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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
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
Synthesis, characterization, photophysical properties, and biological labeling studies of a series of luminescent rhenium(I) polypyridine maleimide complexes.
2002 Jan 14
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005 Jun
Oxidative modification of human ceruloplasmin by methylglyoxal: an in vitro study.
2006 May 31
Differential modulation of Alzheimer's disease amyloid beta-peptide accumulation by diverse classes of metal ligands.
2007 Nov 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
[Spectral characteristics of white organic light-emitting devices based on a novel nitrile fluorescence dye].
2009 Mar
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.
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
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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
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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