27318-90-7 | 1,10-Phenanthroline-5,6-dione

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$12.00	$9.00
5g	98%	in stock	$32.00	$23.00
10g	98%	in stock	$57.00	$40.00
15g	98%	in stock	$78.00	$55.00
25g	98%	in stock	$120.00	$84.00
100g	98%	in stock	$359.00	$252.00

Description

• Catalog Number: AF28181
• Chemical Name: 1,10-Phenanthroline-5,6-dione
• CAS Number: 27318-90-7
• Molecular Formula: C12H6N2O2
• Molecular Weight: 210.1882
• MDL Number: MFCD00014473
• SMILES: O=C1C(=O)c2cccnc2-c2c1cccn2
• NSC Number: 346882

Computed Properties

• Complexity: 297
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 16
• Hydrogen Bond Acceptor Count: 4
• XLogP3: 0.5

Upstream Synthesis Route

$Name$ is a versatile compound that finds widespread application in chemical synthesis, particularly in the field of coordination chemistry. It serves as a key building block for the preparation of various metal complexes due to its ability to chelate metal ions. Its unique molecular structure containing two nitrogen atoms and two oxygen atoms allows for strong coordination interactions with metal centers, leading to the formation of stable coordination complexes. In addition, 1,10-Phenanthroline-5,6-dione can also act as a ligand in catalytic processes, enabling the activation of substrates and facilitating various chemical reactions. Its significance in the development of novel molecular architectures and the understanding of metal-ligand interactions make it a valuable tool in the realm of chemical synthesis.

Literature

• A novel ruthenium(II)-cobaloxime supramolecular complex for photocatalytic H2 evolution: synthesis, characterisation and mechanistic studies.

  Dalton transactions (Cambridge, England : 2003) 20121114

• High-throughput synthesis and electrochemical screening of a library of modified electrodes for NADH oxidation.

  Journal of the American Chemical Society 20121031

• Aerobic oxidation of primary alcohols catalyzed by copper complexes of 1,10-phenanthroline-derived ligands.

  Dalton transactions (Cambridge, England : 2003) 20121007

• Bipyrimidine ruthenium(II) arene complexes: structure, reactivity and cytotoxicity.

  Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20121001

• Photophysical studies of fused phenanthrimidazole derivatives as versatile π-conjugated systems for potential NLO applications.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20120615

• Bis(1,10-phenanthroline-5,6-dione-κN,N')silver(I) 2-hy-droxy-3,5-dinitro-benzoate.

  Acta crystallographica. Section E, Structure reports online 20120101

• 3a,11b-Dihy-droxy-3a,11b-dihydro-1H-imidazo[4,5-f][1,10]phenanthroline-2(3H)-thione.

  Acta crystallographica. Section E, Structure reports online 20120101

• Tris(1,10-phenanthroline-5,6-dione-κN,N')zinc bis-(perchlorate) acetonitrile monosolvate.

  Acta crystallographica. Section E, Structure reports online 20111001

• Diiodido(1,10-phenanthroline-5,6-dione-κN,N')mercury(II).

  Acta crystallographica. Section E, Structure reports online 20111001

• 2-(4-Fluoro-phen-yl)-1-phenyl-1H-imidazo[4,5-f][1,10]phenanthroline monohydrate.

  Acta crystallographica. Section E, Structure reports online 20110801

• catena-[[(nitrato-κO)silver(I)]-μ-1,10-phenanthroline-5,6-dione-κO,O':N,N'].

  Acta crystallographica. Section E, Structure reports online 20110701

• 2-(4-Methyl-phen-yl)-1H-imidazo[4,5-f][1,10]phenanthroline.

  Acta crystallographica. Section E, Structure reports online 20110401

• 1,2-Diphenyl-1H-imidazo[4,5-f][1,10]phenanthroline.

  Acta crystallographica. Section E, Structure reports online 20110401

• Investigation of Yb(III)-PVC membrane interfacial interaction by semiempirical PM6/SPARKLE method based on 1,10-phenanthroline-5,6-dione as a suitable neutral ionophore.

  Journal of colloid and interface science 20110201

• Electrochemical biosensors based on redox carbon nanotubes prepared by noncovalent functionalization with 1,10-phenanthroline-5,6-dione.

  The Analyst 20110121

• Luminescent ruthenium probe for the determination of acetyl phosphate in complex biological matrices.

  The Analyst 20110107

• 5-Ethyl-5-methyl-4-phenyl-5H-1,2,4-triazol-3(4H)-thione.

  Acta crystallographica. Section E, Structure reports online 20100901

• Dichloridobis(1,10-phenanthroline-5,6-dione-κN,N')mercury(II).

  Acta crystallographica. Section E, Structure reports online 20091201

• Mixed-ligand copper(II) maltolate complexes: synthesis, characterization, DNA binding and cleavage, and cytotoxicity.

  Inorganic chemistry 20091005

• 5,6-Dihydr-oxy-1,10-phenanthrolin-1-ium chloride dihydrate.

  Acta crystallographica. Section E, Structure reports online 20091001

• Bis(1,10-phenanthroline-5,6-dione-κN,N')silver(I) tetra-fluoridoborate.

  Acta crystallographica. Section E, Structure reports online 20090901

• Tetra-aqua-(1,10-phenanthroline-5,6-dione-κN,N')cobalt(II) dinitrate.

  Acta crystallographica. Section E, Structure reports online 20090601

• Aqua-dinitrato(quioxalino[2,3-f][1,10]phenanthroline)nickel(II) monohydrate.

  Acta crystallographica. Section E, Structure reports online 20090401

• Syntheses, characterization and biological activities of rare earth metal complexes with curcumin and 1,10-phenanthroline-5,6-dione.

