SML0320

FR180204

Name: FR180204
Brand: SIGMA

≥98% (HPLC), ERK1 and ERK2 inhibitor, powder

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

UNSPSC Code:

12352200

PubChem Substance ID:

329825325

NACRES:

NA.77

MDL number:

MFCD14585805

Key Documents

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Product Name

FR180204, ≥98% (HPLC)

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

assay

≥98% (HPLC)

form

powder

color

faintly yellow to dark yellow

solubility

DMSO: ≥10 mg/mL

storage temp.

2-8°C

Quality Level

100

Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

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Show Differences

1 of 4

This Item	SML2822	SML0965	SML0651
Sigma-Aldrich SML0320 FR180204	Sigma-Aldrich SML2822 AZ12601011	Sigma-Aldrich SML0965 LDN-212854	Sigma-Aldrich SML0651 OAC1
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
form powder	form powder	form powder	form powder
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility DMSO: ≥10 mg/mL	solubility DMSO: 2 mg/mL, clear	solubility DMSO: 1 mg/mL, clear (warmed)	solubility DMSO: 20 mg/mL, clear
color faintly yellow to dark yellow	color white to light brown	color white to beige	color white to beige

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[1]
of extracellular-signal-regulated kinase (ERK) to study the effects of signaling pathway inhibitors on differentiation and cell traction stress[2]
to determine if phosphorylation of this signaling protein is essential for mesenchymal stromal cell (MSC) derived therapeutic efficacy[3]

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).

FR180204 is a potent, selective, cell-permeable, ATP-competitive inhibitor of ERK1 and ERK2.

It can be used to study the roles of ERK as well as for drug development.[4]

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Identification of a selective ERK inhibitor and structural determination of the inhibitor-ERK2 complex

Ohori M, et al.

Biochemical and biophysical research communications, 336(1), 357-363 (2005)

The TLR4-PAR1 Axis Regulates Bone Marrow Mesenchymal Stromal Cell Survival and Therapeutic Capacity in Experimental Bacterial Pneumonia

Gupta N, et al.

Stem Cells, 36(5), 796-806 (2018)

Conversion of graded phosphorylation into switch-like nuclear translocation via autoregulatory mechanisms in ERK signalling.

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

TGF-β-induced growth inhibition in B-cell lymphoma correlates with Smad1/5 signalling and constitutively active p38 MAPK.

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

Fisetin targets YB-1/RSK axis independent of its effect on ERK signaling: insights from in vitro and in vivo melanoma models.

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

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