scholarly journals New S-alkylated 1,2,4-triazoles incorporating diphenyl sulfone moieties with potential antibacterial activity

2009 ◽  
Vol 74 (10) ◽  
pp. 1041-1049 ◽  
Author(s):  
Stefania Barbuceanu ◽  
Gabriela Almajan ◽  
Ioana Saramet ◽  
Constantin Draghici ◽  
Radu Socoteanu ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
1H Nmr ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Ethyl Bromide ◽  
Phenacyl Bromide ◽  
Antibacterial Effects ◽  
Ethyl Chloroacetate ◽  
Diphenyl Sulfone ◽  
New Compounds

Alkylation of the 5-{4-[(4-bromophenyl)sulfonyl]phenyl}-4-(3/4-methylphenyl)- 2,4-dihydro-3H-1,2,4-triazole-3-thiones 3a,b with various alkylation agents, i.e., ethyl bromide, phenacyl bromide and ethyl chloroacetate, afforded the S-substituted 1,2,4-triazoles 4-6a,b. The structures of these new compounds were elucidated by elemental analysis and IR, UV, 1H-NMR, 13C-NMR and MS spectroscopy. The newly synthesized products were tested for their antibacterial effects.

Synthesis and Spectral Characterization of New S-Alkylated 1,2,4-Triazoles as Potential Biological Agents

2017 ◽  
Vol 68 (10) ◽  
pp. 2436-2439
Author(s):  
Stefania Felicia Barbuceanu ◽  
Laura Ileana Socea ◽  
Constantin Draghici ◽  
Elena Mihaela Pahontu ◽  
Theodora Venera Apostol ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Spectral Data ◽  
1H Nmr ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Ethyl Bromide ◽  
Spectral Characterization ◽  
Basic Medium ◽  
Phenacyl Bromide

In the work we presented the behavior of 5-(4-(4-X-phenylsulfonyl)phenyl)-4-(n-propyl)-2H-1,2,4-triazole-3(4H)-thiones (X= Cl or Br) with some alkylation agents. Thus, new S-alkylated 1,2,4-triazole derivatives were synthesized by reaction of the corresponding 1,2,4-triazole-3-thione derivatives with different �-halogenated compounds (ethyl bromide, ethyl chloroacetate or phenacyl bromide), in basic medium. The structures of synthesized compounds were elucidated by spectral data (1H-NMR, 13C-NMR, mass spectrometry) and elemental analysis.

scholarly journals S-Alkylated 1,2,4-Triazoles Derivatives Synthesis, spectral analysis and cytotoxicity evaluation

2019 ◽  
Vol 70 (1) ◽  
pp. 13-17
Author(s):  
Stefania-Felicia Barbuceanu ◽  
Octavian Tudorel Olaru ◽  
Laura-Ileana Socea ◽  
Constantin Draghici ◽  
Gabriel Saramet ◽  
...  
Keyword(s):  
Spectral Analysis ◽  
Daphnia Magna ◽  
1H Nmr ◽  
13C Nmr ◽  
Nmr Spectra ◽  
Ethyl Bromide ◽  
Phenacyl Bromide ◽  
13C Nmr Spectra ◽  
Ethyl Chloroacetate ◽  
Cytotoxicity Assessment

This paper presents synthesis, characterization and cytotoxicity assessment of six S-alkylated 1,2,4-triazoles derivatives that were obtained by treatment of some 1,2,4-triazole-3-thiones containing in the molecule phenylsulfonylphenyl and propyl or 4-bromophenylsulfonylphenyl and 4-methoxyphenyl fragments with different alkylation agents (ethyl bromide, ethyl chloroacetate or phenacyl bromide) in basic media. The synthesized compounds were physico-chemically characterized and the IR, 1H-NMR, 13C-NMR spectra were consistent with the assigned structures. The cytotoxicity of S-alkylated derivatives was evaluated on Daphnia magna crustacean.

