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496383

Sigma-Aldrich

1,10-Phenanthroline-5,6-dione

97%

Sinônimo(s):

Stahl phd oxidant, phd

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About This Item

Fórmula empírica (Notação de Hill):
C12H6N2O2
Número CAS:
27318-90-7
Peso molecular:
210.19
Número MDL:
MFCD00014473
Código UNSPSC:
12352100
ID de substância PubChem:
24873053
NACRES:
NA.22

Ensaio

97%

pf

260 °C (dec.) (lit.)

cadeia de caracteres SMILES

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

chave InChI

KCALAFIVPCAXJI-UHFFFAOYSA-N

Descrição geral

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.

Aplicação

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

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análise (COA)

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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
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
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)
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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