529499-24-9

Basic information

• Product Name: [(η5-pentamethylcyclopentadienyl)(triphenylphosphine)(1,10-phenanthroline)ruthenium(II)] hexafluorophosphate
• Synonyms: [(η5-pentamethylcyclopentadienyl)(triphenylphosphine)(1,10-phenanthroline)ruthenium(II)] hexafluorophosphate
• CAS NO: 529499-24-9
• Molecular Weight: 823.763
• Mol File: 529499-24-9.mol

Chemical Properties

• CAS DataBase Reference: [(η5-pentamethylcyclopentadienyl)(triphenylphosphine)(1,10-phenanthroline)ruthenium(II)] hexafluorophosphate(CAS DataBase Reference)
• NIST Chemistry Reference: [(η5-pentamethylcyclopentadienyl)(triphenylphosphine)(1,10-phenanthroline)ruthenium(II)] hexafluorophosphate(529499-24-9)
• EPA Substance Registry System: [(η5-pentamethylcyclopentadienyl)(triphenylphosphine)(1,10-phenanthroline)ruthenium(II)] hexafluorophosphate(529499-24-9)

Safety Data

• Hazardous Substances Data: 529499-24-9(Hazardous Substances Data)

Upstream product

• 66-71-7 1,10-Phenanthroline 
• 92361-49-4 pentamethylcyclopentadienyl bis(triphenylphosphine)ruthenium(II) chloride 
• 529499-17-0 [(η5-pentamethylcyclopentadienyl)(triphenylphosphine)(acetonitrile)ruthenium(II)] hexafluorophosphate 

Relevant articles and documents

Half-Sandwich Cyclopentadienylruthenium(II) Complexes: A New Antimalarial Chemotype

A small library of half-sandwich cyclopentadienylruthenium(II) compounds of the general formula [(η5-C5R5)Ru(PPh3)(N-N)][PF6], a scaffold hitherto absent from the toolbox of antiplasmodials, was screened for activity against the blood stage of CQ-sensitive 3D7-GFP, CQ-resistant Dd2, and artemisinin-resistant IPC5202 Plasmodium falciparum strains and the liver stage of Plasmodium berghei. The best-performing compounds displayed dual-stage activity, with single-digit nanomolar IC50 values against blood-stage malaria parasites, nanomolar activity against liver-stage parasites, and residual cytotoxicity against HepG2 and Huh7 mammalian cells. The parasitic absorption/distribution of 7-nitrobenzoxadiazole-appended fluorescent compounds Ru4 and Ru5 was investigated by confocal fluorescence microscopy, revealing parasite-selective absorption in infected erythrocytes and nuclear accumulation of both compounds. The lead compound Ru2 impaired asexual parasite differentiation, exhibiting fast parasiticidal activity against both ring and trophozoite stages of a synchronized culture of the P. falciparum 3D7 strain. These results point to cyclopentadienylruthenium(II) complexes as a highly promising chemotype for the development of dual-stage antiplasmodials.

Synthesis and characterization of [(Cp*)Ru(PPh3)(N-base)]X and [(η5-C9H7)Ru(PPh3)(N-base)]X complexes (see abstract)

The reactions of [(η5-Cp*)Ru(PPh3)2 (CH3CN)]X (1) and [(η5-indenyl)Ru(PPh3)2 (CH3CN)]X (2) (η5-Cp* = η5-C5Me5; η5- indenyl = η5-C9H7; X = BF4 or PF6) with 2,2′-bipyridine (bipy.) and 1,10-phenanthroline (phen.) in benzene or toluene yielded complexes of the type [(η5-Cp*)Ru(PPh3)(L2)]X where L2 = bipy, X=BF4 (3) and L2=phen, X=PF6 (4); [(η5-indenyl)Ru(PPh3)2(L2)]X where L2 = bipy, X = PF6 (5) and L2 = phen, X = PF6 (6). Complex 6 has been established by single crystal X-ray diffraction analysis. Complex 6 crystallizes in the monoclinic space group P 21/c, with a = 14.6020 (12), b = 12.7100 (17) and c = 18.981 (2) A?, β = 98.982 (9)°, V = 3479.5 (7) A?3 and Z = 4. These complexes can also be prepared from reactions of [(η5- Cp*)Ru(PPh3)2Cl] (7) and [(η5-indenyl)Ru(PPh3)2Cl] (8) with the corresponding ligands in the presence of NH4PF6 or NH4BF4 in toluene. All the complexes were characterized by spectral and analytical data.