Synthesis and Biological Evaluation of Various New Substituted 1,3,4-oxadiazole-2-thiols

2008 ◽  
Vol 59 (4) ◽  
Author(s):  
Gabriela Laura Almajan ◽  
Stefania Felicia Barbuceanu ◽  
Ioana Saramet ◽  
Mihaela Dinu ◽  
Cristian Vasile Doicin ◽  
...  
Keyword(s):  
Biological Activity ◽  
Plant Growth ◽  
1H Nmr ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Biological Evaluation ◽  
Ethyl Chloroacetate ◽  
Low Concentrations ◽  
Synthesis And Biological Evaluation

5-[4-(4X-phenylsulfonyl)phenyl]-1,3,4-oxadiazole-2-thiols, X=H, Cl, Br, reacted with ethyl chloroacetate to give S-alkylated compounds. Aminomethylation of the thione form of oxadiazoles yielded N(3)-derivatives. All the products have been characterized by elemental analysis, IR, 1H-NMR and 13C-NMR. The plant-growth regulating effects of the title compounds were examined. From the biological activity results, we found that most compounds showed weak stimulatory activities at low concentrations.

New Heterocyclic Compounds from 1,2,4-triazoles Class with Potential Cytotoxic Activity

2017 ◽  
Vol 68 (11) ◽  
pp. 2503-2508 ◽  
Author(s):  
Laura Ileana Socea ◽  
Stefania Felicia Barbuceanu ◽  
Bogdan Socea ◽  
Constantin Draghici ◽  
Theodora Venera Apostol ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Cytotoxic Activity ◽  
Spectral Data ◽  
1H Nmr ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Heterocyclic Compounds ◽  
Cytotoxic Effect ◽  
13C Nmr Spectroscopy ◽  
New Compounds

Acylhydrazinecarbothioamides (2a,b) were synthesized by addition of 2-(5H-dibenzo[a,d][7]annulen-5-yl)acetohydrazide to different isothiocyanates. The new 1,2,4-triazol-3-thioles (3a,b) were synthesized by cyclization of new 2- acylhydrazinecarbothioamides (3a,b) in basic media. Alkylation of 1,2,4-triazole-3-thiols (3a-c) with ethyl bromide gave only S-substituted derivatives (4a-c). The structures of the synthesized compounds have been established on spectral data (IR, 1H-NMR and 13C-NMR spectroscopy) and elemental analysis. The cytotoxic effect of new compounds was evaluated using two alternative models on plant and invertebrate organisms.

Synthesis, Characterization and Evaluation of Azetidinylquinolines and Thiazolidinylquinolines as Antibacterial Agents

2014 ◽  
Vol 7 (3) ◽  
pp. 2536-2543
Author(s):  
Shalabh Sharma ◽  
Kuldeep K Saxena
Keyword(s):  
Antibacterial Activity ◽  
Spectral Data ◽  
1H Nmr ◽  
Elemental Analysis ◽  
Antibacterial Agents ◽  
Mass Spectral Data ◽  
Standard Drug ◽  
Mass Spectral ◽  
New Compounds

Several molecules were synthesized like 8-ethoxy-4-methyl-2-amino-(3’-chloro-2’-oxo-4’-substitutedaryl-1’-azeti-dinyl)-quinolines 8-12 and 8-ethoxy-4-methyl-2-amino-(2’-substitutedaryl-4’-oxo-1’,3’-thiazolidin-3’-yl)quinolines 13-17 from 8-ethoxy-4-methyl-2-(substitutedarylidenylimino amino)-quinolines 3-7, and screened to evaluate their antibacterial activity against numerous strains of bacteria        in vitro. The structures of new compounds were established on the basis of their elemental analysis, IR, 1H-NMR and mass spectral data. The results showed that three compounds 10, 11 and 16 were found to exhibit promising antibacterial activity as compared to the standard drug amphicillin.   

