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SML2270

Sigma-Aldrich

FRAX486

≥98% (HPLC)

Synonym(s):

6-(2,4-Dichlorophenyl)-8-ethyl-2-(3-fluoro-4-(piperazin-1-yl)phenylamino)pyrido[2,3-d] pyrimidin-7(8H)-one, 6-(2,4-Dichlorophenyl)-8-ethyl-2-[[3-fluoro-4-(1-piperazinyl)phenyl]amino]pyrido[2,3-d]pyrimidin-7(8H)-one, FRAX 486, FRAX-486

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About This Item

Empirical Formula (Hill Notation):
C25H23Cl2FN6O
CAS Number:
1232030-35-1
Molecular Weight:
513.39
MDL number:
MFCD26793866
UNSPSC Code:
12352200
NACRES:
NA.77
Pricing and availability is not currently available.

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

FC1=CC(NC2=NC(N3CC)=C(C=N2)C=C(C4=CC=C(C=C4Cl)Cl)C3=O)=CC=C1N5CCNCC5

InChI

1S/C25H23Cl2FN6O/c1-2-34-23-15(11-19(24(34)35)18-5-3-16(26)12-20(18)27)14-30-25(32-23)31-17-4-6-22(21(28)13-17)33-9-7-29-8-10-33/h3-6,11-14,29H,2,7-10H2,1H3,(H,30,31,32)

InChI key

DHKFOIHIUYFSOF-UHFFFAOYSA-N

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manufacturer/tradename

Goodfellow 925-046-28

manufacturer/tradename

Goodfellow 822-289-89

manufacturer/tradename

Goodfellow 615-999-98

manufacturer/tradename

Goodfellow 886-484-97

assay

≥99.9%

assay

99.9%

assay

99.9%

assay

≥99.9%

form

rod

form

rod

form

rod

form

rod

bp

5425 °C (lit.)

bp

5425 °C (lit.)

bp

5425 °C (lit.)

bp

5425 °C (lit.)

resistivity

13.5 μΩ-cm, 20°C

resistivity

13.5 μΩ-cm, 20°C

resistivity

13.5 μΩ-cm, 20°C

resistivity

13.5 μΩ-cm, 20°C

density

16.69 g/cm3 (lit.)

density

16.69 g/cm3 (lit.)

density

16.69 g/cm3 (lit.)

density

16.69 g/cm3 (lit.)

Biochem/physiol Actions

FRAX486 is a potent, group I-selective p21-activated kinase (PAK) inhibitor (PAK1/2/3 IC50 = 8.25/39.5/55.3 nM; group II PAK4 IC50 = 779 nM). FRAX486 effectively inhibits PAK-mediated PKD1 Ser203 phosphorylation and PAK1/2 Ser144/141 autophosphorylation upon angiotensin II (ANGII) stimulation of rat IEC-18 cells (IC50 ∼0.5 μM) and exhibits in vivo efficacy in rescuing the autism-like phenotypes among Fmr1 knockout fragile syndrome (FXS) mice (20 mg/kg s.c.) as well as in ameliorating schizophrenia-associated dendritic spine deterioration among Disc1 knockdown mice (10 μg/g or 10 mg/kg i.p.) with good pharmacokinetic properties and blood–brain barrier (BBB) permeability.
Potent group I-selective p21-activated kinase (PAK1/2/3) inhibitor with in vivo efficacy in murine models of Fragile X syndrome and schizophrenia.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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