U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of PHTHALAZINE

SMILES

C1=CC2=CN=NC=C2C=C1

InChI

InChIKey=LFSXCDWNBUNEEM-UHFFFAOYSA-N
InChI=1S/C8H6N2/c1-2-4-8-6-10-9-5-7(8)3-1/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

PubMed

TitleDatePubMed
Phthalazine-based dinucleating ligands afford dinuclear centers often encountered in metalloenzyme active sites.
2001 Feb 26
Phthalazine PDE4 inhibitors. Part 2: the synthesis and biological evaluation of 6-methoxy-1,4-disubstituted derivatives.
2001 Jan 8
Quantitative study of the structural requirements of phthalazine/quinazoline derivatives for interaction with human liver aldehyde oxidase.
2001 Sep
Phthalazine PDE4 inhibitors. Part 3: the synthesis and in vitro evaluation of derivatives with a hydrogen bond acceptor.
2002 Jan 7
Modeling the syn disposition of nitrogen donors at the active sites of carboxylate-bridged diiron enzymes. Enforcing dinuclearity and kinetic stability with a 1,2-diethynylbenzene-based ligand.
2003 Dec 29
Synthesis and structural characterization of 1-(D-glycosyloxy)phthalazines.
2003 Oct 31
Enzymatic oxidation of phthalazine with guinea pig liver aldehyde oxidase and liver slices: inhibition by isovanillin.
2004
Realization of unusual ligand binding motifs in metalated container molecules: synthesis, structures, and magnetic properties of the complexes [(LMe)Ni2(mu-L')]n+ with L'=NO3-, NO2-, N3-, N2H4, pyridazine, phthalazine, pyrazolate, and benzoate.
2004 Apr 2
Synthesis of 5-azaindolizine derivatives by the palladium-catalyzed intermolecular formal [3+2] cycloaddition of alkylidenecyclopropanes with 1,2-diazines.
2004 Apr 30
Potent inhibition of human liver aldehyde oxidase by raloxifene.
2004 Jan
Human liver aldehyde oxidase: inhibition by 239 drugs.
2004 Jan
Synthesis and cytotoxicity of 1-substituted 2-methyl-1H-imidazo[4,5-g]phthalazine-4,9-dione derivatives.
2004 Jul 1
Synthesis and characterization of Cu(2)(I,I), Cu(2)(I,II), and Cu(2)(II,II) compounds supported by two phthalazine-based ligands: influence of a hydrophobic pocket.
2004 Mar 8
Enzymatic catalysis of urea decomposition: elimination or hydrolysis?
2004 Sep 29
A novel three-component reaction designed by the combinatorial method: heteroarenes, isothiocyanates and isocyanides.
2005
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
Synthesis and luminescence properties of lanthanide complexes incorporating a hydralazine-derived chromophore.
2005 Jan 7
Phthalazine PDE IV inhibitors: conformational study of some 6-methoxy-1,4-disubstituted derivatives.
2005 Jul 15
VEGF receptor kinase inhibitors: phthalazines, anthranilamides and related structures.
2005 Jun
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005 Jun
Arylphthalazines: identification of a new phthalazine chemotype as inhibitors of VEGFR kinase.
2005 Nov 1
Oxidative addition of methyl iodide to a new type of binuclear platinum(II) complex: a kinetic study.
2005 Nov 14
Evaluation of apoptosis-induction by newly synthesized phthalazine derivatives in breast cancer cell lines.
2006 Apr-Jun
A dinucleating ligand related to the beta-diketiminates.
2006 Aug 28
4-(Azolylphenyl)-phthalazin-1-amines: Novel inhibitors of VEGF receptors I and II.
2006 Dec
Luminescent hydrido-carbonyl clusters of rhenium containing bridging 1,2-diazine ligands.
2006 Dec 25
Aqueous N-heterocyclization of primary amines and hydrazines with dihalides: microwave-assisted syntheses of N-azacycloalkanes, isoindole, pyrazole, pyrazolidine, and phthalazine derivatives.
2006 Jan 6
1-(Azolyl)-4-(aryl)-phthalazines: novel potent inhibitors of VEGF receptors I and II.
2006 Nov
[Synthesis and characterization of silver-intermediates in the development process of photothermographic material].
2007 Apr
Efficiency improvement for sulfated ash determination by usage of a microwave muffle furnace.
2007 Apr 11
Phthalazin-1(2H)-one-picric acid (1/1).
2007 Dec 6
1,4-Bis(alkylamino)benzo[g]phthalazines able to form dinuclear complexes of Cu(II) which as free ligands behave as SOD inhibitors and show efficient in vitro activity against Trypanosoma cruzi.
