Skip to Content
MilliporeSigma

Key Documents

View All Documentation

Skip To

S8307

SB 203580

≥98% (HPLC), solid, p38 MAPK inhibitor

Synonym(s):

4-(4-Fluorophenyl)-2-(4-methylsulfinylphenyl)-5-(4-pyridyl)-1H-imidazole

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View
Pack SizeSKUAvailabilityPrice
1 mg

Available to ship TODAYfromMILWAUKEE

$245.00

About This Item

Empirical Formula (Hill Notation):
C21H16FN3OS
CAS Number:
152121-47-6
Molecular Weight:
377.43
UNSPSC Code:
12352200
PubChem Substance ID:
24899788
NACRES:
NA.77
MDL number:
MFCD00922198
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100

$245.00

Available to ship TODAYDetails

​
Request a Bulk Order
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

SB 203580, solid, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

solid

color

white to off-white

solubility

DMSO: ≥20 mg/mL

storage temp.

−20°C

SMILES string

CS(=O)c1ccc(cc1)-c2nc(-c3ccc(F)cc3)c([nH]2)-c4ccncc4

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)

InChI key

CDMGBJANTYXAIV-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544), CYP2C19(1557), CYP2C9(1559), CYP2D6(1565), CYP3A4(1576), IL1B(3553), MAPK14(1432), MAPK8IP2(23542), RAF1(5894), TNF(7124)

Application

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

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.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the MAPKs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Compare Similar Items

View Full Comparison

Show Differences

1 of 1

This Item
S7067S8822559389
SB 203580 solid, ≥98% (HPLC)

Sigma-Aldrich

S8307

SB 203580

SB 202190 ≥98% (HPLC)

Sigma-Aldrich

S7067

SB 202190

SB-525334 ≥98% (HPLC)

Sigma-Aldrich

S8822

SB-525334

SB 203580 SB 203580, CAS 152121-47-6, is a highly specific, potent, cell-permeable, selective, reversible, and ATP-competitive inhibitor of p38 MAP kinase (IC50 = 34 nM in vitro, 600 nM in cells).

Sigma-Aldrich

559389

SB 203580

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

form

solid

form

powder

form

solid

form

film (Thin)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

solubility

DMSO: ≥20 mg/mL

solubility

DMSO: 10 mg/mL, clear

solubility

DMSO: ≥20 mg/mL

solubility

DMSO: 30 mg/mL

color

white to off-white

color

faintly yellow, to beige

color

yellow

color

-

Still not finding the right product?

Explore all of our products under SB 203580

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000531273
0000499717
0000499717
0000395083
0000392886

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Articles

Discover Bioactive Small Molecules for Kinase Phosphatase Biology

Discover Bioactive Small Molecules for Kinase Phosphatase Biology

Harini Lakshminarasimhan et al.
Scientific reports, 7(1), 4533-4533 (2017-07-05)
Doxorubicin (DOX), a common chemotherapeutic agent, impairs synaptic plasticity. DOX also causes a persistent increase in basal neuronal excitability, which occludes serotonin-induced enhanced excitability. Therefore, we sought to characterize and reverse DOX-induced physiological changes and modulation of molecules implicated in
S Hashimoto et al.
Biochemical and biophysical research communications, 258(2), 443-447 (1999-05-18)
We examined the regulatory role of a reduction/oxidation (redox) control protein, thioredoxin (TRX), in tumor necrosis factor-alpha (TNF-alpha)-induced p38 MAP kinase activation and p38 MAP kinase-mediated cytokine expression utilizing TRX-transfected murine L929 cells (TRX14). The results showed that TNF-alpha-induced p38
Ying Yang et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 42(5), 2130-2143 (2017-08-16)
C1q and tumour necrosis factor-related protein 1 (CTRP1) possesses anti-atherogenic and anti-inflammatory effects. This study investigated whether the CTRP1 levels in the plasma and epicardial adipose tissue (EAT) were associated with congestive heart failure (CHF) and to disclose possible molecular
View All Related Papers

Global Trade Item Number

SKUGTIN
S8307-1MG04061836960735

Questions

Reviews

No rating value

Active Filters