Showing papers on "Hydrazone published in 1992"
TL;DR: A range of new analogues of the promising iron chelator pyridoxal isonicotinoyl hydrazone was prepared and assessed for activity in reducing hepatocyte iron, mechanism of action and potential in iron‐chelation therapy.
129 citations
TL;DR: In this article, the thermal stability of a given oxadiazoline and what products were formed by its thermal decomposition were found to depend on the natures of the substituents at C-2.
Abstract: The electrolytic oxidation of ketone N-acylhydrazones (1) in methanolic sodium acetate induced their intramolecular cyclization to the corresponding 2-methoxy-Δ 3 -1,3,4-oxadiazolines 3. The thermal stability of a given oxadiazoline and what products were formed by its thermal decomposition was found to depend on the natures of the substituents at C-2. Thus, 2-methoxy-2-phenyloxadiazolines preferentially yielded oxiranes 5, whereas 2-alkyl-2-methoxyoxazolines preferentially gave enol ethers 6
68 citations
65 citations
TL;DR: In this paper, a very short synthesis of 1, 3-diphenyl-1,3-diaminopropane was presented. But the synthesis was performed in toluene solvent.
Abstract: Grignard reagents, in toluene solvent, display a strongly increased reactivity toward the hydrazone functionality. With the chiral synthon 1, a highly diastereoselective addition occurs, through chelation control, whereas with pyrazolines 4 and 9 only the d,l diastereomer is formed, leading to a very short synthesis of 1,3-diphenyl-1,3-diaminopropane (11)
51 citations
TL;DR: In this paper, ortho-substituted [Cr(CO)3(benzaldehyde)] complexes are obtained via nucleophilic addition of alkyl-and aryllithium reagents to a [Cr[CO]3(phenylmethaneimine)] complex followed by endo-hydride abstraction with triphenylmethyl cation.
Abstract: ortho-Substituted [Cr(CO)3(benzaldehyde)] complexes are obtained via nucleophilic addition of alkyl- and aryllithium reagents to a [Cr(CO)3(phenylmethaneimine)] complex followed by endo-hydride abstraction with triphenylmethyl cation. This sequence, when carried out with a [Cr(CO)3(benzaldehyde SAMP hydrazone)] complex affords substituted derivatives (Me, Bu, Ph, vinyl) with high (=/>97%) diastereoselectivity and, after hydrolysis, ortho- substituted [Cr(CO)3(benzaldehyde)] ((S)-1) complexes of high enantiomeric purity.
33 citations
TL;DR: In this article, it has been shown by electronic spectra that hydrazone-azo anion equilibria of arylazopyridones exist in various solvents.
32 citations
27 citations
TL;DR: In this article, a series of the hydrazones were prepared by the reaction of 3-hydrazino-5H-1,2,4-triazino[5,6-b]indole (1) with monosaccharides, and their acetylation was studied.
Abstract: A series of the hydrazones were prepared by the reaction of 3-hydrazino-5H-1,2,4-triazino[5,6-b]indole (1) with monosaccharides, and their acetylation was studied. Cyclodehydrogenation of the hydrazones gave 3-(substituted)-10H-1,2,4-triazolo[4′,3′:2,3][1,2,4]triazino[5,6-b]indole, whose acetylation and partial acetylation were carried out. The ring-chain tautomerism of the hydrazones promoted their heterocyclization. The linear structure, and not that of the angular isomer, has been selected for the products. This structure has been confirmed from a model study of the cyclization of the acetaldehyde derivative of 1, which was found to be identical with that product obtained from the reaction of 4,5-diamino-3-methyl-1,2,4-triazole with isatin. Periodate oxidation of the hydrazones and their cyclized products was also studied.
24 citations
TL;DR: Using isolated rat hepatocytes the biochemical effects of hydrazine have been investigated using both conventional assay techniques and high resolution proton NMR, revealing a significant increase in alanine and lactate levels in the incubation buffer, whereas levels of β-hydroxybutyrate were decreased.
