5771-00-6

Upstream product

• 1121-60-4 pyridine-2-carbaldehyde 
• 60-34-4 methylhydrazine 

Downstream Products

• 5757-52-8 3-Methyl-5--1,3,4-thiadiazolidin-thion-2 
• 136514-99-3 5-(4-Chloro-phenyl)-2-methyl-6-pyridin-2-yl-1,2,5,6-tetrahydro-[1,2,4,5]tetrazine-3-carboxylic acid methyl ester 
• 136514-98-2 5-(4-Methoxy-phenyl)-2-methyl-6-pyridin-2-yl-1,2,5,6-tetrahydro-[1,2,4,5]tetrazine-3-carboxylic acid methyl ester 
• 148758-70-7 2-(1-methyl-5-phenyl-1H-[1,2,4]triazol-3-yl)-pyridine 
• 136515-10-1 1-Methyl-4,6-diphenyl-3-pyridin-2-yl-1,2,3,4-tetrahydro-[1,2,4,5]tetrazine 
• 136515-07-6 1-(2-Methyl-5-phenyl-6-pyridin-2-yl-1,2,5,6-tetrahydro-[1,2,4,5]tetrazin-3-yl)-ethanone 

Relevant academic research and scientific papers

Copper complexes of tripodal κ6N-donor ligands: A structural, EPR spectroscopic and electrochemical study

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.

1H,89Y HMQC and further NMR spectroscopic and X-ray diffraction investigations on yttrium-containing complexes exhibiting various nuclearities

2D 1H,89Y heteronuclear shift correlation through scalar coupling has been applied to the chemical-shift determination of a set of yttrium complexes with various nuclearities. This method allowed the determination of 89Y NMR data in a short period of time. Multinuclear NMR spectroscopy as function of temperature, PGSE NMR-diffusion experiments, heteronuclear NOE measurements, and X-ray crystallography were applied to determine the structures of [Y5(OH)5(L-Val) 4(Ph2acac)6] (1) (Ph2acac= dibenzoylmethanide, L-Val=L-valine), [Y(2)(OTf)3] (3), and [Y 2(4)(OTf)5] (5) (2: [(S)P{N(Me)N=C(H)Py}3], 4: [B{N(Me)N=C(H)Py}4]-) in solution and in the solid state. The structures found in the solid state are retained in solution, where averaged structures were observed. NMR diffusion measurements helped us to understand the nuclearity of compounds 3 and 5 in solution. 1H,19F HOESY and 19F,19F EXSY data revealed that the anions are specifically located in particular regions of space, which nicely correlated with the geometries found in the X-ray structures.

Synthesis and biological activity of some 2-imidazolinylhydrazone derivatives

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.