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Merck
CN

SML3145

PFK-158

≥98% (HPLC)

Synonym(s):

(2E)-1-(4-Pyridinyl)-3-[7-(trifluoromethyl)-2-quinolinyl]-2-propen-1-one, (E)-1-(Pyridyn-4-yl)-3-(7-(trifluoromethyl)quinolin-2-yl)prop-2-en-1-one, PFK 158, PFK158

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About This Item

Empirical Formula (Hill Notation):
C18H11F3N2O
CAS Number:
1462249-75-7
Molecular Weight:
328.29
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD28386154
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

Key Documents

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InChI

1S/C18H11F3N2O/c19-18(20,21)14-3-1-12-2-4-15(23-16(12)11-14)5-6-17(24)13-7-9-22-10-8-13/h1-11H/b6-5+

InChI key

IAJOMYABKVAZCN-AATRIKPKSA-N

SMILES string

O=C(/C=C/C1=NC2=C(C=CC(C(F)(F)F)=C2)C=C1)C3=CC=NC=C3

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

Quality Level

100

Biochem/physiol Actions

3PO analog with improved PFKFB3 inhibitory potency in vitro and in vivo.
PFK158 is a 3PO analog with improved PFKFB3 inhibitory potency (cell-free IC50 = 137 nM; Jurkat cellular IC50 = 1.62 μM/PFKFB3 activity, 847 nM/2-deoxyglucose uptake, 328 nM/toxicity) and pharmacokinetic properties. PFK158 markedly sensitizes BRAF(V600E)-positive A375 melanoma cells to apoptosis induction by vemurafenib in cultures and causes ~80% growth inhibition in several murine models of human-derived tumors in vivo (60 mg/kg qod. ip.).

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000134537
0000134538
0000133221

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