ChemicalBook > CAS DataBase List > SB 203580

SB 203580

Product Name: SB 203580
CAS No.: 152121-47-6
Chemical Name: SB 203580
Synonyms: CS-42;SB SB;SB 2358;SB203850;PB 203580;RWJ 64809;SB 203580;SB 2035850;Adezmapimod;SB 203580, >=98%
CBNumber: CB1680333
Molecular Formula: C21H16FN3OS
Formula Weight: 377.43
MOL File: 152121-47-6.mol

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SB 203580 Property

Melting point:: 144-146
Boiling point:: 615.6±55.0 °C(Predicted)
Density: 1.4
storage temp.: -20°C
solubility: DMSO: 50 mg/mL
pka: 9.60±0.10(Predicted)
form: solid
color: white to off-white
Stability:: -200C
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
SMILES: C1=NC=CC(C2NC(C3=CC=C(S(C)=O)C=C3)=NC=2C2=CC=C(F)C=C2)=C1
CAS DataBase Reference: 152121-47-6(CAS DataBase Reference)

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Safety

Hazard Codes: Xn
Risk Statements: 22-41
Safety Statements: 26-39
WGK Germany: 3
HS Code: 29333990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H318Causes serious eye damage

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 559389
Product name: SB 203580
Packaging: 1mg
Price: $186
Updated: 2025/07/31

Sigma-Aldrich

Product number: 559398
Product name: SB 203580
Purity: InSolution, ≥98%, 1 mg/ml, reversible inhibitor of p38 MAP kinase
Packaging: 1ml
Price: $189
Updated: 2025/07/31

Sigma-Aldrich

Product number: 559389
Product name: SB 203580
Packaging: 5mg
Price: $327
Updated: 2025/07/31

TCI Chemical

Product number: F0864
Product name: SB 203580
Packaging: 25MG
Price: $100
Updated: 2025/07/31

TCI Chemical

Product number: F0864
Product name: SB 203580
Packaging: 100MG
Price: $308
Updated: 2025/07/31

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SB 203580 Chemical Properties,Usage,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

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

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

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

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] ANA CUENDA . SB 203580 is a specific inhibitor of a MAP kinase homologue which is stimulated by cellular stresses and interleukin-1[J]. FEBS Letters, 1995, 364 2: Pages 229-233. DOI:10.1016/0014-5793(95)00357-f
[2] S. DAVIES. Specificity and mechanism of action of some commonly used protein kinase inhibitors.[J]. The Ukrainian Biochemical Journal, 2000, 24 1: 95-105. DOI:10.1042/bj3510095
[3] A M BADGER. 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.[J]. Journal of Pharmacology and Experimental Therapeutics, 1996, 279 3: 1453-1461.

SB 203580 Preparation Products And Raw materials

Raw materials

Preparation Products

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SB 203580 Suppliers

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View Lastest Price from SB 203580 manufacturers

Career Henan Chemical Co

Product: SB 203580 152121-47-6
Price: US $3.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 100KG
Release date: 2020-01-29

152121-47-6, SB 203580Related Search:

SB 203580 (hydrochloride) SB242235 2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-imidazol-4-yl)-6-methylpyridine hydrate hydrochloride Ispinesib U0126-EtOH MK-2206 2HCl 1,9-Pyrazoloanthrone PD 98059 SCH772984 SB-705498 4'-CHLORO-3-METHOXYCINNAMANILIDE 6-[2-tert-Butyl-5-(6-methyl-pyridin-2-yl)-1H-imidazol-4-yl]-quinoxaline SB1317 SB 269970 HYDROCHLORIDE 5-[2-[4-[2-(Dimethylamino)ethoxy]phenyl]-5-(4-pyridinyl)-1H-imidazol-4-yl]-2,3-dihydro-1H-inden-1-one oxime SB 431542 SB 202190 LY 294002 Hydrochloride

SB 203580 HYDROCHLORIDE

MAPK inhibitor (SB 203580)

SB203580(RWJ 64809)

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

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

SB 203580 (DMSO solution), p38 MAPK inhibitor

SB 203580, p38 MAPK inhibitor

Adezmapimod, 10 mM in DMSO

SB 2358

Adezmapimod (Synonyms: SB 203580

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