scholarly journals Microwave Assisted Synthesis of Novel 1,2,3,4-Tetrahydrocarbazolyl thiazolidin-4-ones and Azetidin-2-ones and its Biological Behavior

2009 ◽  
Vol 6 (s1) ◽  
pp. S374-S380 ◽  
Author(s):  
T. Surendiran ◽  
S. Balasubramanian ◽  
Sivaraj D.

A new family of 1,2,3,4 – tetrahydrocarbazolyl thiazolidin-4-ones(4a-e)and 1,2,3,4–tetrahydrocarbazolyl azetidin-2-ones(5a-e)were individually derived usingN-[(α-substituted bezylidenehydrazino) acetyl] -1,2,3,4-tetra-hydrocarbazoles3a-eby cyclization with thioglycolic acid and chloro- acetylchloride respectively. The compounds(3a-e)were prepared by condensation ofN-(hydrazinoacetyl) 1,2,3,4-tetrahydrocarbazole (2) with a series of aldehydes. The compound 2 was obtained by the hydrazinolysis ofN-(chloroacetyl)-1,2,3,4-tetrahydrocarbazole (1). These products were characterized by IR, NMR, MASS spectra and by elemental analysis. All the titled compounds(4a-e)and5(a-e)were screened for antibacterial and antifungal activities.

2008 ◽  
Vol 5 (1) ◽  
pp. 120-129 ◽  
Author(s):  
N. D. Argade ◽  
B. K. Kalrale ◽  
C. H. Gill

Disubstituted oxazol-5-one and pyrazoles are known to exhibit various biological activities. Therefore, in this work, we designed pyrazole containing 2,4-disubstituted oxazol-5-one(3a-g)as a new class of antimicrobial agents. Synthesis of titled compounds was carried out by two different methods. In the first method (conventional Method A), disubstituted oxazol-5-one(3a-g)was prepared by reacting 1-phenyl-3-p-tolyl-1H-pyrazole-4-carbaldehyde(1a-g)with hippuric acid(2)and sodium acetate, in an acetic anhydride for 2.5 - 4 h. In the second method (Method B), the above reaction was carried out under microwave assistance. Compared to the conventional method, the microwave-assisted synthesis of 3,4,5-trisubstituted imidazoles demonstrate several advantages, in terms of reaction time and overall yield. All the test compounds were evaluated forin vitroantibacterial and antifungal activities. In general, compounds with electron withdrawing groups showed good antibacterial and antifungal activities. Among the compound tested, compound(3d)showed highest activity.


2010 ◽  
Vol 7 (3) ◽  
pp. 899-907 ◽  
Author(s):  
Nguyen Dinh Thanh ◽  
Nguyen Thi Kim Giang ◽  
Le The Hoai

Thirteen new substituted acetophenone (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-thiosemicarbazones (3) were synthesized by reaction of 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl thiosemicarbazide (1) and substituted acetophenones (2). The reaction was performed using microwave-assisted method. The compounds (3) have remarkable antibacterial and antifungal activities againstEscherichia coli, Staphylococcus epidermidisandCandida albicans.


2011 ◽  
Vol 76 (6) ◽  
pp. 823-830 ◽  
Author(s):  
Dipti Dodiya ◽  
Haresh Ram ◽  
Amit Trivedi ◽  
Viresh Shah

An efficient, microwave-assisted synthesis of novel 2-alkoxy- 5,6,7,8-tetrahydroquinoline-3-carbonitriles, which have not hitherto been reported, via reactions of cyclohexanone and arylidene malononitriles in the corresponding alcohols in presence of sodium is described. All the newly synthesized compounds were characterized by the IR, 1H-NMR, 13C-NMR and mass spectroscopic techniques and by elemental analyses. The newly synthesized compounds were evaluated for their antibacterial and antifungal activities.


2010 ◽  
Vol 7 (1) ◽  
pp. 210-214 ◽  
Author(s):  
B. B. Baldaniya

Some novelN2-(Aryl)-N4,N6-bis (6, 7-dichloro-1, 3-benzothiazol-2-yl)-1, 3, 5-triazine-2, 4, 6-triamines (4a-u) have been synthesized and characterized by elemental analyses, IR, NMR, and mass spectra. The products have been tested for their antibacterial activity against gram (+)ve and gram (-)ve bacteria and also on different strains of fungi. Introduction of –OH, -OCH3, -NO2, -Cl and –Br groups to the heterocyclic frame work enhanced antibacterial and antifungal activities.


