PHANQUONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H6N2O2
Molecular Weight	210.1882
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C1C(=O)C2=C(C=CC=N2)C3=C1N=CC=C3

InChI

InChIKey=VLPADTBFADIFKG-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C12H6N2O2
Molecular Weight	210.1882
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:59141 | https://www.ncbi.nlm.nih.gov/pubmed/7022141 | https://www.ncbi.nlm.nih.gov/pubmed/13919297 | https://www.ncbi.nlm.nih.gov/pubmed/7029215 | https://www.ncbi.nlm.nih.gov/pubmed/13898236 | https://patents.google.com/patent/US4183941

Phanquone is an orthoquinone that is the 5,6-diketo derivative of 4,7-phenanthroline. It derives from a hydride of a 4,7-phenanthroline. Phanquone (Entobex) is an anti-mycotic drug with anti-protozoal activity. Phanquone is active against a wide range of Gram-positive and Gram-negative organisms. Phanquone partically inhibited oxygen consumption by Escherichia coli and Staphylococcus aureus. It was also tried on cases of rheumatoid diseases.

Originator

Approval Year

PubMed

Title	Date	PubMed
HPLC-fluorescence determination of amino acids in pharmaceuticals after pre-column derivatization with phanquinone.	2004 Apr 16	15063467
Development and validation of a HPLC method for 4,7-phenanthroline-5,6-dione I and identification of its major impurity by HPLC-MS-APCI.	2005 Apr	15975237
LC determination of leuprolide component amino acids in injectable solution by phanquinone pre-column derivatization labelling procedure.	2005 Apr 29	15862697
Phanquinone as a suitable derivatization reagent in micellar electrokinetic chromatography and HPLC analysis of amino acids.	2006 Jun	16833084
Ruthenium(II) coordination chemistry of a fused donor-acceptor ligand: synthesis, characterization, and photoinduced electron-transfer reactions of [{Ru(bpy)2}(n)(TTF-ppb)](PF6)(2n) (n = 1, 2).	2008 Dec 1	18950153
Liquid chromatographic fluorescence determination of amino acids in plasma and urine after derivatization with phanquinone.	2008 Feb	18004736

Patents

Sample Use Guides

In Vivo Use Guide

Phanquone (entobex) was given in doses of 100 mg. twice daily by mouth for seven days, repeated at intervals of a week

Route of Administration: Oral

In Vitro Use Guide

Phanquone inhibited E.coli 205 growth with MIC =1 ug/ml

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:05:53 GMT 2023` Edited by `admin` on `Fri Dec 15 15:05:53 GMT 2023`
Record UNII	ID94IS6N8J
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PHANQUONE

Common Name

English

C-11925

Code

English

phanquinone [INN]

Common Name

English

Phanquinone [WHO-DD]

Common Name

English

GNF-PF-1759

Code

English

PHANQUINONE [MI]

Common Name

English

4,7-PHENANTHROLINE-5,6-QUINONE

Systematic Name

English

PHANQUINONE

Official Name

English

Classification Tree Code System Code

NCI_THESAURUS

C277