ChemicalBook > CAS DataBase List > SB 202190

SB 202190

Product Name
SB 202190
CAS No.
152121-30-7
Chemical Name
SB 202190
Synonyms
FHPI;CS-403;CS-1907;CS-1908;SB202109;AI302281;SB 202190;AI3 02281;AI3-02281;Aids110355
CBNumber
CB5478725
Molecular Formula
C20H14FN3O
Formula Weight
331.34
MOL File
152121-30-7.mol
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SB 202190 Property

Melting point:
240-243℃
Boiling point:
565.7±50.0 °C(Predicted)
Density 
1.31
RTECS 
SL4584000
storage temp. 
2-8°C
solubility 
DMSO: 30 mg/mL, soluble
form 
Pale yellow solid
pka
9.14±0.15(Predicted)
color 
pale yellow
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 2 months.
InChI
InChI=1S/C20H14FN3O/c21-16-5-1-13(2-6-16)18-19(14-9-11-22-12-10-14)24-20(23-18)15-3-7-17(25)8-4-15/h1-12,25H,(H,23,24)
InChIKey
QHKYPYXTTXKZST-UHFFFAOYSA-N
SMILES
C1(O)=CC=C(C2NC(C3C=CN=CC=3)=C(C3=CC=C(F)C=C3)N=2)C=C1
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37
WGK Germany 
3
HS Code 
29333990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
559397
Product name
InSolution? SB 202190
Packaging
1ml
Price
$207
Updated
2025/07/31
Sigma-Aldrich
Product number
559388
Product name
SB 202190
Packaging
1mg
Price
$163
Updated
2025/07/31
TCI Chemical
Product number
F0870
Product name
SB 202190
Packaging
5MG
Price
$268
Updated
2025/07/31
Cayman Chemical
Product number
10010399
Product name
SB 202190
Purity
≥98%
Packaging
10mg
Price
$29
Updated
2024/03/01
Cayman Chemical
Product number
10010399
Product name
SB 202190
Purity
≥98%
Packaging
25mg
Price
$69
Updated
2024/03/01
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SB 202190 Chemical Properties,Usage,Production

Description

SB 202190 is a selective, potent, cell-permeable inhibitor of p38 MAP kinases, inhibiting p38α (SAPK2A, MAPK14) and p38β (SAPK2B, MAPK11) with IC50 values of 50 and 100 nM, respectively. When tested at 10 μM, SB 202190 has negligible effects on a range of other kinases, including other MAP kinases (ERKs, JNKs). Pyridinyl imidazole inhibitors, including this compound, directly bind p38 MAP kinases in the ATP binding pocket. Recently, SB 202190 has been used to elucidate the roles of p38 MAP kinases in inflammatory cytokine expression, nicotine-induced receptor expression, and HIV-mediated depressive disorder.

Uses

SB 202190 is a DFG inhibitor used in the treatment of colorectal cancer. It is a highly selective, potent inhibitor of p38 MAP kinase. SB-202190 is able to promote proliferation of C6 cells in lower concentration but induced apoptosis in higher levels. Studies show that SB202190 can protect neural function from ischemia/reperfusion injury and regulate the activation of Bcl-2 and Bax protein after ischemia/reperfusion in rat.

Definition

ChEBI: A member of the class of imidazoles that is 1H-imidazole in which the hydrogens at positions 2, 4, and 5 are replaced by 4-hydroxyphenyl, pyridin-4-yl, and 4-fluorophenyl groups, respectively. It is a widely used inhibitor of mitogen-act vated protein kinase (MAPK) alpha and beta.

General Description

A potent, reversible, competitive, and cell-permeable inhibitor of p38 MAP kinase. Inhibits p38 phosphorylation of myelin basic protein (MBP) with no effect on the activity of the ERK or JNK MAP kinase subgroups. Also inhibits the kinase activity of p38β (Ki = 16 nM; IC50 = 350 nM) and p38 phosphorylation of activating transcription factor 2 (ATF-2; IC50 = 280 nM). Blocks LPS-induced TNF-α and interleukin biosynthesis. Reported to induce LDL receptor expression in Hep52 cells. A 1 mg/ml solution of SB 202190 (Cat. No. 559397) in anhydrous DMSO is also available.

Biological Activity

A highly selective, potent and cell-permeable inhibitor of p38 MAP kinase. Binds within the ATP pocket of the active kinase (K d = 38 nM, as measured in recombinant human p38), and selectively inhibits the p38 α and β isoforms (IC 50 = 50 and 100 nM at SAPK2a/p38 and SAPK2b/p38 β 2 respectively). Also available as part of the MAPK Inhibitor Tocriset™ .

