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=CC=C2N=NC=CC2=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
Efficient syntheses of the unknown quinolino[2,3-c]cinnolines; synthesis of neocryptolepines.	2010-12-03	21067220
Developing dual functional allosteric modulators of GABA(A) receptors.	2010-12-01	20980155
Synthesis and in vitro biological evaluation of new polyamine conjugates as potential anticancer drugs.	2010-12	20974504
2-Chloro-7-methyl-12-phenyldibenzo[b,g][1,8]naphthyridin-11(6H)-one.	2010-06-26	21588030
Addressing species specific metabolism and solubility issues in a quinoline series of oral PDE4 inhibitors.	2010-01-01	19932963
Synthesis, characterization and biological activities of substituted cinnoline culphonamides.	2009-12	21503181
Discovery and SAR of cinnolines/quinolines as liver X receptor (LXR) agonists with binding selectivity for LXRbeta.	2009-05-15	19394832
New domino reaction for the selective synthesis of tetracyclic cinnolino[5,4,3-cde]cinnolines.	2009-03-21	19262937
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.	2008-08-15	18610983
Synthesis of dimeric 2-amino-1,8-naphthyridine and related DNA-binding molecules.	2008-03	18428804
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.	2007-12-21	18043800
A versatile synthesis of diverse 3,4-fused cinnolines via the base-catalysed condensation of 2-amino-2'-nitrobiaryls.	2007-06-28	17563811
Stereoselective aza Diels-Alder reaction on solid phase: a facile synthesis of hexahydrocinnoline derivatives.	2007-03-14	17348732
Cinnoline derivatives with biological activity.	2007-02	17294399
Synthesis and molluscicidal activity of new cinnoline and pyrano [2,3-c]pyrazole derivatives.	2006-08	16795107
Synthesis and antifungal activity of 6-hydroxycinnolines.	2006-04-01	16434193
Cadmium nitrate coordination polymers with substituted pyridazino[4,5-d]pyridazines.	2006-02	16456278
Synthesis and biological evaluation of new quinazoline and cinnoline derivatives as potential atypical antipsychotics.	2006-01	17193223
Recent advances in the solid-phase combinatorial synthetic strategies for the quinoxaline, quinazoline and benzimidazole based privileged structures.	2006-01	16457633
New pyrimido[5,4-c]cinnolines with antiplatelet activities.	2005-12	16281308
Binding of naphthyridine carbamate dimer to the (CGG)n repeat results in the disruption of the G-C base pairing.	2005-11-11	16229032
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.	2005-09-16	16161350
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.	2005-02-10	15689158
Specific recognition of napthyridine-based ligands toward guanine-containing bulges in RNA duplexes and RNA-DNA heteroduplexes.	2005-02-01	15664866
Molecular labeling of the CGG trinucleotide repeat.	2005	17150622
11H-Isoquino[4,3-c]cinnolin-12-ones; novel anticancer agents with potent topoisomerase I-targeting activity and cytotoxicity.	2004-02-15	14759740
Electronic spectra, solvatochromic behavior and acid-base properties of some azo cinnoline compounds.	2004-01	14670466
Structure and biological activity of some 4-amino-3-cinnolinecarboxylic acid derivatives. QSAR analysis of cinnoline derivatives with antibacterial properties.	2003-07-10	12848362
Deciphering the mechanistic dichotomy in the cyclization of 1-(2-ethynylphenyl)-3,3-dialkyltriazenes: competition between pericyclic and pseudocoarctate pathways.	2002-11-13	12418899
Cyclization of 1-(2-alkynylphenyl)-3,3-dialkyltriazenes: a convenient, high-yield synthesis of substituted cinnolines and isoindazoles.	2002-09-06	12201760
Measurement of the kinetics of adsorbed cinnoline by square-wave voltammetry.	2002-04	12194039
Comparison of pharmacophore cinnoline and quinoline systems on the basis of computer calculation and pharmacological screening of their condensed systems.	2001-06	11446173

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:46:29 GMT 2025` Edited by `admin` on `Mon Mar 31 19:46:29 GMT 2025`
Record UNII	N5KD6I506O
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CINNOLINE

Systematic Name

English

NSC-58374

Preferred Name

English

CINNOLINE [MI]

Common Name

English

BENZOPYRIDAZINE

Systematic Name

English

Code System Code Type Description

PUBCHEM

9208