bis(2,2′-bipyridyl)(dipyrido(3,2-alpha-2′,3′-c)phenazine)ruthenium (II) CAS#: 87564-74-7; ChemWhat Code: 1220521

IdentificationPhysical DataSpectra
Route of Synthesis (ROS)Safety and HazardsOther Data

Identification

Product Namebis(2,2′-bipyridyl)(dipyrido(3,2-alpha-2′,3′-c)phenazine)ruthenium (II)
IUPAC Namebis(2-pyridin-2-ylpyridine);quinoxalino[2,3-f][1,10]phenanthroline;ruthenium(2+)
Molecular Structure
CAS Registry Number 87564-74-7
EINECS NumberNo data available
MDL NumberNo data available
Beilstein Registry NumberNo data available
SynonymsΛ-Ru(2,2′-bipyridine)2(dipyrido[3,2-a:2′,3′-c]phenazine
Molecular FormulaC38H26N8Ru
Molecular Weight695.752
InChIInChI=1S/C18H10N4.2C10H8N2.Ru/c1-2-8-14-13(7-1)21-17-11-5-3-9-19-15(11)16-12(18(17)22-14)6-4-10-20-16;21-3-7-11-9(5-1)10-6-2-4-8-12-10;/h1-10H;21-8H;/q;;;+2
InChI KeyYVXNAGNLAPDXJU-UHFFFAOYSA-N
Canonical SMILES[Ru+2].c1ccc(-c2ccccn2)nc1.c1ccc(-c2ccccn2)nc1.c1ccc2nc3c4cccnc4c4ncccc4c3nc2c1
Patent Information
No data available

Physical Data

AppearanceOrange red powder
SolubilityNo data available
Flash PointNo data available
Refractive indexNo data available
SensitivityNo data available

Spectra

No data available

Route of Synthesis (ROS)

No data available

Safety and Hazards

GHS Hazard StatementsNot Classified

Other Data

TransportationNONH for all modes of transport
Store below -15°C for long-term.
HS CodeNo data available
StorageStore below -15°C for long-term.
Shelf Life2 years
Market PriceUSD
Druglikeness
Lipinski rules component
Molecular Weight695.748
logP
HBA8
HBD0
Matching Lipinski Rules2
Veber rules component
Polar Surface Area (PSA)24.72
Rotatable Bond (RotB)0
Matching Veber Rules2
Use Pattern
DNA “Molecular Switches” and Probes
Luminescence Properties: In aqueous solutions, this ruthenium complex exhibits negligible luminescence (due to quenching by water molecules). However, when it binds to the DNA double helix structure—specifically within the major or minor grooves—or intercalates between base pairs, it emits intense fluorescence.
Diagnostic Applications: Used to detect the presence and concentration of DNA, as well as changes in DNA conformation. Because it remains “dark” in its unbound state and becomes “bright” upon binding, observation can be performed without the need to wash away unbound probes.
Bioimaging and Cellular Sensing
Cell Staining: Capitalizing on its high photophysical stability and large Stokes shift, it is employed for imaging live cells.
Specific Organelle Targeting: Upon modification, these ruthenium complexes are often engineered as biosensors specifically targeted to mitochondria or cell nuclei, enabling the monitoring of microenvironmental changes within the cell.
Photodynamic Therapy (PDT) Research
Photosensitizers: Under illumination, ruthenium complexes are capable of generating reactive oxygen species (ROS), such as singlet oxygen ($^1O_2$).
Antitumor Research: Researchers leverage the complexes’ strong affinity for DNA and their photosensitizing properties to explore their potential as photosensitizing drugs for the precision targeting of cancer cells, inducing DNA damage in tumor cells through irradiation with specific wavelengths of light.
Electron and Energy Transfer
Photocatalysis Research: Ruthenium complexes possess excellent redox potentials and are frequently utilized to investigate photo-induced electron transfer (PET) processes.
Artificial Photosynthesis: In chemical laboratories, they serve as commonly used model molecules for mimicking natural photosynthetic reaction centers and studying energy transfer mechanisms.
Nanotechnology and Biosensors
Modified Electrodes: Used in the fabrication of electrochemiluminescence (ECL) sensors for the detection of trace amounts of biomolecules or metal ions.
DNA Nanomachines: Employed in the construction of DNA nanodevices, where they function as indicators of structural stability or as signal output units.

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