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;SB203850;PB 203580;RWJ 64809;SB 203580;SB 2035850;Adezmapimod;SB 203580, >=98%;SB203580;SB 203580
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
InChIKey
CDMGBJANTYXAIV-UHFFFAOYSA-N
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
$172
Updated
2024/03/01
Sigma-Aldrich
Product number
559389
Product name
SB 203580
Packaging
5mg
Price
$318
Updated
2024/03/01
TCI Chemical
Product number
F0864
Product name
SB 203580
Packaging
25MG
Price
$105
Updated
2024/03/01
TCI Chemical
Product number
F0864
Product name
SB 203580
Packaging
100MG
Price
$324
Updated
2024/03/01
Alfa Aesar
Product number
J61482
Product name
SB 203580, 98%
Packaging
25mg
Price
$156
Updated
2023/06/20
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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) 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

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SB 203580 Suppliers

Shanghaizehan biopharma technology co., Ltd.
Tel
021-61350663 13052117465
Fax
021-61350662
Email
sales@zehanbiopharma.com
Country
China
ProdList
994
Advantage
55
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2923
Advantage
55
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
Chembest Research Laboratories Limited
Tel
021-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6011
Advantage
61
Ascent Scientific
Tel
4401179829988
Fax
4402030 700 369
Email
customerservice@ascentscientific.co.uk
Country
United Kingdom
ProdList
279
Advantage
60
Shanghai Yuanding Chem. Sci. & Tech. Co., Ltd.
Tel
21-57721279
Fax
QQ:14057904
Email
sales@shydchem.com.cn
Country
China
ProdList
982
Advantage
56
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
zhangsn@titansci.com
Country
China
ProdList
14113
Advantage
59
VDM Biochemicals
Tel
0330-2528181
Fax
0330-2528171
Email
sales@vdmbio.com
Country
United States
ProdList
510
Advantage
64
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32344
Advantage
50
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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:


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  • 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
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  • SB 203580, >=98%
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  • RWJ 64809
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  • SB 203580 - CAS 152121-47-6 - Calbiochem
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  • 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
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  • Selective inhibitor of p38 mitogen-activated protein kinase.
  • inhibitor
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  • Intermediates & Fine Chemicals
  • Pharmaceuticals
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  • pharmacetical