Abstract: Using isolated rat hepatocytes the biochemical effects of hydrazine have been investigated using both conventional assay techniques and high resolution proton NMR. High resolution proton NMR revealed that hydrazine caused a significant increase in alanine and lactate levels in the incubation buffer, whereas levels of β-hydroxybutyrate were decreased. NMR also detected metabolites of hydrazine notably acetylhydrazine and a cyclised hydrazone formed with α-ketoglutarate. Changes were detected in NADH and NADPH, ATP, succinate dehydrogenase (SDH) and total non-protein sulphydryl groups (TNPSH). However, the changes in pyridine nucleotides occurred at higher concentrations than those affecting succinate dehydrogenase and ATP. Similarly, the depletion of TNPSH occurred at a higher concentration and with a different time course to that seen with ATP depletion and inhibition of succinate dehydrogenase.
23 citations
21 citations
TL;DR: In this paper, the synthesis and characterization of two Schiff base hydrazone ligands isatin isonicotinic acid hydrazone (HIINH) and vanillin isonic-acid hydrasone (VINH), and their metal complexes with various salts of Cu(II) and Ni(II), are reported.
Abstract: The synthesis and characterization of two Schiff base hydrazone ligands isatin isonicotinic acid hydrazone (HIINH) and vanillin isonicotinic acid hydrazone (VINH) and their metal complexes with various salts of Cu(II) and Ni(II) are reported. The complexes have the compositions [M(IINH)X] or [M(VINH)2X2], where X=C1, NO3 or ½SO4, which contain 4- or 6-coordinated metals. The complexation of the former ligand occurs in the deprotonated diol form of the ligand, via the azomethine nitrogen and the carbonyl oxygen. All complexes were characterized by elemental analysis, m. p., molar conductance measurements and infrared and electronic spectral data.
Patent•
27 Mar 1992
TL;DR: In this article, a hydrazone compound of the following general formula (I) was presented, which presents a higher hole mobility as compared with a conventional electric charge transferring material such as a conventional hydrazon compound or the like.
Abstract: The present invention provides a hydrazone compound of the following general formula (I). This compound presents a higher hole mobility as compared with a conventional electric charge transferring material such as a conventional hydrazone compound or the like. Accordingly, when a photosensitive layer contains, as the electric charge transferring material, the hydrazone compound of the present invention, there can be obtained an electrophotosensitive material which is excellent in sensitivity and charging ability and has high repeating characteristics. ##STR1## (wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 may be same as or different from one another, and each is a hydrogen atom, an alkyl group, an alkoxy group, an aralkyl group or an aryl group, each of said alkyl, alkoxy, aralkyl and aryl groups may have a substituent group; A 1 , A 2 , A 3 , A 4 , A 5 and A 6 may be same as or different from one another, and each is a hydrogen atom, an alkyl group, an aralkyl group, an aryl group or a heterocyclic group, and each of said alkyl, aralkyl, aryl and heterocyclic groups may have a substituent group; l, m and n each is 0 or 1; Z is a group:N-N or a carbon atom; and provided that A 1 , A 2 , A 3 , A 4 , A 5 and A 6 should not be hydrogen atoms simultaneously.)
Patent•
26 May 1992TL;DR: Bifunctional aromatic compounds which are capable of linking metal ions to biologically useful molecules are described in this article. But the method for forming a labelled macromolecule by reacting a conjugate with a metal species is not described.
Abstract: Bifunctional aromatic compounds which are capable of linking metal ions to biologically useful molecules. The bifunctional compounds are characterized as having a hydrazine or hydrazide group and a protein reactive group. The hydrazine or hydrazide group may be protected as a lower alkyl hydrazone. Conjugates of the bifunctional compounds with macromolecules are also described and labelled macromolecules comprised of the conjugates and metal ions are provided. Additionally, a method is provided for forming a labelled macromolecule by reacting a conjugate with a metal species The compounds and method of this invention are particularly useful in the fields of biology and medicine for imaging and/or therapy.
TL;DR: In an in vitro assay conducted by the National Cancer Institute and involving approximately 53 tumor cell lines originating from eight neoplastic diseases, 65% of the compounds showed some selectivity toward one or more groups of cancers, principally leukemia, melanoma, and colon cancer.
Patent•
20 Feb 1992
TL;DR: In this paper, the present invention relates to a hydrazone compound of the formula (I) or its salt, a process for its preparation, an intermediate of a formula (11-5), a pesticidal composition containing said hydrazones compound or salt as the active ingredient, and a method of applying an effective amount thereof.