Molecules ◽  
2018 ◽  
Vol 23 (9) ◽  
pp. 2092 ◽  
Author(s):  
Ibrahim Radini

A novel series of pyrazolyl 1,3,4-thiadiazines 5a–c, 8a–c, 12, 15a–c, 17a–c, and 20 was prepared from the reaction of pyrazole-1-carbothiohydrazide 1a,b with 2-oxo-N′-arylpropanehydrazonoyl chloride, 2-chloro-2-(2-arylhydrazono)acetate, and 3-bromoacetylcoumarin. Moreover, the regioselective reaction of 5-pyrazolone-1-carbothiohydrazide 1a with 4-substituted diazonium salts and 4-(dimethylamino)benzaldehyde gave the corresponding hydrazones 21a–c and 22. The newly prepared compounds were characterized by spectroscopy and elemental analysis. Many new synthesized compounds showed considerable antimicrobial activity against tested microorganisms. Hydrazones 21a–c and 22 showed remarkable antibacterial and antifungal activities. 4-(2-(p-tolyl)hydrazineylidene)-pyrazole-1-carbothiohydrazide 21a displayed the highest antibacterial and antifungal activities with minimum inhibitory concentration (MIC) values lower than standard drugs chloramphenicol and clotrimazole, in the range of 62.5–125 and 2.9–7.8 µg/mL, respectively.


2017 ◽  
Vol 9 (3) ◽  
pp. 297-306 ◽  
Author(s):  
R. Ali ◽  
A. Rahim ◽  
A. Islam

7-Hydroxy-3',4'-methylenedioxy- and 7-benzyloxy-3',4'-methylenedioxy flavanones have been synthesized starting from 2,4-dihydroxyacetophenone. Subsequently biocidal activities of the flavanones have been investigated along with their corresponding chalcones against some bacterial and fungal strains. 2'-Hydroxy-4'-benzyloxy-3,4-methylenedioxy chalcone (5) and its corresponding flavanone (7) showed good antibacterial and antifungal activities against some selected bacterial and fungal strains. On the other hand, 2',4'-dihydroxy-3,4-methylenedioxy chalcone (4) showed no antibacterial and antifungal activities while its corresponding flavanone (6) showed a little antibacterial activity only at higher concentration but did not show antifungal activity. The synthesized chalcones and flavanones have been characterized using UV-Vis, IR and 1H NMRspectral data together with elemental analysis.


2014 ◽  
Vol 2014 ◽  
pp. 1-6 ◽  
Author(s):  
Deepak Swarnkar ◽  
Rakshit Ameta ◽  
Ritu Vyas

A series of substituted 1,3,4-oxadiazole derivatives (3a–f) and (6a–f) have been synthesized from diphenylacetic acid hydrazide under microwave irradiation in various reaction conditions. The structures of the synthesized compounds were assigned on the basis of elemental analysis, IR, and 1H NMR. These targeted compounds have been tested for their antibacterial and antifungal activities compared to ampicillin and griseofulvin as standard drug. Compounds 3a, 3e, 3f, 6c, 6d, 6e, and 6d exhibited the maximum antibacterial activities while 3b, 3c, 3d, 3e, 6a, 6d, and 6e exhibited the maximum antifungal activities.


2011 ◽  
Vol 76 (2) ◽  
pp. 165-175 ◽  
Author(s):  
V. Dhayanithi ◽  
Syed Shafi ◽  
K. Kumaran ◽  
Sankar Jai ◽  
Venkat Ragavan ◽  
...  

Several 5-thio-substituted tetrazole derivatives were efficiently synthesized by a three-step process. The substituted tetrazol-5-thiol, namely, 1-benzyl-1H-tetrazol-5-thiol (2) was prepared by refluxing commercially available benzyl isothiocyanate (1) with sodium azide in water. The second step was the synthesis of 1-benzyl-5-[(3-bromopropyl) thio]tetrazole (3) by thio alkylation of tetrazol-5-thiol (2) with 1,3- dibromopropane in tetrahydrofuran. Finally, the 5-thio-substituted tetrazole derivatives 4a-i were prepared by condensation of (3) with the corresponding amine or thiol. The structures of the newly synthesized compounds were characterized by NMR, LC/MS/MS, IR spectral data and elemental analysis. All the synthesized compounds were screened for their antibacterial and antifungal activities.


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