PHENANTHRIDINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C13H9N
Molecular Weight	179.2173
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1=CC2=C(C=C1)C3=C(C=CC=C3)N=C2

InChI

InChIKey=RDOWQLZANAYVLL-UHFFFAOYSA-N

InChI=1S/C13H9N/c1-2-6-11-10(5-1)9-14-13-8-4-3-7-12(11)13/h1-9H

HIDE SMILES / InChI

Molecular Formula	C13H9N
Molecular Weight	179.2173
Charge	0
Count

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

Approval Year

PubMed

Title	Date	PubMed
Comparative metabolism of phenanthridine by carp (Cyprinus carpio) and midge larvae (Chironomus riparius).	2001	11202649
Phototoxicity of azaarene isomers to the marine flagellate Dunaliella tertiolecta.	2001 Jul	11434296
Photophysical properties of fluorescent DNA-dyes bound to single- and double-stranded DNA in aqueous buffered solution.	2001 Jun	11421063
Iodine(III)-mediated generation of nitrogen-tethered orthoquinol acetates for the construction of oxygenated indole, quinoline, and phenanthridine alkaloid motifs.	2002 May 17	12003555
Azaanthraquinone inhibits respiration and in vitro growth of long slender bloodstream forms of Trypanosoma congolense.	2002 Sep	12125096
Unprecedented hydrothermal reaction of o-phenylaniline and related derivatives with cyclic ketones. A novel approach to the construction of phenanthridine and quinoline ring systems.	2003 May 15	12735732
Phenanthridinium as an artificial base and charge donor in DNA.	2004 Mar 26	15054791
General one-pot, three-step methodology leading to an extended class of N-heterocyclic cations: spontaneous nucleophilic addition, cyclization, and hydride loss.	2004 Sep 3	15373478
Pentafluorophenyl transfer: a new group-transfer reaction in organoborate salts.	2005 Dec 23	16355982
Molecular determinants for DNA minor groove recognition: design of a bis-guanidinium derivative of ethidium that is highly selective for AT-rich DNA sequences.	2005 Feb 15	15697219
Toxic effects and oxidative stress in higher plants exposed to polycyclic aromatic hydrocarbons and their N-heterocyclic derivatives.	2006 Dec	17220094
Inhibitory effects of Ruta graveolens L. extract on guinea pig liver aldehyde oxidase.	2006 Jan	16394541
Design, synthesis, and evaluation of phenanthridine derivatives targeting the telomerase RNA/DNA heteroduplex.	2007 Apr 15	17317174
Millimetre wave spectroscopy of PANHs: phenanthridine.	2007 Feb 7	17242740
Solvatochromic, spectroscopic and DFT studies of a novel synthesized dye: l-(4-Dimethylaminophenyl)-2-(5H-phenanthridine-6-ylidene)-ethanone (6-KMPT).	2007 May	16949336
Two color RNA intercalating probe for cell imaging applications.	2008 Jun 11	18489094
Chronic exposure of the oligochaete Lumbriculus variegatus to polycyclic aromatic compounds (PACs): bioavailability and effects on reproduction.	2008 May 1	18522130
5-(4-Bromo-phen-yl)-1,2,3,4-tetra-hydro-benzo[a]phenanthridine.	2009 Apr 18	21583889
Comparative chronic toxicity of homo- and heterocyclic aromatic compounds to benthic and terrestrial invertebrates: Generalizations and exceptions.	2009 Aug 1	19447472
Bacterial degradation of aromatic compounds.	2009 Jan	19440284
Synthesis of the isoxazolo[4,3,2-de]phenanthridinone moiety of the parnafungins.	2009 Jul 2	19496595
Dichloridobis{6-methyl-2-[(trimethyl-silyl)amino]pyridine-κN}cobalt(II).	2009 Jul 22	21583404
A new entry to phenanthridine ring systems via sequential application of Suzuki and the modified Pictet-Spengler reactions.	2009 Jul 7	19532997
(2,9-Dimethyl-4,7-diphenyl-1,10-phen-anthroline-κN,N')bis-(thio-cyanato-κS)mercury(II).	2009 Jun 24	21582740
A covalently linked phenanthridine-ruthenium(II) complex as a RNA probe.	2009 May 21	19532906
Tuning the cellular uptake and cytotoxicity properties of oligonucleotide intercalator-functionalized mesoporous silica nanoparticles with human cervical cancer cells HeLa.	2010 Feb	19932923
Novel bis-phenanthridine derivatives with easily tunable linkers, study of their interactions with DNA and screening of antiproliferative activity.	2010 Jun	20202724
3-(7,8,13,14-Tetra-hydrodi-benzo-[a,i]phen-an-thridin-5-yl)benzene-1,2-diol.	2010 Jun 23	21587969
Optical, redox, and DNA-binding properties of phenanthridinium chromophores: elucidating the role of the phenyl substituent for fluorescence enhancement of ethidium in the presence of DNA.	2010 Mar 15	20175158
Photoinduced tandem reactions of isoquinoline-1,3,4-trione with alkynes to build aza-polycycles.	2010 May 7	20353178

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:01:17 GMT 2023` Edited by `admin` on `Fri Dec 15 19:01:17 GMT 2023`
Record UNII	62QGS7CPS6
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PHENANTHRIDINE

Systematic Name

English

NSC-73482

Code

English

Code System Code Type Description

EPA CompTox

DTXSID3074288