Abstract: The present invention relates to a hydrazone compound of the formula (I) or its salt, a process for its preparation, an intermediate of the formula (11-5), a pesticidal composition containing said hydrazone compound or its salt as the active ingredient, and a pesticidal method of applying an effective amount thereof:
TL;DR: The reaction of 2,2,6,6-tetramethyl with Se2Cl2 in refluxing benzene in the presence of tributylamine gave the corresponding 1-oxo-7-selone and 1,7-diselone derivatives in 14 and 33% yields, respectively.
Abstract: The reaction of the dihydrazone of 2,2,6,6-tetramethyl-1,7-diphenyl-1,7-dione with Se2Cl2 in refluxing benzene in the presence of tributylamine gave the corresponding 1-oxo-7-selone and 1,7-diselone derivatives in 14 and 33% yields, respectively, while similar reaction of the dihydrazone of 2,2,5,5-tetramethyl-1,6-diphenyl-1,6-dione gave bicyclic 1,3-diselenetane (25%), 1,2,4-triselenolane (20%), and cyclohexene (12%) derivatives by intramolecular cyclizations.
TL;DR: A series of lanthanide(III) complexes of the compositions M(HL)3 (M=La, Pr, Nd, Sm, Dy and Y; H2L = 2- thenoyltrifluoroacetone isonicotinoyl hydazone) and M( HL)L (M = Er and Yb) have been synthesized and characterized by elemental analyses, conductance measurements, IR, 1H NMR and electral data and thermal analyses as discussed by the authors.
Abstract: A series of lanthanide(III) complexes of the compositions M(HL)3 (M=La, Pr, Nd, Sm, Dy and Y; H2L = 2- thenoyltrifluoroacetone isonicotinoyl hydazone) and M(HL)L (M = Er and Yb) have been synthesized and characterized by elemental analyses, conductance measurements, IR, 1H NMR and electral data and thermal analyses. The ligand can coordinate as mono- and di-anions.
TL;DR: Alkyl phosphites add to carbon-carbon double bonds in malonitriles compounds I and II to give the corresponding phosphonates IIIa,b, IVa, b, Va,b and VIa-b respectively as mentioned in this paper.
Abstract: Alkyl phosphites add to carbon-carbon double bonds in malononitriles compounds I and II to give the corresponding phosphonates IIIa,b, IVa,b, Va,b and VIa,b respectively. Also, alky! phosphites add to carbon-nitrogen double bonds in schiff bases VII and VIII to give the phosphonates IX and X. Structures of the new products were assigned and were consistent with analytical and spectroscopic measurements.
TL;DR: In this article, a procedure for the synthesis of new primary hydrazone of OO-diethyl 1-oxoalkane phosphonates was developed, and the structure of those compounds was confirmed by NMR and IR spectroscopy.
Abstract: Under the normal conditions, the reaction of hydrazine and methylhydrazine with OO-diethyl 1 oxoalkane phosphonates 1 proceeds by cleavage of the phosphorus-carbon bond and leads to the formation of diethylphosphite 2 and N-acylhydrazide 3 . A procedure has been developed for the synthesis of new primary hydrazone of OO-diethyl 1-oxoalkane phosphonates 4 . A mechanism is proposed. The structure of those compounds 4 was confirmed by NMR and IR spectroscopy.
TL;DR: In this paper, the synthesis of substituted 2-nitrophenylhydrazines and 4,6-dinitro-1,3-dihydrazinobenzene has been investigated.
Abstract: Synthesis of Substituted 2-Nitrophenylhydrazones of 2-Oxodicarboxylic Acid Esters and Investigation of Their Tautomerism and Absorption Behaviour
32 Substituted 2-nitrophenylhydrazones of diethyl oxalacetate, 2-oxoglutaric acid and its 1-mono- and 1,5-dialkyl esters, resp., have been synthesized from substituted 2-nitrophenylhydrazines and 4,6-dinitro-1,3-dihydrazinobenzene and the carbonyl compounds named above. 1H-n.m.r. spectra prove all products to have the constitution of hydrazones and not that of azo compounds or enhydrazines and also allow the assignation of the E- and Z-configuration, resp., to the hydrazone diastereomers. The absorption behaviour of all hydrazones is discussed with comparison of the different substitution patterns. Unexpectedly, the 4,6-dinitro-1,3-bishydrazones 27 – 32 show very high lg ϵmax values (at about 4.8) due to their crossed two chromophoric systems.
