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1,10-Phenanthroline-5,6-dione

Name: 1,10-Phenanthroline-5,6-dione
Brand: ALDRICH

97%

Synonym(s):

Stahl phd oxidant, phd

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About This Item

Empirical Formula (Hill Notation):

C₁₂H₆N₂O₂

CAS Number:

27318-90-7

Molecular Weight:

210.19

MDL number:

MFCD00014473

UNSPSC Code:

12352100

PubChem Substance ID:

24873053

NACRES:

NA.22

Assay

97%

mp

260 °C (dec.) (lit.)

SMILES string

O=C1C(=O)c2cccnc2-c3ncccc13

InChI

1S/C12H6N2O2/c15-11-7-3-1-5-13-9(7)10-8(12(11)16)4-2-6-14-10/h1-6H

InChI key

KCALAFIVPCAXJI-UHFFFAOYSA-N

General description

1,10-Phenanthroline-5,6-dione (phendio) forms Cu(II) and Ag(I) phendio complexes, which show potent anti-fungal and anti-cancer activity. The modification of glassy carbon (GC) electrodes with phendio complexes of transition metals leads to the catalytic oxidation of NADH at low overpotential.

Application

1,10-Phenanthroline-5,6-dione may be used in the preparation of homo- and heterometallic complexes with early transition metal ions.

A Bifunctional quinone oxidant which, when used in conjunction with Zn²⁺ catalysts, is used to affect the aerobic oxidation of secondary amines to a variety of value added motifs, including indoles.

Bioinspired Aerobic Oxidation of Secondary Amines and Nitrogen Heterocycles with a Bifunctional Quinone Catalyst

Pictograms

GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

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)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis, characterization, X-ray structure and DNA photocleavage by cis-dichloro bis(diimine) Co(III) complexes.

Smita Ghosh et al.

Journal of inorganic biochemistry, 100(3), 331-343 (2006-01-18)

Complexes of the type [Co(LL)2Cl2]Cl, where LL = N,N'-ethylenediamine (en), 2,2'-bipyridine (bpy), 1,10-phenanthroline (phen), 1,10-phenanthroline-5,6-dione (phendione) and dipyrido[3,2-a:2',3'-c]phenazine (dppz) have been synthesized and characterized by elemental analyses, IR, UV-visible and NMR spectroscopy. Crystal structure of [Co(phendione)2Cl2]Cl x 0.5 HCl x

DNA biosensor for detection of Helicobacter pylori using phen-dione as the electrochemically active ligand in osmium complexes.

M V del Pozo et al.

Analytical chemistry, 77(8), 2550-2557 (2005-04-15)

A surface-based method for the study of the interactions of DNA with redox-active 1,10-phenantroline-5,6-dione (phen-dione) osmium complexes is described. The study was carried out using gold electrodes modified with DNA via adsorption and [Os(bpy)(2)(phe-dione)](3+/2+) (bpy = 2,2'-bipyridyl) or [Os(phen)(2)(phen-dione)](3+/2+) (phen

Analytical strategies for amperometric biosensors based on chemically modified electrodes.

E Lorenzo et al.

Biosensors & bioelectronics, 13(3-4), 319-332 (1998-06-27)

Various strategies based on the use of chemically modified electrodes for the development of amperometric biosensors are described. Particular emphasis is placed on materials capable of catalyzing the oxidation of NADH and coupling these with enzymatic activities for biosensor construction.

1, 10-Phenanthroline-5, 6-dione as a building block for the synthesis of homo-and heterometallic complexes.

Calderazzo F, et al.

Inorgorganica Chimica Acta, 330(1), 136-142 (2002)

Syntheses, characterization and biological activities of rare earth metal complexes with curcumin and 1,10-phenanthroline-5,6-dione.

Yu-Min Song et al.

Journal of inorganic biochemistry, 103(3), 396-400 (2009-01-13)

Three new solid complexes have been synthesized by the reaction of rare earth(III) nitrate with the first ligand curcumin (HL) and the second ligand 1,10-phenanthroline-5,6-dione (L') in alcohol solution (pH=6.5-7.0). The composition of the complexes has been characterized by elemental

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