase (IC 50 values are 50 and 500 nM for SAPK2a/p38 and SAPK2b/p38 β 2 respectively). Displays 100-500-fold selectivity over LCK, GSK3 β and PKB α . Shown to inhibit interleukin-2-induced T-cell proliferation, cyclooxygenase-1 and -2, and thromboxane synthase.

Biochem/physiol Actions

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.

storage

+4°C (desiccate)

References

1) Cuenda et al. (1995), SB 203580 is a specific inhibitor of a MAP kinase homologue which is stimulated by cellular stresses and interleukin-1; FEBS Lett., 364 229 2) Davies et al. (2000), Specificity and mechanism of action of some commonly used protein kinase inhibitors; Biochem. J., 351 95 3) Badger et al. (1996), Pharmacological profile of SB 203580, a selective inhibitor of cytokine suppressive binding protein/p38 kinase, in animal models of arthritis, bone resorption, endotoxin shock and immune function; Pharmacol. Exp. Ther. 279 1453

SB 203580 Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 228)Suppliers
Supplier Tel Email Country ProdList Advantage
Capot Chemical Co.,Ltd.
+86-(0)57185586718 +86-13336195806 sales@capot.com China 29791 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32957 60
Biochempartner
0086-13720134139 candy@biochempartner.com CHINA 965 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63687 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49374 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29811 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32165 58
HANGZHOU CLAP TECHNOLOGY CO.,LTD
86-571-88216897,88216896 13588875226 sales@hzclap.com CHINA 6312 58

View Lastest Price from SB 203580 manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Adezmapimod pictures 2024-11-18 Adezmapimod
152121-47-6
US $30.00-64.00 / mg 99.87% 10g TargetMol Chemicals Inc.
	SB 203580 pictures 2020-02-01 SB 203580
152121-47-6
US $3.00 / KG 1KG 98% 100KG Career Henan Chemical Co
  • Adezmapimod pictures
  • Adezmapimod
    152121-47-6
  • US $30.00-64.00 / mg
  • 99.87%
  • TargetMol Chemicals Inc.
  • 	SB 203580 pictures
  • SB 203580
    152121-47-6
  • US $3.00 / KG
  • 98%
  • Career Henan Chemical Co

SB 203580 Spectrum

SB 203580 HYDROCHLORIDE SB 2035850 4-(4-FLUOROPHENYL)-2-(4-METHYLSULFINYLPHENYL)-5-(4-PYRIDYL) 1H-IMIDAZOLE 4-(4-FLUOROPHENYL)-2-(4-METHYLSULFINYLPHENYL)-5-(4-PYRIDYL)1H-IMIDAZOLE, HCL 4-[5-(4-FLUOROPHENYL)-2-(4-METHYLSULFINYLPHENYL)-3H-IMIDAZOL-4-YL]PYRIDINE 4-[5-(4-FLUOROPHENYL)-2-[4-(METHYLSULFONYL)PHENYL]-1H-IMIDAZOL-4-YL]PYRIDINE 4-[5-(4-FLUOROPHENYL)-2-[4-(METHYLSULPHONYL)PHENYL]-1H-IMIDAZOL-4-YL]PYRIDINE HYDROCHLORIDE 4-[5-(4-fluorophenyl)-2-[4-(methylsulfinyl)phenyl]-1H-imidazol-4-yl]pyridine 4-[4-(4-Fluorophenyl)-2-[4-(methylsulfinyl)phenyl]-1H-imidazol-5-yl]pyridine PB 203580 Pyridine, 4-[4-(4-fluorophenyl)-2-[4-(methylsulfinyl)phenyl]-1H-imidazol-5-yl]- 4-(4'-Fluorophenyl)-2-(4'-methylsulphinylphenyl)-5-(4'-pyridyl)imidazole SB 203580, >=98% 4-(4-Fluorophenyl)-2-(4-methylsulfinylphenyl)-5-(4-pyridyl)-1H-imidazole SB 203580 SB 203580 4-(4-Fluorophenyl)-2-(4-methylsulfinylphenyl)-5-(4-pyridyl)-1H-imidazole RWJ 64809 RWJ 64809; PB 203580 SB 203580 MAPK inhibitor (SB 203580) SB203580(RWJ 64809) SB 203580 - CAS 152121-47-6 - Calbiochem SB203580;SB 203580 SB203580 (RWJ 64809, PB 203580) CS-42 RWJ 64809;PB 203580;SB203580;SB-203580 SB SB SB 203580USP/EP/BP SB 203580 hydrochlor Adezmapimod SB 203580, ≥98% (HPLC) SB203850 Adezmapimod (SB203580 Inhibitor,SB-203580,PKBα,RWJ64809,inhibit,SAPK2a,GSK3β,Mitophagy,SB 203580,p38 MAPK,Mitochondrial Autophagy,Autophagy,LCK,RWJ-64809,Adezmapimod,SAPK2b,ATP-competitive 152121-47-6 C21H16FN3OSHCl C21H16FN3OS Cell Signaling and Neuroscience Cell Biology BioChemical Kinase/Phosphatase Biology MAPK-Activated Protein Kinase (MAPKAP Kinase) Serine/Threonine Kinase Inhibitors Inhibitors Selective inhibitor of p38 mitogen-activated protein kinase. inhibitor Signalling Intermediates & Fine Chemicals Pharmaceuticals Protein Kinase pharmacetical