CINNOLINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H6N2
Molecular Weight	130.1466
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1=CC2=CC=NN=C2C=C1

InChI

InChIKey=WCZVZNOTHYJIEI-UHFFFAOYSA-N

InChI=1S/C8H6N2/c1-2-4-8-7(3-1)5-6-9-10-8/h1-6H

HIDE SMILES / InChI

Molecular Formula	C8H6N2
Molecular Weight	130.1466
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
Comparison of pharmacophore cinnoline and quinoline systems on the basis of computer calculation and pharmacological screening of their condensed systems.	2001 Jun	11446173
Measurement of the kinetics of adsorbed cinnoline by square-wave voltammetry.	2002 Apr	12194039
Deciphering the mechanistic dichotomy in the cyclization of 1-(2-ethynylphenyl)-3,3-dialkyltriazenes: competition between pericyclic and pseudocoarctate pathways.	2002 Nov 13	12418899
Cyclization of 1-(2-alkynylphenyl)-3,3-dialkyltriazenes: a convenient, high-yield synthesis of substituted cinnolines and isoindazoles.	2002 Sep 6	12201760
Structure and biological activity of some 4-amino-3-cinnolinecarboxylic acid derivatives. QSAR analysis of cinnoline derivatives with antibacterial properties.	2003 Jan-Feb	12848362
11H-Isoquino[4,3-c]cinnolin-12-ones; novel anticancer agents with potent topoisomerase I-targeting activity and cytotoxicity.	2004 Feb 15	14759740
Electronic spectra, solvatochromic behavior and acid-base properties of some azo cinnoline compounds.	2004 Jan	14670466
Molecular labeling of the CGG trinucleotide repeat.	2005	17150622
New pyrimido[5,4-c]cinnolines with antiplatelet activities.	2005 Dec	16281308
Specific recognition of napthyridine-based ligands toward guanine-containing bulges in RNA duplexes and RNA-DNA heteroduplexes.	2005 Feb 1	15664866
Novel transient receptor potential vanilloid 1 receptor antagonists for the treatment of pain: structure-activity relationships for ureas with quinoline, isoquinoline, quinazoline, phthalazine, quinoxaline, and cinnoline moieties.	2005 Feb 10	15689158
Synthesis and cytotoxicity of new potential intercalators based on tricyclic systems of some pyrimido[5,4-c]cinnoline and pyrimido[5,4-c]quinoline derivatives. Part I.	2005 Mar-Apr	16161350
Binding of naphthyridine carbamate dimer to the (CGG)n repeat results in the disruption of the G-C base pairing.	2005 Nov 11	16229032
Synthesis and antifungal activity of 6-hydroxycinnolines.	2006 Apr 1	16434193
Synthesis and molluscicidal activity of new cinnoline and pyrano [2,3-c]pyrazole derivatives.	2006 Aug	16795107
Cadmium nitrate coordination polymers with substituted pyridazino[4,5-d]pyridazines.	2006 Feb	16456278
Synthesis and biological evaluation of new quinazoline and cinnoline derivatives as potential atypical antipsychotics.	2006 Jan	17193223
Recent advances in the solid-phase combinatorial synthetic strategies for the quinoxaline, quinazoline and benzimidazole based privileged structures.	2006 Jan	16457633
Intramolecular cyclization of beta,beta-difluorostyrenes bearing an iminomethyl or a diazenyl group at the ortho position: synthesis of 3-fluorinated isoquinoline and cinnoline derivatives.	2007 Dec 21	18043800
Cinnoline derivatives with biological activity.	2007 Feb	17294399
A versatile synthesis of diverse 3,4-fused cinnolines via the base-catalysed condensation of 2-amino-2'-nitrobiaryls.	2007 Jun 28	17563811
Stereoselective aza Diels-Alder reaction on solid phase: a facile synthesis of hexahydrocinnoline derivatives.	2007 Mar-Apr	17348732
Novel synthesis of cinnolines and 1-aminoindolines via Cu-catalyzed intramolecular N-arylation of hydrazines and hydrazones prepared from 3-haloaryl-3-hydroxy-2-diazopropanoates.	2008 Aug 15	18610983
Synthesis of dimeric 2-amino-1,8-naphthyridine and related DNA-binding molecules.	2008 Mar	18428804
Synthesis, characterization and biological activities of substituted cinnoline culphonamides.	2009 Dec	21503181
New domino reaction for the selective synthesis of tetracyclic cinnolino[5,4,3-cde]cinnolines.	2009 Mar 21	19262937
Discovery and SAR of cinnolines/quinolines as liver X receptor (LXR) agonists with binding selectivity for LXRbeta.	2009 May 15	19394832
Synthesis and in vitro biological evaluation of new polyamine conjugates as potential anticancer drugs.	2010 Dec	20974504
Developing dual functional allosteric modulators of GABA(A) receptors.	2010 Dec 1	20980155
Efficient syntheses of the unknown quinolino[2,3-c]cinnolines; synthesis of neocryptolepines.	2010 Dec 3	21067220
Addressing species specific metabolism and solubility issues in a quinoline series of oral PDE4 inhibitors.	2010 Jan 1	19932963
2-Chloro-7-methyl-12-phenyldibenzo[b,g][1,8]naphthyridin-11(6H)-one.	2010 Jun 26	21588030

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:31:16 GMT 2023` Edited by `admin` on `Fri Dec 15 19:31:16 GMT 2023`
Record UNII	N5KD6I506O
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

CINNOLINE

Systematic Name

English

NSC-58374

Code

English

CINNOLINE [MI]

Common Name

English

BENZOPYRIDAZINE

Systematic Name

English

Code System Code Type Description

PUBCHEM

9208