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S7076

Sigma-Aldrich

SB 202190 monohydrochloride hydrate

≥98% (HPLC), solid, p38 MAP kinase inhibitor

Synonym(s):

4-(4-Fluorophenyl)-2-(4-hydroxyphenyl)-5-(4-pyridyl)-1H-imidazole monohydrochloride hydrate, 4-[4-(4-Fluorophenyl)-5-(4-pyridinyl)-1H-imidazol-2-yl]phenol monohydrochloride hydrate

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About This Item

Empirical Formula (Hill Notation):
C20H14FN3O · HCl · xH2O
CAS Number:
350228-36-3
Molecular Weight:
367.80 (anhydrous basis)
MDL number:
MFCD17215958
UNSPSC Code:
12352200
PubChem Substance ID:
329824576
NACRES:
NA.77

product name

SB 202190 monohydrochloride hydrate, ≥98% (HPLC)

Quality Level

100

Assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

white to beige

solubility

DMSO: ≥12 mg/mL

originator

GlaxoSmithKline

storage temp.

2-8°C

SMILES string

O.Cl.Oc1ccc(cc1)-c2nc(-c3ccc(F)cc3)c([nH]2)-c4ccncc4

InChI

1S/C20H14FN3O.ClH.H2O/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);1H;1H2

InChI key

CZZOICWZVYZUNP-UHFFFAOYSA-N

Application

SB 202190 may be used to inhibit p38-mediated cell signaling.
SB 202190 monohydrochloride hydrate has been used as a component of human prostate culture medium and organoid culture medium It has also been used as p38 mitogen activated protein kinase (MAPK) inhibitor in colon cancer cells.

Biochem/physiol Actions

SB 202190 binds within the ATP pocket of p38 kinase and inhibits the p38α and β isoforms.
SB 202190 monohydrochloride hydrate mediates the phosphorylation of serine in the mutant p53 protein and modulates cell adhesion and prevents cell proliferation in breast cancer cell lines.
SB 202190 is a highly selective, potent, and cell-permeable inhibitor of p38 MAP kinase.

Features and Benefits

This compound is featured on the MAPKs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Organoid culture of human prostate cancer cell lines LNCaP and C4-2B
Ma L, et al.
American journal of clinical and experimental urology, 5(3), 25-25 (2017)
Organoid culture systems for prostate epithelial and cancer tissue
Drost J, et al.
Nature Protocols, 11(2), 347-347 (2016)
Differential effects of p38 MAP kinase inhibitors SB203580 and SB202190 on growth and migration of human MDA-MB-231 cancer cell line
Duzgun SA, et al.
Cytotechnology, 69(4), 711-724 (2017)
Hanbing Song et al.
Nature communications, 13(1), 141-141 (2022-01-12)
Prostate cancer is the second most common malignancy in men worldwide and consists of a mixture of tumor and non-tumor cell types. To characterize the prostate cancer tumor microenvironment, we perform single-cell RNA-sequencing on prostate biopsies, prostatectomy specimens, and patient-derived
Michalis Mastri et al.
American journal of clinical and experimental urology, 9(6), 416-434 (2022-01-08)
The evolving paradigm of the molecular classification of bladder cancer requires models that represent the classifications with less heterogeneity. Robust transcriptome based molecular classifications are essential to address tumor heterogeneity. Patient derived models (PDMs) are a powerful preclinical tool to
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