New heterocyclic compounds from 1,2,4-trizoles and 1,3,4-oxadiazoles class containing 5H-dibenzo[a,d][7]annulene moiety

2018 ◽  
Vol 68 (12) ◽  
pp. 2761-2764
Author(s):  
Laura Ileana Socea ◽  
Stefania Felicia Barbuceanu ◽  
Constantin Draghici ◽  
George Mihai Nitulescu ◽  
Gabriel Saramet ◽  
...  
Keyword(s):  
1H Nmr ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Heterocyclic Compounds ◽  
Alkaline Media ◽  
Mercury Oxide ◽  
New Compounds

In this paper we present the synthesis of the new heterocyclic compounds with 5H-dibenzo[a,d][7]annulene moiety obtained by cyclization of 2-acylhydrazinecarbothioamides (2a,b). The acylhydrazinecarbothioamides were obtained by treating 2-(5H-dibenzo[a,d][7]annulen-5-yl)acetohydrazide (1) with 2,5-difluorophenyl or 3-bromophenyl isothiocyanates. 2-Amino-1,3,4-oxadiazoles (3a,b) were synthesized by cyclization of 2- acylhydrazinecarbothioamides in the presence of mercury oxide. The new 1,2,4-triazole-3-thioles (4a,b) were synthesized by cyclization, in alkaline media, of the corresponding acylhydrazinecarbothioamide. The structures of the new compounds synthesized were investigated by 1H-NMR, 13C-NMR, IR and elemental analysis.

scholarly journals Sulfonyl thiosemicarbazones: synthesis, characterization and antibacterial activity

2021 ◽  
pp. 22-26
Author(s):  
Priyanka Yadav ◽  
Praveen Kumar ◽  
Ayaz Mahmood Dar
Keyword(s):  
Antibacterial Activity ◽  
1H Nmr ◽  
13C Nmr ◽  
Analytical Techniques ◽  
E Coli ◽  
Antibacterial Screening ◽  
Zones Of Inhibition ◽  
New Compounds

The reaction of sulfonyl ketones (1-3) with thiosemicarbazide under reflux conditions yielded the sulfonyl thiosemicarbazones (4-6) in good to potential amounts (72-80%). The structure of new compounds (4-6) was confirmed by different spectral (IR, 1H NMR, 13C NMR, MS) and analytical techniques. The investigation of antibacterial screening data revealed that all the tested compounds (4-6) exhibited moderate to decent antibacterial activity against S. pyogenes, S. aureus and E. coli strains. The compounds 4-6 depicted zones of inhibition, i.e., 20.3 mm, 21.2 mm and 19.6 mm against S. pyogenes strain, respectively.

Synthesis and Anticonvulsant Activity of 3-(alkylamino, alkoxy)-1,3,4,5- Tetrahydro-2H-benzo [b] azepine-2-one Derivatives

2018 ◽  
Vol 17 (6) ◽  
pp. 448-457 ◽  
Author(s):  
Xia Huang ◽  
Tie Chen ◽  
Rong-Bi Han ◽  
Feng-Yu Piao
Keyword(s):  
1H Nmr ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Anticonvulsant Activity ◽  
Mass Spectra ◽  
Maximal Electroshock ◽  
Test Compound ◽  
Maximal Electroshock Test ◽  
Mes Test ◽  
Structure Activity

Background & Objective: A series of novel 3-Substituted-1,3,4,5-Tetrahydro-2H-benzo [b] azepine-2-one Derivatives (4, 5, 7, 10, 12, 5a-j, 8a-e) were synthesized from 1,2,3,4-Tetrahydro-1- naphthalenone. The structures of these compounds were confirmed by IR, 1H NMR, 13C NMR, MASS spectra and elemental analysis. Their anticonvulsant activity was evaluated by the maximal electroshock (MES) test, subcutaneous pentylenetetrazol (scPTZ) test, and their neurotoxicity was evaluated by the rotarod neurotoxicity test. Compound 4 showed the maximum anticonvulsant activity against the maximal electroshock test (ED50=26.4, PI =3.2) and against the subcutaneous pentylenetetrazol test (ED50=40.2, PI =2.1). Conclusion: Possible structure-activity relationship was discussed.

