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127221

Sigma-Aldrich

Di(2-pyridyl) ketone

99%

Synonym(s):

2,2′-Carbonyldipyridine, 2,2′-Dipyridyl ketone

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About This Item

Empirical Formula (Hill Notation):
C11H8N2O
CAS Number:
19437-26-4
Molecular Weight:
184.19
Beilstein:
126598
EC Number:
243-067-3
MDL number:
MFCD00006288
UNSPSC Code:
12352100
PubChem Substance ID:
24847770
NACRES:
NA.22

Quality Level

100

Assay

99%

form

solid

mp

52-55 °C (lit.)

SMILES string

O=C(c1ccccn1)c2ccccn2

InChI

1S/C11H8N2O/c14-11(9-5-1-3-7-12-9)10-6-2-4-8-13-10/h1-8H

InChI key

QPOWUYJWCJRLEE-UHFFFAOYSA-N

Gene Information

human ... EPHX2(2053)
mouse ... Ephx2(13850)

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Application

di-2-Pyridyl ketone has been used in the preparation of unusual {Ni(II)(3)Ln(III)(μ-OR)(6)}(3+) complexes with a "star" topology. Its monoanionic form has been used in the synthesis of triangular Ni(2)M (M = lanthanide, Y) complexes.

Biochem/physiol Actions

The Schiff base ligands derived from di-2-pyridyl ketone exhibit antiproliferative activity in SK-N-MC neuroepithelioma (cancer) cells.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Maram T Basha et al.
Dalton transactions (Cambridge, England : 2003), 41(21), 6536-6548 (2012-03-01)
The iron coordination and biological chemistry of a series of heterocyclic dithiocarbazate Schiff base ligands is reported with regard to their activity as Fe chelators for the treatment of Fe overload and also cancer. The ligands are analogous to tridentate
Gergely Szakacs et al.
FEBS letters, 594(23), 3965-3985 (2020-10-25)
ABC transporters fulfill diverse physiological functions in different cellular localizations ranging from the plasma membrane to intracellular membranous compartments. Several ABC transporters have been spotted in the endolysosomal system, which consists of endosomes, autophagosomes, lysosomes, and lysosome-related organelles. In this
Joanna Masternak et al.
Materials (Basel, Switzerland), 13(16) (2020-08-14)
The oncological use of cisplatin is hindered by its severe side effects and a very important resistance problem. To overcome these problems, scientists have attempted to design new generation transition-metal anticancer complexes. In this study, we present new complexes, ruthenium(II)
Hana Jansová et al.
Current medicinal chemistry, 26(2), 288-301 (2017-09-22)
Heart is a particularly sensitive organ to iron overload and cardiomyopathy due to the excessive cardiac iron deposition causes most deaths in disorders such as beta-thalassemia major. Free or loosely bound iron ions readily cycle between ferrous and ferric states
Constantinos G Efthymiou et al.
Inorganic chemistry, 49(21), 9737-9739 (2010-09-30)
Unusual {Ni(II)(3)Ln(III)(μ-OR)(6)}(3+) complexes with a "star" topology have been prepared with ligands derived from the metal-promoted reduction of di-2-pyridyl ketone under solvothermal conditions; the Dy(III) member shows weak single-molecule-magnet behavior.
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