SYNTHESIS AND ANTICONVULSANT ACTIVITY OF NEW 4-THIAZOLIDONE AND 4-THIAZOLINE DERIVATIVES

A number of 2-(2-furoylhydrazono)-3-substituted 4-thiazolidone and 2-(2-furoylhydrazono)3,4-disubstituted 4-thiazoline derivatives were synthesized and evaluated for anticonvulsant activity. Most of the tested compounds showed significant activity against MES induced seizures

STUDIES ON AZOPYRAZOLE DERIVATIVES .9. SYNTHESIS AND ANTIBACTERIAL EVALUATION OF NOVEL PHENYLHYDRAZONES AND THEIR SUBSTITUTED 4-ARYLAZOPYRAZOLE DERIVATIVES

6-Methyl-2,4-heptandione (1) was coupled with diazonium salts of sulfanilamide (2) and 4-aminobenzoic acid (3). Resulting new hydrazones, namely 4-methyl-2-oxovaleraldehyde p-substituted phenylhydrazones 4 and 5, were refluxed with various hydrazines to synthesize the title compounds 6-15. Their structure elucidation was made on the basis of their analytical and spectroscopic data. The antibacterial activity was evaluated. Some of the compounds tested exerted moderate to potent antibacterial activity against Staphylococcus aureus, Staphylococcus epidermidis and Streptococcus pyogenes

SYNTHESIS AND ANTICONVULSANT ACTIVITY OF SOME NEW 1,1-BIS(4-SUBSTITUTED 1,2,4-TRIAZOLINE-5-THIONE-3-YL)2-METHYLBUTANES

Several 1,1-bis(4-alkyl/aryl-1,2,4-triazoline-5-thione-3-yl)-2-methylbutane derivatives 13-21 were obtained from the cyclization of mono(1-methylpropyl)malonylbis(4-alkyl/aryl)thiosemicarbazides 2-12 in the presence of sodium hydroxide. Their chemical structures were proven by spectral data (UV, IR, H-1-NMR, MS) and elemental analysis. The anticonvulsant activity of the title compounds were determined against pentylenetetrazole induced seizures. Six of the tested compounds showed anticonvulsant activity (10 to 20% protection)

New 6-phenylimidazo[2,1-b]thiazole derivatives: Synthesis and antifungal activity

New benzylidene-(6-phenylimidazo[2,1-b]thiazol-3-yl)-acetic acid hydrazides, 4-alkyl- 1-((6-phenylimidazo[2,1-b]thiazol-3-yl)-acetyl)-3-thiosemicarbazides, 2-aryl-3-((6-phenylimidazo[2,1-b]thiazol-3-yl)-acetamido)-4-thiazolidinones, and 3-alkyl-2-(((6-phenylimidazo[2,1-b]thiazol-3-yl)-acetyl)-hydrazono)-4-thiazolidinones, were synthesized from 6-phenylimidazo[2,1-b]thiazole-3-acetic acid hydrazide and evaluated for antifungal activity against three dermatophyte strains using ketoconazole as standard. Several of them were found as effective as the standard against Trichophyton rubrum and Microsporum audounii (MIC = 6 mu g/cm(3)), whereas the activity of N-benzylidene-(6-phenylimidazo[2,1-b]-thiazol-3-yl)-acetic acid hydrazide against M. audounii was superior to the standard (MIC = 3 mu g/cm(3)). 2-(4-Methylphenyl)-3-((6-phenylimidazo[2,1-b]thiazol-3-yl)-acetamido)-4-thiazolidinone and 2-(4-chlorophenyl)-3-((6-phenylimidazo[2,1-b]thiazol-3-yl)- acetamido)-4-thiazolidinone showed the highest activity against Trichophyton mentagrophytes var. erinacei NCPF-375 (MIC = 3 mu g/cm(3))

Synthesis, characterization and analgesic activity of new 4-arylhydrazono-3-methoxymethyl-2-pyrazolin-5-ones

New 4-arylhydrazono-3-methoxymethyl-2-pyrazolin-5-ones (5a-j) and 4-arylhydrazono-3-methoxymethyl-1-phenyl-2-pyrazolin-5-ones (6a-j) were synthesized by the reaction of ten novel methyl 2-arylhydrazono-4-methoxy-3-oxobutanoates (4a-j) with hydrazine hydrate and phenylhydrazine, respectively. Treatment of 5a with acetic anhydride yielded 1-acetyl-4arylhydrazono-3-methoxymethyl-2-pyrazolin-5-one (7). The structures of the tautomerically dynamic compounds were established by spectral data (IR, H-1-NMR, C-13-NMR, EIMS and CIMS) and elemental analysis. The analgesic activity of the title compounds was determined by the modified Koster's test. The most active compound was 4-[(4-chlorophenyl)hydrazono]-3-methoxymethyl-1-phenyl-2-pyrazolin-5-one (6c) demonstrating twice the activity (60%) exerted by the reference drug acetylsalicylic acid (ASA, 27%). The majority of the tested compounds were found to be more effective than ASA

Synthesis and antidepressant evaluation of new 3-phenyl-5-sulfonamidoindole derivatives

Ten new arylidenehydrazides were synthesized by reacting 3-phenyl-5-sulfonamidoindol-2-carboxylic acid hydrazide with various aldehydes and a new N-2-substituted hydrazide was prepared by reduction of 3-phenyl-5-sulfonamidoindole-2-carboxylic acid benzylidene-hydrazide 2 with sodium borohydride. The chemical structures of the compounds were verified by means of their IR, H-1-NMR, E1 mass spectroscopic data and elemental analyses. The antidepressant activity of these compounds were evaluated by the Porsolt forced swimming (behavioral despair) test using tranylcypromine as the standard. 3-Phenyl-5-sulfonamidoindole-2-carboxylic acid 3,4-methylenedioxybenzylidenehydrazide, 3-phenyl-5-sulfonamidoindole-2-carboxylic acid 4-methylbenzylidene- hydrazide, 3-phenyl-5-sulfonamidoindole-2-carboxylic acid 4-nitrobenzylidenehydrazide and 3-phenyl-5-sulfonamidoindole-2-carboxylic acid benzylidenehydrazide showed antidepressant activity at 100 mg/kg. (C) Elsevier, Paris