2007 Mar 1
Copper(I) cyanide networks: synthesis, luminescence behavior and thermal analysis. Part 1. Diimine ligands.
2007 Oct 15
Synthesis of 1-/2-substituted-[1,2,3]triazolo[4,5-g]phthalazine-4,9-diones and evaluation of their cytotoxicity and topoisomerase II inhibition.
2008 Apr 15
(1R,2R)-4-Benzoyl-2-benzo-yloxy-1-phenyl-butyl imidazole-1-carboxyl-ate.
2008 Feb 22
Multiple surface plasmon resonances and near-infrared field enhancement of gold nanowells.
2008 Jul 1
2-(2-Hydroxy-ethyl)phthalazin-1(2H)-one.
2008 Mar 29
A new structure-based QSAR method affords both descriptive and predictive models for phosphodiesterase-4 inhibitors.
2008 Nov 6
2-(3-Oxo-1,3-dihydro-isobenzofuran-1-yl)-phthalazin-1(2H)-one.
2009 Apr 8
Development of improved models for phosphodiesterase-4 inhibitors with a multi-conformational structure-based QSAR method.
2009 Dec 31
Microwave assisted reactions of some azaheterocylic compounds.
2009 Jan 15
Practical synthesis of a p38 MAP kinase inhibitor.
2009 Jan 16
Dichloridobis(phenanthridine-κN)zinc(II).
2009 Jun 6
Ultrasound assisted reactions of steroid analogous of anticipated biological activities.
2009 Mar
Synthesis and antibacterial activity of some new heterocycles incorporating phthalazine.
2009 Nov
Phthalocyanine-C60 fused conjugates exhibiting molecular orbital interactions depending on the solvent polarity.
2009 Nov 2
Novel phthalazinyl derivatives: synthesis, antimycobacterial activities, and inhibition of Mycobacterium tuberculosis isocitrate lyase enzyme.
2009 Sep
Synthesis and antitumor activities of novel 1,4-disubstituted phthalazine derivatives.
2010 Aug
Addressing PXR liabilities of phthalazine-based hedgehog/smoothened antagonists using novel pyridopyridazines.
2010 Aug 1
2-[1-(3-Oxo-1,3-dihydro-2-benzofuran-1-yl)-1H-benzimidazol-2-yl]benzoic acid methanol solvate.
2010 Jul 17
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 02:14:11 GMT 2023
Edited
by admin
on Sat Dec 16 02:14:11 GMT 2023
Record UNII
91Y28DM24N
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PHTHALAZINE
MI  
Systematic Name English
NSC-62484
Code English
PHTHALAZINE [USP IMPURITY]
Common Name English
PHTHALAZINE [USP-RS]
Common Name English
PHTHALAZINE [MI]
Common Name English
Code System Code Type Description
FDA UNII
91Y28DM24N
Created by admin on Sat Dec 16 02:14:11 GMT 2023 , Edited by admin on Sat Dec 16 02:14:11 GMT 2023
PRIMARY
MESH
C043388
Created by admin on Sat Dec 16 02:14:11 GMT 2023 , Edited by admin on Sat Dec 16 02:14:11 GMT 2023
PRIMARY
EPA CompTox
DTXSID9049407
Created by admin on Sat Dec 16 02:14:11 GMT 2023 , Edited by admin on Sat Dec 16 02:14:11 GMT 2023
PRIMARY
MERCK INDEX
m8752
Created by admin on Sat Dec 16 02:14:11 GMT 2023 , Edited by admin on Sat Dec 16 02:14:11 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
PHTHALAZINE
Created by admin on Sat Dec 16 02:14:11 GMT 2023 , Edited by admin on Sat Dec 16 02:14:11 GMT 2023
PRIMARY
CAS
253-52-1
Created by admin on Sat Dec 16 02:14:11 GMT 2023 , Edited by admin on Sat Dec 16 02:14:11 GMT 2023
PRIMARY
SMS_ID
100000156989
Created by admin on Sat Dec 16 02:14:11 GMT 2023 , Edited by admin on Sat Dec 16 02:14:11 GMT 2023
PRIMARY
EVMPD
SUB131098
Created by admin on Sat Dec 16 02:14:11 GMT 2023 , Edited by admin on Sat Dec 16 02:14:11 GMT 2023
PRIMARY
RS_ITEM_NUM
1535959
Created by admin on Sat Dec 16 02:14:11 GMT 2023 , Edited by admin on Sat Dec 16 02:14:11 GMT 2023
PRIMARY
PUBCHEM
9207
Created by admin on Sat Dec 16 02:14:11 GMT 2023 , Edited by admin on Sat Dec 16 02:14:11 GMT 2023
PRIMARY
CHEBI
36597
Created by admin on Sat Dec 16 02:14:11 GMT 2023 , Edited by admin on Sat Dec 16 02:14:11 GMT 2023
PRIMARY
NSC
62484
Created by admin on Sat Dec 16 02:14:11 GMT 2023 , Edited by admin on Sat Dec 16 02:14:11 GMT 2023
PRIMARY
ECHA (EC/EINECS)
205-963-2
Created by admin on Sat Dec 16 02:14:11 GMT 2023 , Edited by admin on Sat Dec 16 02:14:11 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP