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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 of PHANQUONE

SMILES

O=C1C(=O)C2=C(C=CC=N2)C3=CC=CN=C13

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

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

Unknown
149124
PubMed

PubMed

TitleDatePubMed
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).
2008-12-01
Liquid chromatographic fluorescence determination of amino acids in plasma and urine after derivatization with phanquinone.
2008-02
Phanquinone as a suitable derivatization reagent in micellar electrokinetic chromatography and HPLC analysis of amino acids.
2006-06
LC determination of leuprolide component amino acids in injectable solution by phanquinone pre-column derivatization labelling procedure.
2005-04-29
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.
2005-04
HPLC-fluorescence determination of amino acids in pharmaceuticals after pre-column derivatization with phanquinone.
2004-04-16
Patents

Patents

US4183941A
1

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 Mon Mar 31 17:46:22 GMT 2025
Edited
by admin
on Mon Mar 31 17:46:22 GMT 2025
Record UNII
ID94IS6N8J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PHANQUONE
Common Name English
PHANQUINONE
INN   MI   WHO-DD  
INN  
Preferred 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
Classification Tree Code System Code
NCI_THESAURUS C277
Created by admin on Mon Mar 31 17:46:22 GMT 2025 , Edited by admin on Mon Mar 31 17:46:22 GMT 2025
WHO-VATC QP51AX03
Created by admin on Mon Mar 31 17:46:22 GMT 2025 , Edited by admin on Mon Mar 31 17:46:22 GMT 2025
NCI_THESAURUS C28394
Created by admin on Mon Mar 31 17:46:22 GMT 2025 , Edited by admin on Mon Mar 31 17:46:22 GMT 2025
WHO-ATC P01AX04
Created by admin on Mon Mar 31 17:46:22 GMT 2025 , Edited by admin on Mon Mar 31 17:46:22 GMT 2025
Code System Code Type Description
DRUG CENTRAL
3433
Created by admin on Mon Mar 31 17:46:22 GMT 2025 , Edited by admin on Mon Mar 31 17:46:22 GMT 2025
PRIMARY
SMS_ID
100000082225
Created by admin on Mon Mar 31 17:46:22 GMT 2025 , Edited by admin on Mon Mar 31 17:46:22 GMT 2025
PRIMARY
WIKIPEDIA
PHANQUINONE
Created by admin on Mon Mar 31 17:46:22 GMT 2025 , Edited by admin on Mon Mar 31 17:46:22 GMT 2025
PRIMARY
MERCK INDEX
m8582
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PRIMARY Merck Index
EPA CompTox
DTXSID3046112
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PRIMARY
NCI_THESAURUS
C90620
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PRIMARY
INN
924
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PRIMARY
FDA UNII
ID94IS6N8J
Created by admin on Mon Mar 31 17:46:22 GMT 2025 , Edited by admin on Mon Mar 31 17:46:22 GMT 2025
PRIMARY
MESH
C004902
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PRIMARY
EVMPD
SUB09742MIG
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PRIMARY
CAS
84-12-8
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PRIMARY
ECHA (EC/EINECS)
201-516-0
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PRIMARY
PUBCHEM
6764
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PRIMARY
DRUG BANK
DB13469
Created by admin on Mon Mar 31 17:46:22 GMT 2025 , Edited by admin on Mon Mar 31 17:46:22 GMT 2025
PRIMARY
CHEBI
59141
Created by admin on Mon Mar 31 17:46:22 GMT 2025 , Edited by admin on Mon Mar 31 17:46:22 GMT 2025
PRIMARY
ChEMBL
CHEMBL531048
Created by admin on Mon Mar 31 17:46:22 GMT 2025 , Edited by admin on Mon Mar 31 17:46:22 GMT 2025
PRIMARY
Related Record Type Details
Structure of PHANQUONE
ACTIVE MOIETY
NIH
NCATS
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