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Details

Stereochemistry ACHIRAL
Molecular Formula C26H20N2
Molecular Weight 360.4504
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BATHOCUPROINE

SMILES

CC1=CC(C2=CC=CC=C2)=C3C=CC4=C(C=C(C)N=C4C3=N1)C5=CC=CC=C5

InChI

InChIKey=STTGYIUESPWXOW-UHFFFAOYSA-N
InChI=1S/C26H20N2/c1-17-15-23(19-9-5-3-6-10-19)21-13-14-22-24(20-11-7-4-8-12-20)16-18(2)28-26(22)25(21)27-17/h3-16H,1-2H3

HIDE SMILES / InChI

Molecular Formula C26H20N2
Molecular Weight 360.4504
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Bathocuproine is a promising organic material of a hole blocking layer in organic light-emitting diodes or an electron buffer layer in organic photovoltaic cells. When a thin layer of bathocuproine is inserted between the metal electrode and the organic layer of the organic semiconductor device, the electron injection/collection efficiency at the interface is significantly improved. As an organic electronic material bathocuproine useful as OLED electron transporter and hole blocker. Bathocuproine sulphonate acts as a specific chelator of monovalent copper Cu(I).

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Oxidative damage to cellular and isolated DNA by metabolites of a fungicide ortho-phenylphenol.
1999 May
Chelation and intercalation: complementary properties in a compound for the treatment of Alzheimer's disease.
2000 Jun
Synthesis, characterization, photophysical properties, and biological labeling studies of a series of luminescent rhenium(I) polypyridine maleimide complexes.
2002 Jan 14
Copper-mediated oxidative DNA damage induced by eugenol: possible involvement of O-demethylation.
2004 Dec 31
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005 Jun
A spectroscopic and computational study on the effects of methyl and phenyl substituted phenanthroline ligands on the electronic structure of Re(I) tricarbonyl complexes containing 2,6-dimethylphenylisocyanide.
2005 Mar 21
Improvement of viewing angle and pixel contrast ratio in green top-emitting organic light-emitting devices.
2008 Jun 9
2,9-Dimethyl-4,7-diphenyl-1,10-phenanthrolin-1-ium tetra-chloridoaurate(III).
2009 Apr 2
Dichlorido(2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline-κN,N')mercury(II) acetonitrile hemisolvate.
2009 Jul 1
Equilibrium and ab initio computational studies on the adduct formation of 1,3-diketonato-lithium(I), -sodium(I) and -potassium(I) with 1,10-phenanthroline and its 2,9-dimethyl derivatives.
2009 Jun 15
(2,9-Dimethyl-4,7-diphenyl-1,10-phen-anthroline-κN,N')bis-(thio-cyanato-κS)mercury(II).
2009 Jun 24
Effect of secondary ligands' size on energy transfer and electroluminescent efficiencies for a series of europium(III) complexes, a density functional theory study.
2009 Nov 14
Dichlorido(6,6'-dimethyl-2,2'-bipyridine-κN,N')zinc(II).
2009 Sep 26
3-Phenyl-pyridinium tetra-chlorido-aurate(III).
2010 Feb 27
Electroluminescence property of highly soluble Ir(III) complex utilized by various hole blocking layers in polymer light emitting diodes.
2010 May
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
In Tyrode buffer, S-nitrosocysteine (cysNO) (10 microM) broke down at a rate of 3.3 uM/min. Bathocuproine sulphonate (10 microM) reduced this to 0.5 uM/min.
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:03:06 GMT 2023
Edited
by admin
on Fri Dec 15 18:03:06 GMT 2023
Record UNII
9THP2V94FX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BATHOCUPROINE
MI  
Common Name English
NSC-89195
Code English
BATHOCUPROINE [MI]
Common Name English
1,10-PHENANTHROLINE, 2,9-DIMETHYL-4,7-DIPHENYL-
Systematic Name English
BCP
Common Name English
2,9-DIMETHYL-4,7-DIPHENYL-1,10-PHENANTHROLINE
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID4063585
Created by admin on Fri Dec 15 18:03:06 GMT 2023 , Edited by admin on Fri Dec 15 18:03:06 GMT 2023
PRIMARY
PUBCHEM
65149
Created by admin on Fri Dec 15 18:03:06 GMT 2023 , Edited by admin on Fri Dec 15 18:03:06 GMT 2023
PRIMARY
MERCK INDEX
m2275
Created by admin on Fri Dec 15 18:03:06 GMT 2023 , Edited by admin on Fri Dec 15 18:03:06 GMT 2023
PRIMARY Merck Index
FDA UNII
9THP2V94FX
Created by admin on Fri Dec 15 18:03:06 GMT 2023 , Edited by admin on Fri Dec 15 18:03:06 GMT 2023
PRIMARY
NSC
89195
Created by admin on Fri Dec 15 18:03:06 GMT 2023 , Edited by admin on Fri Dec 15 18:03:06 GMT 2023
PRIMARY
MESH
C002478
Created by admin on Fri Dec 15 18:03:06 GMT 2023 , Edited by admin on Fri Dec 15 18:03:06 GMT 2023
PRIMARY
CAS
4733-39-5
Created by admin on Fri Dec 15 18:03:06 GMT 2023 , Edited by admin on Fri Dec 15 18:03:06 GMT 2023
PRIMARY
WIKIPEDIA
Bathocuproine
Created by admin on Fri Dec 15 18:03:06 GMT 2023 , Edited by admin on Fri Dec 15 18:03:06 GMT 2023
PRIMARY
ECHA (EC/EINECS)
225-240-5
Created by admin on Fri Dec 15 18:03:06 GMT 2023 , Edited by admin on Fri Dec 15 18:03:06 GMT 2023
PRIMARY