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CAS 27318-90-7

1,10-Phenanthroline-5,6-dione TCI P1973

1,10-Phenanthroline-5,6-dione TCI P1973

Chemical Identity

CAS No.
27318-90-7
PubChem
CID 72810·SID 135727031
Formula
C12H6N2O2
Molecular weight
210.19 g/mol
Purity
>98.0%(HPLC)(T)
Reference databases
ChEBI·ECHA·Wikipedia
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
1,10-phenanthroline-5,6-dione
SMILES
C1=CC2=C(C3=C(C=CC=N3)C(=O)C2=O)N=C1
InChIKey
KCALAFIVPCAXJI-UHFFFAOYSA-N
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TCI P1973 1,10-Phenanthroline-5,6-dione is a quinone derivative of 1,10-phenanthroline, a heterocyclic compound well known as a metal-chelating ligand. This compound combines two functions in a single molecule: two nitrogen atoms that can bind transition metal ions, and a redox-active 1,2-dione group. In synthetic and inorganic chemistry laboratories, it is a versatile building block for designing ligands, metal complexes, and functional materials. It is supplied under the Heterocyclic Building Blocks category.

The compound is valued because it offers both coordination ability and redox activity. The dione group at the 5,6-positions can react with aromatic diamines such as o-phenylenediamine. These reactions form extended conjugated ligands such as dipyridophenazine, which is widely studied in ruthenium complex chemistry and in research on interactions with DNA. Its quinone redox behaviour is also useful in electrochemistry, for example as an electron mediator on modified electrodes. For these reasons, researchers developing catalysts, sensors, and photoactive materials often choose this compound.

In Indonesia, research in coordination chemistry, electrochemistry, and materials science continues to grow at universities and research institutions. 1,10-Phenanthroline-5,6-dione can serve as an important starting material for these groups. Inorganic chemistry laboratories use it to prepare new metal complexes, and electrochemistry groups use it to build modified electrodes. Materials research teams use it to make photoactive and functional compounds. Supplied under the trusted TCI brand, it helps local researchers produce consistent, reproducible results in academic and applied research.

TCI brochures (PDF)

  • Ligand synthesis: the 5,6-dione group condenses with aromatic diamines such as o-phenylenediamine to form extended conjugated ligands like dipyridophenazine for coordination chemistry research.
  • Transition metal complex preparation: the two nitrogen atoms of the phenanthroline framework chelate transition metal ions, so researchers can build well-defined complexes such as ruthenium complexes.
  • DNA interaction studies: ligands derived from this compound, especially dipyridophenazine-type systems, are widely studied in ruthenium complex chemistry for their interactions with DNA.
  • Electrochemistry and modified electrodes: the redox-active quinone group lets the compound act as an electron mediator on modified electrodes for electrochemical research and sensor development.
  • Functional and photoactive materials: combining metal coordination with redox activity makes it a useful building block for researchers developing catalysts, sensors, and photoactive materials.

From the TCI brochure

  • Used as a tool in Parkinson's disease (PD) research as a LRRK2 inhibitor

Brand TCI (product code P1973)
CAS number 27318-90-7
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes available in TCI standard pack sizes; please confirm current options with AMI Scientific
Physical form please refer to the TCI product label and Safety Data Sheet
Storage follow the storage conditions on the TCI label and Safety Data Sheet

Store 1,10-Phenanthroline-5,6-dione in its original, tightly closed TCI container. Keep it in a cool, dry, well-ventilated place, away from direct sunlight, moisture, and incompatible substances, and always follow the storage conditions on the product label. Once the container is opened, reseal it promptly to prevent contamination. Handle the compound in a fume hood or a well-ventilated area. Wear suitable personal protective equipment, including a lab coat, safety glasses, and chemical-resistant gloves. Avoid creating dust and avoid contact with skin, eyes, and clothing. Before use, read the Safety Data Sheet carefully, and dispose of residues according to local laboratory and environmental regulations.

References cited in the TCI brochure

  1. Thomas Kramer. Small Molecule Kinase Inhibitors for LRRK2 and Their Application to Parkinson's Disease Models ACS Chemical Neuroscience, 2012. doi:10.1021/cn200117j