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9,10-Phenanthrenequinone

Name: 9,10-Phenanthrenequinone
Brand: ALDRICH

95%

Synonyme(s) :

9,10-Phenanthrenedione

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About This Item

Formule empirique (notation de Hill):

C₁₄H₈O₂

Numéro CAS:

84-11-7

Poids moléculaire :

208.21

Numéro Beilstein :

608838

Numéro CE :

201-515-5

Numéro MDL:

MFCD00001163

Code UNSPSC :

12352103

ID de substance PubChem :

24856622

Nomenclature NACRES :

NA.23

Pureté

95%

Forme

powder

Pf

209-212 °C (lit.)

Chaîne SMILES

O=C1C(=O)c2ccccc2-c3ccccc13

InChI

1S/C14H8O2/c15-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14(13)16/h1-8H

Clé InChI

YYVYAPXYZVYDHN-UHFFFAOYSA-N

Informations sur le gène

human ... PTPN1(5770) , PTPRC(5788)

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Description générale

The quinones of polycyclic aromatic hydrocarbons are present in abundance in all burnt organic material. On being used to passivate silicon surfaces, it reacts with the dangling bonds on the surface via a heteroatomic Diels-Alder reaction. On account of the Π-electron conjugation, the semi conducting nature of the silicon is unaffected.

Application

9,10-Phenanthrenequinon may be used for high quality passivation on silicon (100) surfaces. Quinones may serve as substrates for a variety of flavoenzymes.

Pictogrammes

GHS07,GHS09

Mention d'avertissement

Warning

Mentions de danger

H319,H400

Conseils de prudence

P264 - P273 - P280 - P305 + P351 + P338 - P337 + P313 - P391

Classification des risques

Aquatic Acute 1 - Eye Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

473.0 °F

Point d'éclair (°C)

245 °C

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Mutagenicity of quinones: pathways of metabolic activation and detoxification.

P L Chesis et al.

Proceedings of the National Academy of Sciences of the United States of America, 81(6), 1696-1700 (1984-03-01)

The mutagenicity of various quinones, a class of compounds widely distributed in nature, is demonstrated in the Salmonella TA104 tester strain. The metabolic pathways by which four quinones, menadione, benzo[a]pyrene 3,6-quinone, 9,10-phenanthrenequinone, and danthron, caused mutagenicity in this test system

Electronic structure and band alignment of 9, 10-phenanthrenequinone passivated silicon surfaces

Avasthi, Sushobhan, et al.

Surface Science, 605(13), 1308-1312 (2011)

Redox processes in the iron(III)/9,10-phenanthraquinone system.

Petr Milko et al.

Inorganic chemistry, 48(24), 11734-11742 (2009-11-26)

With the use of the model complexes [(PQ)FeCl(CH(3)O)](+), [(phen)FeCl(CH(3)O)](+), and [(PQ)(phen)FeCl(CH(3)O)](+), where PQ is 9,10-phenanthraquinone and phen is 1,10-phenanthroline, the reactivity of phenanthraquinone in complexes with iron(III) is investigated. It is shown that 9,10-phenanthraquinone takes part in redox processes occurring

4-Carbomethoxybenzaldehyde as a highly sensitive pre-column fluorescence derivatization reagent for 9,10-phenanthrenequinone.

Naoya Kishikawa et al.

Talanta, 85(1), 809-812 (2011-06-08)

9,10-Phenanthrenequinone (PQ) is harmful environmental pollutant that is detected in airborne particulates. The measurement of PQ in the air should be necessary to evaluate the potential adverse effects of PQ on human health. We have recently developed a determination method

An indomethacin analogue, N-(4-chlorobenzoyl)-melatonin, is a selective inhibitor of aldo-keto reductase 1C3 (type 2 3alpha-HSD, type 5 17beta-HSD, and prostaglandin F synthase), a potential target for the treatment of hormone dependent and hormone independent malignancies.

Michael C Byrns et al.

Biochemical pharmacology, 75(2), 484-493 (2007-10-24)

Aldo-keto reductase (AKR) 1C3 (type 2 3alpha-HSD, type 5 17beta-HSD, and prostaglandin F synthase) regulates ligand access to steroid hormone and prostaglandin receptors and may stimulate proliferation of prostate and breast cancer cells. NSAIDs are known inhibitors of AKR1C enzymes.

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