5771-00-6Relevant articles and documents
Copper complexes of tripodal κ6N-donor ligands: A structural, EPR spectroscopic and electrochemical study
Trapp, Ina,L?ble, Matthias,Meyer, Jens,Breher, Frank
, p. 373 - 384 (2011)
A new tris(pyridylhydrazonyl)methane ligand, HC[N(Me)NC(H)Py]3 (L2) (Py = pyridyl), has been synthesized. The latter is accessible from triethyl orthoformate and 2-(2-methylhydrazono)methylpyridine in 63% isolated yield. We have investigated its coordination chemistry towards copper ions and compared the results with those obtained for the recently developed multifunctional ligand, (S)P[N(Me)NC(H)Py]3 (L1). The copper(II) complexes [Cu(L1)](OTf)2 (3) and [Cu(L2)](OTf)2 (4) (OTf = triflate, (O3SCF3)-) are mononuclear with the cations coordinated by three imino and three pyridine nitrogen atoms. Almost axial symmetric EPR spectra have been obtained in frozen solutions at X-band. The spectra show resolved hyperfine couplings to the copper nuclei on one of the three g values. X-ray structural analyses revealed in each case a cis bond distortion and a trigonal twist due to Jahn-Teller effects. The Cu II/CuI reduction potentials of 3 and 4 were shown to be remarkably low (E1/20 = -0.11 V for 3; E1/20 = -0.34 V for 4), especially for 3 consisting of the phosphorus supported ligand L1. The corresponding copper(I) complexes [Cu(L1)](OTf) (5) and [Cu(L2)](OTf) (6) are accessible by reduction using decamethyl ferrocene. Both copper(I) complexes have been characterized in detail including X-ray structure analyses.
Synthesis and biological activity of some 2-imidazolinylhydrazone derivatives
Kornicka, Anita,Hudson, Alan L.,Bednarski, Patrick J.
experimental part, p. 523 - 534 (2010/02/27)
A series of N-(imidazolidin-2-ylidene)hydrazones and N-(4,5-dihydro-1H- imidazol-2-yl)-N-methylhydrazones were prepared and examined for α1-, α2-adrenergic and imidazoline I 1, I2 receptors binding affinities as well as cytotoxic activity against human tumor cell lines. Among the compounds tested, 2-naphthaldehyde N-(imidazolidin-2-ylidene)hydrazone (3e) exhibited a significant affinity for both α2-adrenergic and imidazoline I1 receptors (Ki = 94.3 nM and IC50 = 51.7 nM, respectively). Moreover, pyridine-2-carboxaldehyde N-(imidazolidin-2-ylidene) hydrazone (3l) showed the highest binding affinity to α1- adrenoceptors (Ki = 24.6 nM), while quinoline-2-carboxaldehyde N-(imidazolidin-2-ylidene)hydrazone (3m) displayed the highest I2 affinity with a Ki value of 26.7 nM and a high selectivity with respect to α2-adrenergic and imidazoline I1 receptors (Ki = 22470.0 nM and IC50 = 6145.0 nM, respectively). None of the tested N-(4,5-dihydro-1H-imidazol-2-yl)-N- methylhydrazones 4p-u displayed cytotoxic activity.