scholarly journals N-Benzo[c][1,2,5]thiazol-4-yl-3-trifluoromethylbenzamide

Molbank ◽  
10.3390/m1075 ◽  
2019 ◽  
Vol 2019 (3) ◽  
pp. M1075 ◽  
Author(s):  
Hamad H. Al Mamari ◽  
Nasser Al Awaimri ◽  
Yousuf Al Lawati
Keyword(s):  
1H Nmr ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Title Compound ◽  
Structural Motif ◽  
Spectroscopic Methods ◽  
Bond Functionalization ◽  
Directing Group ◽  
Metal Catalyzed

The title compound, N-benzo[c][1,2,5]thiazol-4-yl-3-trifluoromethylbenzamide (1) was synthesized by reacting 3-trifluoromethylbenzoyl chloride (4) and 4-aminobenzo[c][1,2,5]thiadiazole (5). The compound was characterized by various spectroscopic methods (1H NMR, 13C NMR, IR, GC-MS) and its composition confirmed by elemental analysis. The importance of this compound lies in its possession of an N,N-bidentate directing group. Such a structural motif is potentially suitable for metal-catalyzed C-H bond functionalization reactions.

scholarly journals Synthesis of New Furothiazolo Pyrimido Quinazolinones from Visnagenone or Khellinone and Antimicrobial Activity

Molecules ◽  
2018 ◽  
Vol 23 (11) ◽  
pp. 2793 ◽  
Author(s):  
Ameen Abu-Hashem
Keyword(s):  
Antimicrobial Activity ◽  
Growth Inhibition ◽  
Spectral Data ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Heterocyclic Compounds ◽  
Gram Negative Bacteria ◽  
Gram Negative ◽  
Bacteria And Fungi ◽  
New Compounds

Substituted-6-methyl-1-thioxo-1,2-dihydro-3H-furo[3,2-g]pyrimido[1,6-a]quinazolin-3-ones (5a,b) were synthesized from condensation of visnagenone (2a) or khellinone (2b) with 6-amino-thiouracil (3) in dimethylformamide or refluxing of (4a) or (4b) in dimethylformamide. Hence, compounds (5a,b) were used as the starting materials for preparing many new heterocyclic compounds such as; furo[3,2-g]pyrimido[1,6-a]quinazoline (6a,b), furo[3,2-g]thiazolo[2′,3′:2,3]pyrimido[1,6-a]quinazolinone (7a,b), substituted-benzylidene-furo[3,2-g]thiazolo[2′,3′:2,3]pyrimido[1,6-a]quinazoline-3,5-dione (8a–f), 3-oxo-furo[3,2-g]pyrimido[1,6-a]quinazoline-pentane-2,4-dione (9a,b), 1-(pyrazole)-furo[3,2-g]pyrimido[1,6-a]quinazolinone (10a,b), 2-(oxo or thioxo)-pyrimidine-furo[3,2-g]pyrimido[1,6-a]quinazolinone (11a–d), 1-(methylthio)-furo[3,2-g]pyrimido[1,6-a]quinazolinone (12a,b), 1-(methyl-sulfonyl)-furo[3,2-g]pyrimido[1,6-a]quinazolinone (13a,b) and 6-methyl-1-((piperazine) or morpholino)-3H-furo[3,2-g]pyrimido[1,6-a]quinazolin-3-one (14a–d). The structures of the prepared compounds were elucidated on the basis of spectral data (IR, 1H-NMR, 13C-NMR, MS) and elemental analysis. Antimicrobial activity was evaluated for the synthesized compounds against Gram-positive, Gram-negative bacteria and fungi. The new compounds, furothiazolo pyrimido quinazolines 8a–f and 11a–d displayed results excellent for growth inhibition of bacteria and fungi.

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