DIBENZOPYRAZINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H8N2
Molecular Weight	180.2053
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1=CC2=NC3=CC=CC=C3N=C2C=C1

InChI

InChIKey=PCNDJXKNXGMECE-UHFFFAOYSA-N

InChI=1S/C12H8N2/c1-2-6-10-9(5-1)13-11-7-3-4-8-12(11)14-10/h1-8H

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Introduction of the phzH gene of Pseudomonas chlororaphis PCL1391 extends the range of biocontrol ability of phenazine-1-carboxylic acid-producing Pseudomonas spp. strains.	2001 Aug	11497461
Burkholderia fungorum sp. nov. and Burkholderia caledonica sp. nov., two new species isolated from the environment, animals and human clinical samples.	2001 May	11411678
Phenazine biosynthesis in Pseudomonas fluorescens: branchpoint from the primary shikimate biosynthetic pathway and role of phenazine-1,6-dicarboxylic acid.	2001 Sep 26	11562236
Induction of neutrophil apoptosis by the Pseudomonas aeruginosa exotoxin pyocyanin: a potential mechanism of persistent infection.	2002 Feb 15	11823520
The beta-polymorph of phenazine.	2002 Mar	11870321
Use of radiolabelled choline as a pharmacodynamic marker for the signal transduction inhibitor geldanamycin.	2002 Sep 23	12232764
Anchorage of oligonucleotide hybridization by tethered phenazine nucleoside analogue.	2003	12833481
Interactions of the quorum sensing regulator QscR: interaction with itself and the other regulators of Pseudomonas aeruginosa LasR and RhlR.	2003 Apr	12657055
Effects of multiple ligand binding on kinetic isotope effects in PQQ-dependent methanol dehydrogenase.	2003 Apr 8	12667088
Density functional theory study of vibrational spectra of acridine and phenazine.	2003 Jan 15	12685897
The influence of antibiotic production and pre-emptive colonization on the population dynamics of Pantoea agglomerans (Erwinia herbicola) Eh1087 and Erwinia amylovora in planta.	2003 Oct	14510856
Phenazine-1-carboxylic acid, a secondary metabolite of Pseudomonas aeruginosa, alters expression of immunomodulatory proteins by human airway epithelial cells.	2003 Sep	12765878
Comparative study of the vasorelaxant activity, superoxide-scavenging ability and cyclic nucleotide phosphodiesterase-inhibitory effects of hesperetin and hesperidin.	2004 Dec	15599707
Degradation pathway of 2-chloroethanol in Pseudomonas stutzeri strain JJ under denitrifying conditions.	2004 Dec	15502965
Generation of strong, homochiral bases by electrochemical reduction of phenazine derivatives.	2004 Feb 21	14765234
Antimalarial activity of phenazines from lapachol, beta-lapachone and its derivatives against Plasmodium falciparum in vitro and Plasmodium berghei in vivo.	2004 Mar 8	14980653
Structure of the phenazine biosynthesis enzyme PhzG.	2004 Nov	15502343
Novel DNA bis-intercalation by MLN944, a potent clinical bisphenazine anticancer drug.	2004 Oct 29	15317822
Structure and function of the phenazine biosynthesis protein PhzF from Pseudomonas fluorescens 2-79.	2004 Oct 5	15449932
Time-resolved electron paramagnetic resonance of the lowest excited triplet state of phenazinium cation.	2005 Apr	15741114
Ferroelectricity near room temperature in co-crystals of nonpolar organic molecules.	2005 Feb	15665837
Synthesis, structure, and ligand-based reduction reactivity of trivalent organosamarium benzene chalcogenolate complexes (C(5)Me(5))(2)Sm(EPh)(THF) and [(C(5)Me(5))(2)Sm(mu-EPh)](2).	2005 Jun 13	15934763
Effect of sulfur amino acids on stimulus-induced superoxide generation and translocation of p47phox and p67phox to cell membrane in human neutrophils and the scavenging of free radical.	2005 Mar	15698597
The energy metabolism of Methanomicrococcus blatticola: physiological and biochemical aspects.	2005 May	15928982
Isolation and taxonomic affiliation of N-heterocyclic aromatic hydrocarbon-transforming bacteria.	2005 May	15650851
Kinetic isotope effects and ligand binding in PQQ-dependent methanol dehydrogenase.	2005 May 15	15617516
Interaction of phenazine with water and DNA bases.	2005 Nov	16257781
Steric protection of a photosensitizer in a N,N-bis[2-(2-pyridyl)ethyl]-2-phenylethylamine-copper(II) bowl that enhances red light-induced DNA cleavage activity.	2005 Nov 28	16296843
Crystal structure of YHI9, the yeast member of the phenazine biosynthesis PhzF enzyme superfamily.	2005 Sep 1	16021630
Exploring the extent of magnetic field effect on intermolecular photoinduced electron transfer in different organized assemblies.	2005 Sep 15	16834197
Phenazine compounds in fluorescent Pseudomonas spp. biosynthesis and regulation.	2006	16719720
Rethinking 'secondary' metabolism: physiological roles for phenazine antibiotics.	2006 Feb	16421586
Neutral red as a probe for confocal laser scanning microscopy studies of plant roots.	2006 Jun	16520341
Clustering of Pseudomonas aeruginosa transcriptomes from planktonic cultures, developing and mature biofilms reveals distinct expression profiles.	2006 Jun 26	16800888
Genetic diversity of phenazine- and pyoluteorin-producing pseudomonads isolated from green pepper rhizosphere.	2006 Mar	16395554
Localization of multidrug transporter substrates within model membranes.	2006 May 16	16681393

Patents

Name

Type

Language

DIBENZOPYRAZINE

Systematic Name

English

DIBENZOPARADIAZINE

Systematic Name

English

9,10-DIAZAANTHRACENE

Systematic Name

English

AZOPHENYLENE

Common Name

English

NSC-13157

Code

English

PHENAZINE [MI]

Common Name

English

Code System Code Type Description

WIKIPEDIA

Phenazine