140140-13-2Relevant academic research and scientific papers
Synthesis, spectroscopic and molecular structures investigations of some carboxylated schiff bases
Titinchi, Salam J.J.,Abbo, Hanna S.,Saeed, Ali A.H.
, p. 121 - 126 (2004)
A series of nine carboxylated Schiff bases (five of them are newly prepared viz. compounds 5-9), are prepared and characterized by various physico-chemical techniques. The molecular structures of synthesized Schiff bases are investigated by IR, UV-Visible, molar conductivities at different concentrations in two different solvents and by their pH values in ethanolic solutions.The IR spectra show absorptions due to =N⊕H- stretching and -N-H bending vibrations, the UV-Visible spectra indicates absorptions are due to protonated species. The molar conductivities, 0.1-0.6 Ω-1 cm2 mol-1, prove that these compounds are weak electrolytes and are even weaker than tyrosine and phenylalanine, 2.5-13 Ω-1 cm 2 mol-1. The melting points and pH values of Schiff bases are compared with those of some α-aminoacids and some related Schiff bases that have no COOH group in their structures. On the bases of these data, it was concluded that carboxylated Schiff bases exist in two forms, the ionized and the free base where the later is predominant. The ionized form is similar to the zwitterion of the α-aminoacid, in which a proton is transferred from COOH to the azomethine (-CHN-) group.
Design, synthesis and evaluation of some N-methylenebenzenamine derivatives as selective acetylcholinesterase (AChE) inhibitor and antioxidant to enhance learning and memory
Shrivastava, Sushant K.,Srivastava, Pavan,Upendra,Tripathi, Prabhash Nath,Sinha, Saurabh K.
, p. 1471 - 1480 (2017/02/10)
Series of some 3,5-dimethoxy-N-methylenebenzenamine and 4-(methyleneamino)benzoic acid derivatives comprising of N-methylenebenzenamine nucleus were designed, synthesized, characterized, and assessed for their acetylcholinesterase (AChE), butyrylcholinesterase (BChE) inhibitory, and antioxidant activity thereby improving learning and memory in rats. The IC50values of all the compound along with standard were determined on AChE and BChE enzyme. The free radical scavenging activity was also assessed by in vitro DPPH (2,2-diphenyl-1-picryl-hydrazyl) and hydrogen peroxide radical scavenging assay. The selective inhibitions of all compounds were observed against AChE in comparison with standard donepezil. The enzyme kinetic study of the most active compound 4 indicated uncompetitive AChE inhibition. The docking studies of compound 4 exhibited the worthy interaction on active-site gorge residues Phe330 and Trp279 responsible for its high affinity towards AChE, whereas lacking of the BChE inhibition was observed due to a wider gorge binding site and absence of important aromatic amino acids interactions. The ex vivo study confirmed AChE inhibition abilities of compound 4 at brain site. Further, a considerable decrease in escape latency period of the compound was observed in comparison with standard donepezil through in vivo Spatial Reference Memory (SRM) and Spatial Working Memory (SWM) models which showed the cognition-enhancing potential of compound 4. The in vivo reduced glutathione (GSH) estimation on rat brain tissue homogenate was also performed to evaluate free radical scavenging activity substantiated the antioxidant activity in learning and memory.
Water-soluble organocatalysts for hydrazone and oxime formation
Crisalli, Pete,Kool, Eric T.
, p. 1184 - 1189 (2013/04/23)
The formation of oximes and hydrazones is widely used in chemistry and biology as a molecular conjugation strategy for achieving ligation, attachment, and bioconjugation. However, the relatively slow rate of reaction has hindered its utility. Here, we rep
Microwave irradiated synthesis of some substituted imidazole derivatives as potential antibacterial and anticancer agents
Sharma, Gyanendra Kumar,Sharma, Naveen Kumar,Pathak, Devender
, p. 266 - 272 (2013/05/22)
The microwave assisted and solvent free synthesis of title compounds is described in this protocol. Ten new aryl imidazoles, which are incorporated with the chemotherapeutic pharmacophores, have been synthesized by adopting one pot multicomponent reaction. First, primary aromatic or heteryl amine has been condensed with aryl or heteryl aldehydes to afford corresponding Schiff base. The Schiff base on treatment with NH4OAc and benzil using silica gel as the solid support yields the corresponding aryl imidazoles. In this paper, a comparative study between the microwave method and conventional method is described. The synthesized compounds have been characterized by spectral and elemental analysis. The synthesized compounds have been evaluated for their antibacterial and short-term anticancer activity. All the synthesized substituted imidazoles have shown good antibacterial activity against gram negative bacterial strains Klebsiella pneumoniae and Escherichia coli. The synthesized imidazole derivatives possess significant cytotoxic activity against Ehrlich's Ascites Carcinoma (EAC) cell lines and Dalton's Lymphoma Ascites (DLA) cell lines.
