Synthesis and biological activities of some 3,6-disubstituted thiazolo[3,2-b][1,2,4]triazoles.

Some new 2,3-dihydro-3-hydroxy-6-phenyl-3-(4-substituted- (phenylthiazolo[3,2-b][1,2,4]triazole derivatives were synthesized as antifungal agents. After their structures were confirmed by microanalysis and IR and NMR spectral analysis, their antifungal activities against Candida albicans, Candida parapsilosis, Candida stellatoidea, and Candida pseudotropicalis were investigated. Contrary to our expectations, all proved to have poor antifungal activities. Because 2,4-dihydro-3H-1,2,4-triazol-3-ones are a new class of anticonvulsant agents, a series of thiazolo[3,2-b][1,2,4]triazoles was evaluated for anticonvulsant activity and observed as potential anticonvulsant candidates. All compounds examined exhibited activity against both maximal electroshock and pentylene tetrazole-induced seizures in mice.

Synthesis of some novel 3-methyl-6-(2-substituted propanoyl/propyl)-2-benzoxazolinone derivatives and anti-nociceptive activity.

In this study, 12 new 3-methyl-6-(2-substituted aminopropanoyl)-2-benzoxazolinone and 3-methyl-6-(1-hydroxy-2-substituted aminopropyl)-2-benzoxazolinone derivatives have been prepared. Their structures have been elucidated by IR, 1H NMR spectra and by elementary analysis. The anti-nociceptive activity of these compounds has been investigated by using a modified Koster test. It was found that most compounds are capable of inducing anti-nociception in animals.

Synthesis and anticholinergic activity of some new N,N-disubstituted carbamodithioic acid 2-oxo-2-(diphenylamino) ethyl esters.

The synthesis of new N,N-disubstituted carbamodithioic acid 2-oxo-2-(diphenylamino) ethyl esters is reported. The structures of these compounds are supported by their UV, IR and 1H-NMR spectra, as well as by elemental analysis. The new compounds were tested for their anticholinergic activities.

Synthesis and antimicrobial activities of some dithiocarbamate derivatives of Kojic acid.

The synthesis of new some dithiocarbamate derivatives of kojic acid are reported. The structures of these compounds are supported by their IR and 1H-NMR spectra, as well as by elemental analysis. The new compounds were tested for their antimicrobial activities.

Synthesis and anticonvulsant activity of some 2/3-benzoylaminopropionanilide derivatives.

In this study, the synthesis and anticonvulsant properties of sixteen 2/3-benzoylaminopropionanilide derivatives were described. Molecular design of the compounds has been based on the modification of lacosamide which is a functionalized amino acid with a novel anticonvulsant activity. The structural confirmation of the title compounds was achieved by spectral and analytical data. The anticonvulsant activity profile of synthesized compounds was determined by maximal electroshock (MES) and subcutaneous metrazole (scMet) seizure tests, whereas their neurotoxicity was examined using rotarod test. All these tests were performed in accordance with the procedures of the Antiepileptic Drug Development (ADD) program. The majority of the compounds were effective in the MES or scMet screening tests. None of the compounds showed neurotoxicity according to the rotarod test at studied doses. Most active compounds in the series were 3, 12 and 13, which bearing 2-methyl, 2-ethyl and 2-isopropyl substituent on the N-phenyl ring, respectively.

Synthesis and evaluation of anticonvulsant activities of some new arylhexahydropyrimidine-2,4-diones.

In this study, some new 3-alkyl-6-arylhexahydropyrimidine-2,4-dione derivatives were synthesized as anticonvulsant agents. 6-Arylhexahydropyrimidine-2,4-diones which were used as starting materials in the synthesis of the compounds were prepared in acidic media by the cyclization of potassium cyanate and the appropriate ureido acids that were gained by the reaction of beta-aminoacids, malonic acid and ammonium acetate. The structures of the synthesized compounds were confirmed by UV, IR, 1H-NMR and elementary analysis. Their anticonvulsant activities were determined by maximal electroshock (MES), subcutaneous metrazol (scMet) and rotorod toxicity tests for neurological deficits. According to the activity studies, 3-arylalkyl-6-(p-chlorophenyl) derivatives were found to be protective against scMet, whereas 6-phenyl derivatives were not. 6-Phenyl-3-(2-morpholinoethyl)hexahydropyrimidine-2,4-dione was the only compound determined to be active against MES at 300 mg/kg dose at half an hour.

Synthesis and anticonvulsant activity of some new 4-aryl-4-imidazoline-2-one derivatives.

In this study, some new 4-aryl-4-imidazoline-2-one derivatives have been prepared by the reaction of potassium cyanate with some aminoethanone hydrochlorides. The structure of these compounds have been confirmed by UV, IR, 1H-NMR and elementary analysis. Their anticonvulsant activities were determined by maximal electroshock (MES) and subcutaneous metrazol (ScMet) tests according to the ADD (Antiepileptic Drug Development) programme Phase I. Neurotoxicity of the compounds was evaluated by rotarod test. While 2 of the compounds showed protection against ScMet induced seizures at 30 and 300 mg/kg dose levels, 3 of the compounds showed neurotoxicity.

Synthesis of ethanone derived from 2-benzoxazolinones and their antimicrobial activities.

A number of 3-(4-substituted benzoyl methyl)-2-benzoxazolinones have been synthesized by reacting with 2-benzoxazolinone and 4-substitutet phenacyl bromide in ethanol. Their structures were confirmed by microanalysis, IR and NMR spectral analysis. Possible antimicrobial activity of the compounds was investigated by tube dilution and paper disc techniques using bacteria (Escherichia coli ATCC 25922, Staphylococcus aureus ATCC 25923, Pseudomonas aeruginosa ATCC 27853, Staphylococcus faecalis RSKK 10541) and yeast-like fungi (Candida parapsilosis, Candida albicans, Candida pseudotropicalis, Candida stellaoidea). Among the compounds tested 3-(4-bromo benzoylmethyl)-5-chloro-2-benzoxazolinone (compound 4) and 3-(4-nitro benzoyl methyl)-5-chloro-2-benzoxazolinone (compound 6) showed the most favorable activity.

Synthesis of some N-arylazole acetamide derivatives and their anticonvulsant and antimicrobial activities.

Some new N-arylazole acetamide derivatives have been prepared by the reaction of alpha-bromo-N-arylacetamide with imidazole, pyrazole and 1,2,4-triazole. The structures of these compounds have been confirmed by UV, IR, 1H-NMR and elementary analysis. Their anticonvulsant activities were determined by maximal electroshock (MES) and subcutaneous metrazol (Scmet) tests. Most of the compounds showed anticonvulsant activity with significantly low neurotoxicity according to Phase I tests. Compound 6 carrying alpha-naphthyl and 1,2,4-triazole was found active in the MES test with ED50 = 64.9 mg/kg and TD50 = 221.0 mg/kg but it was not active in corneally stimulated rats. Antibacterial and antifungal activities of the compounds were determined against S. aureus, E. coli, P. aeruginosa, C. albicans, C. parapsilosis, C. pseudotropicalis and C. stellatoidea by using the microdilution broth method. Compounds 8 and 10 showed significant activity (MIC < 32 micrograms/ml) against various Candida species.