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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
Molecular Weight:
331.34
MDL Number:
MFCD00941964
MOL File:
152121-30-7.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

SB 202190 Properties

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
pka 9.14±0.15(Predicted)
form Pale yellow solid
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.
InChIKey QHKYPYXTTXKZST-UHFFFAOYSA-N
FDA UNII PVX798P8GI

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36/37
WGK Germany  3
HS Code  29333990
NFPA 704
0
2 0

SB 202190 price More Price(54)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 559397 InSolution? SB 202190 152121-30-7 1ml $201 2024-03-01 Buy
Sigma-Aldrich 559388 SB 202190 152121-30-7 1mg $159 2024-03-01 Buy
Alfa Aesar J60950 SB 202190, 99+% 152121-30-7 25mg $131 2023-06-20 Buy
Alfa Aesar J60950 SB 202190, 99+% 152121-30-7 50mg $258 2023-06-20 Buy
Cayman Chemical 10010399 SB 202190 ≥98% 152121-30-7 10mg $29 2024-03-01 Buy
Product number Packaging Price Buy
559397 1ml $201 Buy
559388 1mg $159 Buy
J60950 25mg $131 Buy
J60950 50mg $258 Buy
10010399 10mg $29 Buy

SB 202190 Chemical Properties,Uses,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) Young et al. (1997), Pyridinyl imidazole inhibitors of p38 mitogen-activated protein kinase bind in the ATP site; J. Biol. Chem., 272 12116 2) Davies et al. (2000), Specificity and mechanism of action of some commonly used protein kinase inhibitors; Biochem. J., 351 95 3) Manthey et al. (1998), SB202190, a selective inhibitor of p38 mitogen-activated protein kinase, is a powerful regulator of LPS-induced mRBAs in monocytes; J. Leukoc. Biol., 64 409 4) Nemoto et al. (1998), Induction of apoptosis by SB202190 through inhibition of p38β mitogen-activated protein kinase; J. Biol. Chem., 273 16415

403-43-0
152121-30-7
Synthesis of SB 202190 from 4-Fluorobenzoyl chloride
Global( 204)Suppliers
Supplier Tel Email Country ProdList Advantage
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29798 60
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 16910 58
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32760 60
career henan chemical co
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Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39916 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49391 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
HANGZHOU CLAP TECHNOLOGY CO.,LTD
86-571-88216897,88216896 13588875226 sales@hzclap.com CHINA 6313 58
ANHUI WITOP BIOTECH CO., LTD
+8615255079626 eric@witopchemical.com China 23556 58

View Lastest Price from SB 202190 manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
SB 202190 pictures 2021-09-27 SB 202190
152121-30-7
US $1.10 / g 1g 99.00% 100 Tons Min Dideu Industries Group Limited
SB 202190 pictures 2019-07-06 SB 202190
152121-30-7
US $1.00 / KG 1KG 98-100% 1000kg Career Henan Chemical Co
  • SB 202190 pictures
  • SB 202190
    152121-30-7
  • US $1.10 / g
  • 99.00%
  • Dideu Industries Group Limited
  • SB 202190 pictures
  • SB 202190
    152121-30-7
  • US $1.00 / KG
  • 98-100%
  • Career Henan Chemical Co

SB 202190 Spectrum

4-[4-(4-FLUOROPHENYL)-5-(4-PYRIDINYL)-1H-IMIDAZOL-2-YL]PHENOL 4-(4-FLUOROPHENYL)-2-(4-HYDROXYPHENYL)-5-(4-PYRIDYL)-1H-IMIDAZOLE 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 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% InSolution? SB 202190 SB202190 (FHPI) 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 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 FHPI 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 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