Synthesis and properties of Schiff bases with nitro group by gas flow crushing
Cai, Yan-Hua
scheme or table, p. 4468 - 4470 (2012/08/27)
The synthesis of Schiff bases with nitro group had been achieved by low-temperature solid-state reaction using improved gas flow crushing. The structure of the synthesized compound had been characterized by FT-IR, 1H NMR. The optimized geometric structure
Synthesis of schiff base derived from p-aminobenzoic acid by solvent-free reaction using jet milling
Cai, Yan-Hua,Peng, Ru-Fang,Chu, Shi-Jin,Yin, Jing-Bo
experimental part, p. 5835 - 5840 (2010/12/19)
A novel synthesis method on solvent-free reaction using jet milling was described. Synthesis of three Schiff bases derived from p-aminobenzoic acid had been achieved by this solvent-free reaction using jet milling and the structures of these compounds had
Microwave-assisted, solvent-free and parallel synthesis of some novel substituted imidazoles of biological interest
Sharma, Gyanendra Kumar,Pathak, Devender
experimental part, p. 375 - 380 (2011/02/25)
Solvent free microwave assisted synthesis of some novel substituted imidazoles of biological interest is reported. First, primary aromatic or heteryl amine was condensed with aryl or heteryl aldehydes to afford corresponding Schiff's base. The Schiff's base further on treatment with ammonium acetate (NH4OAC) and isatin using silica gel as the solid support, yielded the corresponding aryl imidazoles. In this paper a comparative study between the developed microwave method and conventional method is described. The synthesized compounds were analyzed by physical and analytical data. The synthesized compounds were evaluated for their antibacterial, anthelmintic, short-term anticancer and antitubercular activity. All the synthesized substituted imidazoles have shown good antibacterial activity against gram negative bacterial strains Klebsiella pneumoniae and Escherichia coli and moderate to good anthelmintic activity. The synthesized imidazole derivative possessed signifi-cant cytotoxic activity against Ehrlich's ascites carcinoma (EAC) cell lines. None of the compounds exhibited prominent antitubercular activity.
Synthesis of 4-[(p-alkylanilino-p-alkylphenyl)methyl]-4-butyl-1,2- diphenylpyrazolidine-3,5-diones
Kozlov,Rubis,Tkachev,Basalaeva
, p. 307 - 310 (2008/02/08)
4-Butyl-1,2-diphenylpyrazolidine-3,5-dione derivatives were prepared by its condensation with Schiff bases formed from p-aminobenzoic acid and its methyl and ethyl esters as amine components and substituted aromatic aldehydes. Pleiades Publishing, Inc., 2006.
Die Hydrolyse Schiffscher Basen - Substituenten- und Loesungsmitteleinfluss. I. Die basische Hydrolyse von 4'-Carboxy-N-(X-benzyliden)anilinen als Zweistufenreaktion in methanolisch-waessriger Loesung - Kinetik und Aktivierungsparameter
Mitzner, R.,Seidel, S.
, p. 1179 - 1185 (2007/10/02)
It is shown that the hydrolysis of some Schiff bases which were resolved in methanol previously give a two step reaction in basic medium. 35 rate constants are correlated with the Hammett's ? constants of the substituent groups, showing that linear relationship exist with ρ= -1,54 and ρ= -0,63, respectively.Activation parameters are given of both first and second step of reaction.
Novel beta-lactams and novel process
-
, (2008/06/13)
Novel β-lactams containing a free carboxylic group of the formula: EQU1 wherein A and B are each selected from the group consisting of alkyl, including but not limited to branched alkyl, aryl, aralkyl and monocyclic heterocyclic groups at least one of A and B having a free carboxylic group. Further potential substituents of A and B are members of the group consisting of hydroxy, alkoxy, halogen, nitro, --NH2, monoalkylamino and dialkylamino groups, X is selected from the group consisting of hydrogen, alkyl, aryl and monocyclic heterocyclic, Y is selected from the group consisting of hydrogen, alkyl and aryl, and Z is selected from the group consisting of alkyl, alkoxy, aryloxy, aralkoxy, alkylthio, arylthio, aralkylthio, --CN, --COO-alkyl and --N3, useful as antibiotics and for the preparation of polymers and β-amino acids, novel process for their preparation and novel imines used as starting materials for the said β-lactams.
