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PZ0403

Sigma-Aldrich

PF-9366

≥98% (HPLC)

Synonym(s):

7-Chloro-N,N-dimethyl-5-phenyl-[1,2,4]triazolo[4,3-a]quinoline-1-ethanamine, PF 9366, PF9366

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About This Item

Empirical Formula (Hill Notation):
C20H19ClN4
CAS Number:
72882-78-1
Molecular Weight:
350.84
MDL number:
MFCD31630724
UNSPSC Code:
51111800
NACRES:
NA.77
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Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

room temp

SMILES string

ClC(C=C1)=CC(C(C2=CC=CC=C2)=C3)=C1N4C3=NN=C4CCN(C)C

InChI

1S/C20H19ClN4/c1-24(2)11-10-19-22-23-20-13-16(14-6-4-3-5-7-14)17-12-15(21)8-9-18(17)25(19)20/h3-9,12-13H,10-11H2,1-2H3

InChI key

LYLASWLQCMKZAT-UHFFFAOYSA-N

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biological source

non-animal source

biological source

non-animal source

biological source

-

biological source

-

form

crystalline powder

form

powder

form

-

form

-

impurities

endotoxin, heavy metals, residual solvents, tested

impurities

endotoxin, tested

impurities

-

impurities

-

assay

≥98.5%

assay

98.5-101.0% dry basis

assay

-

assay

-

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

application(s)

pharmaceutical (small molecule)

technique(s)

cell culture | mammalian: suitable

technique(s)

cell culture | mammalian: suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

Biochem/physiol Actions

PF-9366 is a methionine adenosyltransferase 2A allosteric inhibitor (human Mat2A IC50/Kd = 420 nM/170 nM) whose binding site overlaps with that of the Mat2A regulator, Mat2B. PF-9366 inhibits cellular SAM production in a Mat2B-competitive manner (IC50 post 6-hr treatment = 1.2 μM wihout vs. 0.86 μM with Mat2B knockdown; H520 lung carcinoma cells) without antiproliferation efficacy in cancer cultures due to an induction of Mat2A upregulation upon allosteric inhibition. Similar to Mat2B, PF-9366 allosteric binding alters Mat2A active site, causing increased substrate affinity and decreased enzyme turnover.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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