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SML0320

Sigma-Aldrich

FR180204

≥98% (HPLC)

Synonym(s):

5-(2-Phenyl-pyrazolo[1,5-a]pyridin-3-yl)-1H-pyrazolo[3,4-c]pyridazin-3-ylamine, 5-(2-Phenylpyrazolo[1,5-a]pyridin-3-yl)-1H-pyrazolo[3,4-c]pyridazin-3-amine, FR 180204

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About This Item

Empirical Formula (Hill Notation):
C18H13N7
CAS Number:
865362-74-9
Molecular Weight:
327.34
MDL number:
MFCD14585805
UNSPSC Code:
12352200
PubChem Substance ID:
329825325
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

faintly yellow to dark yellow

solubility

DMSO: ≥10 mg/mL

storage temp.

2-8°C

SMILES string

Nc1n[nH]c2nnc(cc12)-c3c(nn4ccccc34)-c5ccccc5

InChI

1S/C18H13N7/c19-17-12-10-13(20-22-18(12)23-21-17)15-14-8-4-5-9-25(14)24-16(15)11-6-2-1-3-7-11/h1-10H,(H3,19,21,22,23)

InChI key

XVECMUKVOMUNLE-UHFFFAOYSA-N

Application

FR180204 has been used as ERK inhibitor:
  • to block extracellular-signal-regulated kinase (ERK) in order to validate whether homeobox B7 (HOXB7) regulates the migration and proliferation process via AKT/mitogen-activated protein kinases (MAPK) signaling
  • of extracellular-signal-regulated kinase (ERK) to study the effects of signaling pathway inhibitors on differentiation and cell traction stress
  • to determine if phosphorylation of this signaling protein is essential for mesenchymal stromal cell (MSC) derived therapeutic efficacy

Biochem/physiol Actions

FR180204 is a potent, cell-permeable, ATP-competitive inhibitor of ERK1 and ERK2 (mitogen-activated protein kinase (MAPK)/extracellular-signal-regulated kinases (ERK) 1/2).
It can be used to study the roles of ERK as well as for drug development.

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.

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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Substrate stiffness and matrix composition coordinately control the differentiation of liver progenitor cells
Kourouklis AP, et al.
Biomaterials, 99, 82-94 (2016)
HOXB7 overexpression promotes cell proliferation and correlates with poor prognosis in gastric cancer patients by inducing expression of both AKT and MARKs
He X, et al.
Oncotarget, 8(1), 1247-1247 (2017)
Yuki Shindo et al.
Nature communications, 7, 10485-10485 (2016-01-21)
The phosphorylation cascade in the extracellular signal-regulated kinase (ERK) pathway is a versatile reaction network motif that can potentially act as a switch, oscillator or memory. Nevertheless, there is accumulating evidence that the phosphorylation response is mostly linear to extracellular
Mario Sechi et al.
Scientific reports, 8(1), 15726-15726 (2018-10-26)
The anti-proliferative activity of dietary flavonoid fisetin has been validated in various cancer models. Establishing its precise mechanism of action has proved somewhat challenging given the multiplicity of its targets. We demonstrated that YB-1 promotes epithelial-to-mesenchymal transition and its inhibition
Maren Bakkebø et al.
BMC immunology, 11, 57-57 (2010-11-26)
Cytokines of the transforming growth factor β (TGF-β) superfamily exert effects on proliferation, apoptosis and differentiation in various cell types. Cancer cells frequently acquire resistance to the anti-proliferative signals of TGF-β, which can be due to mutations in proteins of
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Articles

MAPKs

The mitogen-activated protein kinase (MAPK) family consists of both stress activated (SAPK) and mitogen-activated (MAPK) protein kinases. They form a network of signal transduction cascades that mediate cellular responses to a diverse range of stimuli, including growth factors, chemical or osmotic stress, irradiation, bacterial infection and proinflammatory cytokines.

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