TL;DR: Aldehyde tert-butyl(methyl)hydrazones were acylated with trifluoroacetic anhydride to afford 3-tertbutyl-methylhydrazono-1, 1,1,1-trifluoralkan-2-ones in good yields.
Abstract: Aldehyde tert-butyl(methyl)hydrazones were acylated with trifluoroacetic anhydride to afford 3-tert-butyl(methyl)hydrazono-1,1,1-trifluoroalkan-2-ones in good yields. Several 5-hydroxy-5-trifluoromethyl-3-oxazolines were successfully synthesized by thermally induced reaction of 4 adsorbed on silica gel. Treatment of 5 with POCl 3 /pyridine and subsequent dehydrochlorination with diisopropylethylamine gave 5-trifluoromethyloxazoles in high yields
TL;DR: In this article, six new hydrazones chelating agents (1, 6) have been prepared and characterized by physical and spectral methods, and two of these ligands yield stable complexes with divalent metals NiII and CuII.
Abstract: Six new hydrazones chelating agents (1–6) have been prepared and characterized by physical and spectral methods. Only two of these ligands (1 = HL1) and (2 = HL2) yield stable complexes with divalent metals NiII and CuII. Hydrazones (1) and (2) behave as monobasic bidentate ligands towards the metal cations. The spectroscopic evaluation and elemental analyses are all in agreement with structural formulae M(L1)2 and M(L2)2.
TL;DR: Acyclic and cyclic unsymmetrical ketones are regioselectively acylated via their corresponding metalated dimethyl-hydrazones by using acid chlorides or anhydrides.
Abstract: Acyclic and cyclic unsymmetrical ketones 1 are regioselectively acylated via their corresponding metalated dimethyl-hydrazones 3 by using acid chlorides or anhydrides, arylnitriles, ethyl formate, carbon disulfide/methyl iodide, alkyl chloroformates, dialkyl carbonates, phenyl isocyanate, or phenyl isothiocyanate as acylating agents. Subsequent acidic hydrolysis leads to the 1,3-diketones 6 in acceptable to excellent overall yields. The tautomeric structure of the product hydrazones 4, 5, 7, and 8 is determined. Cyanation of 3 with cyanogen bromide affords the α-cyano dimethylhydrazones 9.
TL;DR: In this article, 5-aryl(or benzyl)-(2-oxo-1,3,4-oxadiazole-3(2H)-acetones or acetophenones were easily prepared.
TL;DR: In this article, the synthesis of some (methyl)glyoxal 1,2-bis(acylhydrazones) and their cyclization into the title compounds (7, 10) under acetylating conditions are described.
TL;DR: Treatment of tantalum-alkyne complexes with dimethylhydrazones by the assistance of Me 3 Al in a mixed solvent of DME, benzene, and THF at 45°C for 16 h gives (E)-allylic hydrazines stereoselectively as mentioned in this paper.
Abstract: Treatment of tantalum-alkyne complexes with dimethylhydrazones by the assistance of Me 3 Al in a mixed solvent of DME, benzene, and THF at 45°C for 16 h gives (E)-allylic hydrazines stereoselectively
Patent•
13 Feb 1992
TL;DR: In this article, the present invention relates to a hydrazone compound of the formula (I) or its salt, a process for its preparation, an intermediate of a formula (II-5), a pesticidal composition containing said hydrazones compound or salt as the active ingredient, and a method of applying an effective amount thereof.
Abstract: The present invention relates to a hydrazone compound of the formula (I) or its salt, a process for its preparation, an intermediate of the formula (II-5), a pesticidal composition containing said hydrazone compound or its salt as the active ingredient, and a pesticidal method of applying an effective amount thereof: ##STR1##
TL;DR: Bio-oxidative regeneration of carbonyl compounds from phenylHydrazones, tosylhydrazones and oximes by non-immobilized baker's yeast in organic solvents has been demonstrated.
Abstract: Bio-oxidative regeneration of carbonyl compounds from phenylhydrazones, tosylhydrazones and oximes by non-immobilized baker's yeast in organic solvents has been demonstrated.