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 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 CHARACTERIZATION OF HETEROCYCLIC CHALCONES CONTAINING HALOGENATED THIOPHENES

2015 ◽  
Vol 77 (3) ◽  
Author(s):  
Helmi Mohammed Al-Maqtari ◽  
Joazaizulfazli Jamalis ◽  
Hasnah Mohd Sirat
Keyword(s):  
Sodium Hydroxide ◽  
Spectral Data ◽  
13C Nmr ◽  
Basic Medium ◽  
Synthesis And Characterization ◽  
Schmidt Reaction ◽  
Synthetic Compounds ◽  
1H And 13C Nmr ◽  
Heterocyclic Aldehydes

Heterocyclic chalcones containing halogenated thiophenes were synthesized. The first step was to synthesize 3-acetyl-2,5-dichlorothiophene and 2-acetyl-5-chlorothiophene as heterocyclic ketones by using Friedel-Crafts acylation. The ketones were then used to synthesize thiophene chalcones through Claisen-Schmidt reaction with the respective heterocyclic aldehydes such as 5-bromothiophene-2-carbaldehyde, 3-methyl-2-thiophene carboxaldehyde and 2-thiophene carboxaldehyde with 3-acetyl-2,5-dichlorothiophene or 2-acetyl-5-chlorothiophene in presence of basic medium, sodium hydroxide to form the corresponding chalcones. Structures of the synthetic compounds were confirmed by IR, MS, 1H and 13C NMR spectral data.

scholarly journals Cytotoxic and antimicrobial activities of two new synthetic 2'-oxygenated flavones reported from andrographis viscosula

2007 ◽  
Vol 72 (4) ◽  
pp. 321-329 ◽  
Author(s):  
Sohel Mostahar ◽  
Sayed Alam ◽  
Azizul Islam
Keyword(s):  
Spectral Data ◽  
1H Nmr ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Brine Shrimp ◽  
Antimicrobial Activities ◽  
Good Activity ◽  
Biocidal Activity ◽  
Fungal Strains ◽  
Bacteria And Fungi

Two new 2'-oxygenated flavones have been synthesized via chalcone precursors and the biocidal activity of these two flavones, along with the corresponding chalcones against microbes (bacteria and fungi) and brine shrimp nauplii were investigated. Both the flavones (compounds 6 and 7) and their corresponding chalcones (compounds 4 and 5) showed good activity against all the tested bacterial and fungal strains. The LC50 values of compounds 4-7 were found to be 2.31, 0.94, 1.39 and 0.58 ?gmL -1, respectively. The synthesized compounds were characterized using UV-Vis, IR, 1H-NMR and 13C-NMR spectral data, together with elemental analysis. .

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.

scholarly journals SYNTHESIS AND NMR SPECTRAL CHARACTERIZATION OF NOVEL 2,3-POLYMETHYLENEPYRIDO[2,3-D]PYRIMIDIN-4-ONES

2015 ◽  
Vol 11 (8) ◽  
pp. 3873-3875 ◽  
Author(s):  
Hamid Utkirovich Khodjaniyazov
Keyword(s):  
Spectral Data ◽  
13C Nmr ◽  
Phosphorus Oxychloride ◽  
Spectral Characterization ◽  
1H And 13C Nmr

We have synthesized of novel 2,3-polymethylenepyrido[2,3-d]pyrimidin-4-ones via condensation of the 2-aminonicotinic acid together with lactams in the presence of phosphorus oxychloride. The structures of the newly synthesized pyrido[2,3-d]pyrimidines were confirmed by 1H and 13c NMR spectral data.

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.

scholarly journals Synthesis and Spectral Characterization of Some New Substituted Bis-spirocyclohexanones Derived from Acetone

2018 ◽  
Vol 6 (4) ◽  
pp. 155-159
Author(s):  
Mohammed S. Hussein ◽  
Abdul Wahab J. Al-Hamdany ◽  
Rana A. Saeed
Keyword(s):  
Spectral Data ◽  
13C Nmr ◽  
Michael Addition ◽  
Spectral Characterization ◽  
Schmidt Reaction ◽  
Substituted Benzaldehydes

Diarylidene acetones (DAA) (1-5) had been prepared by the condensation of acetone with substituted benzaldehydes via Claisen-Schmidt reaction, DAA’s brought to condense with anthrone to afford the title compounds (6-10) through Michael addition. The structures of the products were suggested in the light of spectral data (UV, IR, 1H&13C-NMR).

Design and Synthesis of some novel 3-benzylidene-1H-benzo [4,5]imidazo[2,1-c] [1,4]oxazine-1,4(3H)-dione derivatives and evaluation of their biological activity

2021 ◽  
Vol 25 (11) ◽  
pp. 157-169
Author(s):  
Ch. Sunitha ◽  
G. Brahmeshwari
Keyword(s):  
Mass Spectrometry ◽  
Biological Activity ◽  
1H Nmr ◽  
Elemental Analysis ◽  
13C Nmr ◽  
The Other ◽  
Good Activity ◽  
Design And Synthesis ◽  
Anti Oxidant ◽  
Anti Fungal

A novel series of 3-arylbenzylidene-1H-benzo[4,5] imidazo[2,1-c][1,4]oxazine-1,4(3H)-dione (4a-l) was synthesized in moderate to good yields. The structures of the newly synthesized compounds were confirmed by 1H NMR, 13C NMR mass spectrometry and elemental analysis. The synthesized compounds were evaluated for their anti-bacterial and anti-oxidant activities. Among all the derivatives tested, the compound 3-(3,5- dimethoxy benzylidene)-1H-benzo [4,5]imidazo[2,1- c][1,4]oxazine-1,4-(3H)-dione showed more potent activity and 3-(4-methoxybenzylidene)-1H benzo[4,5] imidazo[2,1-c][1,4]oxazine-1,4(3H)-dion exhibited good activity as compared to standard streptomycin. The anti-fungal activity reveals that the compound 3- (3,5-dimethoxy benzylidene)-1H-benzo[4,5]imidazo [2,1-c][1,4]oxazine-1,4-(3H)-dione showed more promising activity as compared to standard Itrazole. The remaining compounds showed moderate to poor activity. Similarly, the anti-oxidant activity results revealed that the compound 3-(3,5-dimethoxy benzylidene)-1H-benzo [4,5] imidazo[2,1-c][1,4] oxazine-1,4-(3H)-dione exhibited potent activity as compared to the other tested compounds.

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