RESUMEN
A number of mono and bicyclic nitroimidazoles were screened for in vitro antileishmanial activity. Among these, compounds belonging to the class of nitroimidazo[2,1-b]oxazoles showed moderate to good activity. This class of compounds had been reported previously to have pronounced antitubercular activity, particularly CGI17341 (5a). In the present study (5a) and (5d) and (7) were found to be more potent antileishmanials in vitro than the standard and less toxic in relation to a reference compound. (7) Was earlier formulated to have the phenyl group located on C-2(5b).
RESUMEN
4-Amino-6-arylmethyl/tert-butyl-3-mercapto-1,2,4-triazin-5(4H)-ones (1) were condensed with arylfuroic acids (2) to yield 7-(5-aryl-2-furyl)-3-arylmethyl/tert-butyl-4H-1,3,4-thiadiazolo[2,3-c]-1,2,4-triazin-4-ones (3). The newly synthesized compounds exhibited antibacterial activity comparable to that of nitrofurazone. In addition, two compounds displayed in vitro antitumor activity with moderate growth inhibition against a panel of 60 tumor cell lines.
Asunto(s)
Tiadiazoles/síntesis química , Tiadiazoles/farmacología , Triazinas/síntesis química , Triazinas/farmacología , Antiinfecciosos/síntesis química , Antiinfecciosos/farmacología , Antineoplásicos/síntesis química , Antineoplásicos/farmacología , Humanos , Pruebas de Sensibilidad Microbiana/estadística & datos numéricos , Tiadiazoles/química , Triazinas/química , Células Tumorales CultivadasRESUMEN
A series of 2-(2-furyl)4-quinolinecarboxylic acids (3), 2-(5-nitro-2-furyl)4-quinolinecarboxylic acids (6), 4-(3-aryloxymethyl-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazolo-6-yl)-2-(furyl)quinolines (5) and 4-(3-aryloxymethyl-1.2,4-triazolo[3,4-b]-1,3,4-thiadiazolo-6-yl)-2-(5-nitro-2-furyl)quinolines (7) were synthesized. The structures of the newly synthesized compounds are confirmed on the basis of elemental analysis, IR, 1H-NMR and mass spectral data. The newly synthesized compounds are evaluated for their antibacterial activities. Compounds containing nitrofuran moiety showed excellent antibacterial activity. Results of such studies are disscussed in this paper.
Asunto(s)
Antibacterianos/síntesis química , Antibacterianos/farmacología , Compuestos Heterocíclicos/síntesis química , Compuestos Heterocíclicos/farmacología , Nitrofuranos/síntesis química , Nitrofuranos/farmacología , Triazoles/síntesis química , Triazoles/farmacología , 4-Quinolonas , Bacterias/efectos de los fármacos , Indicadores y Reactivos , Espectrometría de Masas , Pruebas de Sensibilidad MicrobianaRESUMEN
A series of 3-substituted-4-[5-(2,4-dichlorophenyl)-2-furfurylidine]amino-5-me rcapto-1, 2,4-triazoles (3) are synthesised. Aminomethylation of 3 with formaldehyde and a primary/secondary amine furnished Mannich bases 4 and 5. Both Schiff bases 3 and Mannich bases 4 and 5 are characterised on the basis of IR, 1H NMR, mass spectral data and elemental analysis. All the newly synthesised compounds are tested for their antibacterial activities. Some of the selected compounds are also tested for their fungicidal and herbicidal properties.
Asunto(s)
Antiinfecciosos/síntesis química , Antiinfecciosos/farmacología , Furaldehído/análogos & derivados , Furaldehído/química , Furanos/síntesis química , Furanos/farmacología , Bases de Mannich/química , Antiinfecciosos/química , Furanos/química , Herbicidas/síntesis química , Herbicidas/química , Herbicidas/farmacología , Estructura Molecular , Análisis EspectralRESUMEN
4-Amino-6-phenyl/methyl-3-mercapto-1,2,4-triazin-5(4H)-ones (1) are condensed with an aromatic carboxylic acid, aryloxyacetic acid or anilinoacetic acid (2), to yield 7-substituted-3-phenyl/methyl-4H-1,3,4-thiadiazolo-[2,3-c]-1,2,4-+ ++triazin-4- ones (3). Phosphorus oxychloride is used as a cyclizing agent. All the synthesized compounds are screened for their antibacterial activities against S. aureus, E. coli, P. aeruginosa and G. bacillus.
Asunto(s)
Antiinfecciosos/síntesis química , Triazinas/síntesis química , Antiinfecciosos/farmacología , Estructura Molecular , Triazinas/farmacologíaRESUMEN
A series of 3-aryloxymethyl-(5-nitro-2-furyl)-6-phenyl-1,2,4- triazolo[3,4-b][1,3,4]thiadiazepine compounds have been synthesized recently by a new route. Reported here are the structures of two such compounds with para-substituted aryloxymethyl groups: one has a chloro group, 3-(4-chlorophenyl-oxymethyl)-8-(5-nitro-2-furyl)-6-phenyl-1,2,4- triazolo[3,4-b][1,3,4]thiadiazepine, C22H14C1N5O4S, TD1, and the other a methyl group, 3-(p-tolyloxy-methyl)-8-(5-nitro-2-furyl)-6-phenyl-1,2,4- triazolo-[3,4-b][1,3,4]thiadiazepine, C23H17N5O4S, TD7. The nitrofuryl and phenyl groups on the thiadiazepine ring are each found to adopt a similar conformation in the two structures, whereas the aryloxymethyl substituents on the triazole rings are conformationally different from each other. Each thiadiazepine ring adopts a boat conformation with the S atom at the apex. The interplanar angle between the triazole ring and the thiadiazepine ring is 30 degrees for both compounds. The conformation of the aryloxy-methyl group is dependent on the intermolecular interactions that arise as a result of the polarity of the para substituent. The Cl group in TD1 is involved in a C-Cl...O non-bonded interaction with a Cl...O distance of 3.100 (3) A and a C-Cl...O angle of 138.4 (1) degree. TD7 has a stacking interaction involving the nitrofuryl groups.