  Journal of inorganic biochemistry 20090301

• Synthesis, structure and antitumor activity of [RhCl3(N-N)(DMSO)] polypyridyl complexes.

  Journal of inorganic biochemistry 20081001

• 2-Phenyl-1H-1,3,7,8-tetra-azacyclo-penta-[l]phenanthrene.

  Acta crystallographica. Section E, Structure reports online 20081001

• Phenanthroline derivatives with improved selectivity as DNA-targeting anticancer or antimicrobial drugs.

  ChemMedChem 20080901

• 5,6-Di-oxo-1,10-phenanthrolin-1-ium trifluoro-methane-sulfonate.

  Acta crystallographica. Section E, Structure reports online 20080801

• ESI-MS studies of mixed-ligand Fe(II) complexes containing 1,10-phenanthroline and 1,10-phenanthroline-5,6-dione as ligands.

  Journal of mass spectrometry : JMS 20080601

• Acetato(1,10-phenanthroline-5,6-dione)silver(I) trihydrate.

  Acta crystallographica. Section E, Structure reports online 20080201

• 5,6-Dioxo-1,10-phenanthrolin-1-ium nitrate.

  Acta crystallographica. Section E, Structure reports online 20080101

• 5,6-Dioxo-1,10-phenanthrolin-1-ium chloride.

  Acta crystallographica. Section E, Structure reports online 20080101

• Planarity and constraint of the carbonyl groups in 1,2-diones are determinants for selective inhibition of human carboxylesterase 1.

  Journal of medicinal chemistry 20071115

• Vibrational assignment of the Raman active modes of 1,10-phenanthroline-5,6-dione using DFT calculations.

  The journal of physical chemistry. A 20070503

• Transformations of the chameleon ligand 1,10-phenanthroline-5,6-dione/diol: cis-dichlorido(1,10-phenanthroline-5,6-dione-kappa2N,N')-trans-dipyridinecobalt(II) pyridine disolvate prepared from the diol.

  Acta crystallographica. Section C, Crystal structure communications 20070501

• Synthesis of a bis-macrocycle containing two back-to-back rigidly connected 1,10-phenanthroline units as a central core and its incorporation in a handcuff-like catenane.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20070101

• DNA binding and photocleavage studies of cobalt(III) polypyridine complexes: [Co(en)2PIP]3+, [Co(en)2IP]3+, and [Co(en)2phen-dione]3+.

  Bioinorganic chemistry and applications 20070101

• A singular noninterpenetrating coordination polymer with the Pt3O4 structure containing naked [Na+]4 units.

  Inorganic chemistry 20061225

• In vitro anti-tumour effect of 1,10-phenanthroline-5,6-dione (phendione), [Cu(phendione)3](ClO4)2.4H2O and [Ag(phendione)2]ClO4 using human epithelial cell lines.

  Chemico-biological interactions 20061201

• Coordination and hydrogen bonded network structures of Cu(II) with mixed ligands: a hybrid hydrogen bonded material, an infinite sandwich arrangement, and a 3-D net.

  Dalton transactions (Cambridge, England : 2003) 20060728

• Boron dipyrromethene dyes: a rational avenue for sensing and light emitting devices.

  Dalton transactions (Cambridge, England : 2003) 20060621

• Microsphere-based protease assays and screening application for lethal factor and factor Xa.

  Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

• Binding modes in metal ion complexes of quinones and semiquinone radical anions: electron-transfer reactivity.

  Chemphyschem : a European journal of chemical physics and physical chemistry 20060410

• Synthesis, characterization, X-ray structure and DNA photocleavage by cis-dichloro bis(diimine) Co(III) complexes.

  Journal of inorganic biochemistry 20060301

• Thermochromism of metal ion complexes of semiquinone radical anions. Control of equilibria between diamagnetic and paramagnetic species by Lewis acids.

  The journal of physical chemistry. A 20051020

• Sensitive oxidation state ambivalence in unsymmetrical three-center (M/Q/M) systems [(acac)2 Ru(mu-Q)Ru(acac)2](n), Q = 1,10-phenanthroline-5,6-dione or 1,10-phenanthroline-5,6-diimine (n = +, 0, -, 2-).

  Inorganic chemistry 20050502

• DNA biosensor for detection of Helicobacter pylori using phen-dione as the electrochemically active ligand in osmium complexes.

  Analytical chemistry 20050415

• Development of a commercial amperometric biosensor electrode for the ketone D-3-hydroxybutyrate.

  Biosensors & bioelectronics 20050215

• Synthesis and X-ray crystal structure of [Ag(phendio)2]ClO4 (phendio = 1,10-phenanthroline-5,6-dione) and its effects on fungal and mammalian cells.

  Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine 20041201

• Metal complexes of 1,10-phenanthroline-5,6-dione alter the susceptibility of the yeast Candida albicans to amphotericin B and miconazole.

  Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine 20040801

• Metal vs ligand reduction in complexes of dipyrido[3,2-a:2',3'-c]phenazine and related ligands with [(C5Me5)ClM]+ (M = Rh or Ir): evidence for potential rather than orbital control in the reductive cleavage of the metal-chloride bond.

  Inorganic chemistry 20040223

• Acid-base equilibria of various oxidation states of aqua-ruthenium complexes with 1,10-phenanthroline-5,6-dione in aqueous media.

  Dalton transactions (Cambridge, England : 2003) 20040221

• Validation of a reversed-phase HPLC method for 1,10-phenanthroline-5,6-dione and analysis of its impurities by HPLC-MS.

  Journal of pharmaceutical and biomedical analysis 20030919