Biochem/physiol Actions

Cell permeable: yes

storage

-20°C

References

[1] P R YOUNG. Pyridinyl imidazole inhibitors of p38 mitogen-activated protein kinase bind in the ATP site.[J]. The Journal of Biological Chemistry, 1997, 272 18: 12116-12121. DOI:10.1074/jbc.272.18.12116
[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] CARL L. MANTHEY. SB202190, a selective inhibitor of p38 mitogen-activated protein kinase, is a powerful regulator of LPS-induced mRNAs in monocytes[J]. Journal of Leukocyte Biology, 1998, 64 3: 409-417. DOI:10.1002/jlb.64.3.409
[4] S NEMOTO. Induction of apoptosis by SB202190 through inhibition of p38beta mitogen-activated protein kinase.[J]. The Journal of Biological Chemistry, 1998, 273 26: 16415-16420. DOI:10.1074/jbc.273.26.16415

SB 202190 Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from SB 202190 manufacturers

Dideu Industries Group Limited
Product
SB 202190 152121-30-7
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons Min
Release date
2021-09-26
Career Henan Chemical Co
Product
SB 202190 152121-30-7
Price
US $1.00/KG
Min. Order
1KG
Purity
98-100%
Supply Ability
1000kg
Release date
2018-08-20

152121-30-7, SB 202190Related Search:

1H-INDOLE-5-CARBOXAMIDE, 97% JX401 Y27632 (hydrochloride) U0126-EtOH 1,9-Pyrazoloanthrone Trametinib SB 203580 SCH772984 Ispinesib 2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-imidazol-4-yl)-6-methylpyridine hydrate hydrochloride SB242235 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

  • 4-[4-(4-FLUOROPHENYL)-5-(4-PYRIDINYL)-1H-IMIDAZOL-2-YL]PHENOL
  • 4-(4-FLUOROPHENYL)-2-(4-HYDROXYPHENYL)-5-(4-PYRIDYL)-1H-IMIDAZOLE
  • FHPI
  • 4-(4-(4-fluorophenyl)-5-(pyridin-4-yl)-2H-imidazol-2-yl)phenol
  • Aids110355
  • Aids-110355
  • Phenol, 4-[4-(4-fluorophenyl)-5-(4-pyridinyl)-1H-imidazol-2-yl]-
  • SB 202190
  • SB 202190,4-(4-Fluorophenyl)-2-(4-hydroxyphenyl)-5-(4-pyridyl)-1H-imidazole
  • SB202190 (FHPI)
  • 4-(4-(4-fluorophenyl)-5-(pyridin-4-yl)-1H-iMidazol-2-yl)phenol
  • 4-(4-Fluorophenyl)-2-(4-hydroxyphenyl)-5-(4-pyridyl)-1H-imidazole SB 202190
  • SB202109
  • SB 202190, >=98%
  • CS-403
  • 2-(2-allylcarbamoylimino-5-nitro-thiazol-3-yl)-N-carbamoyl-acetamide
  • InSolution SB 202190 - CAS 152121-30-7 - Calbiochem
  • SB 202190 - CAS 152121-30-7 - Calbiochem
  • CS-1907
  • CS-1908
  • SB-202190; SB 202190
  • InSolution? SB 202190
  • 2-(4-hydroxy-phenyl-)-4-(4-fluoro-phenyl-)-5-(pyrid-4-yl)-imidazole
  • 4-(4-fluorophenyl)-2-(4-hydroxyphenyl)-5-(pyridin-4-yl)-1H-imidazole
  • SB 202190 ISO 9001：2015 REACH
  • AI3 02281
  • AI302281
  • AI3-02281
  • 4-[4-(4-fluorophenyl)-5-pyridin-4-yl-1,3-dihydroimidazol-2-ylidene]cyclohexa-2,5-dien-1-one
  • 4-[4-(4-fluorophenyl)-5-pyridin-4-yl-1,3-dihydro-2H-imidazol-2-ylidene]cyclohexa-2,5-dien-1-one
  • 4-[4-(4-Fluorophenyl)-5-(4-pyridyl)-2-imidazolyl]phenol
  • SB 202190, cell-permeable p38 MAPK inhibitor
  • SB 202190, 10 mM in DMSO
  • S854645 SB 202190,99%
  • SB202190 (FHPI) ，S1077
  • 152121-30-7
  • 52121-30-7
  • C20H14FN3O
  • C20H14N3OF
  • Kinase/Phosphatase Biology
  • Serine/Threonine Kinase Inhibitors
  • p38 Mitogen-Activated protein kinase (p38MAPK)
  • BioChemical
  • Cell Signaling and Neuroscience
  • Cell Biology
  • Inhibitors
  • inhibitor