scholarly journals Cyclization Reactions of Mono-Thiocarbohydrazones with α-Haloketones: Synthesis and Potential Biological Activities of Substituted 1,3-thiazoles and 1,3,4-thiadiazines

2021 ◽  
Vol 16 (2) ◽  
pp. 49-57
Keyword(s):  
Elemental Analysis ◽  
13C Nmr ◽  
Biological Activities ◽  
Pharmacophore Modeling ◽  
Cyclization Reactions ◽  
Thiazole Derivatives ◽  
New Compounds ◽  
Modeling Study

A series of new substituted 1,3-thiazole derivatives 10a-h were prepared via the reaction of monothiocarbohydrazones 8a-h with one equivalent of α-bromoketones in ethanol. Similarly, another series of new substituted 1,3,4-thiadiazines 11a-e were prepared from the reaction of monothiocarbohydrazones 8i,j with one equivalent of α-bromoketones in ethanol. The resulting products were obtained as colored crystals in moderate to good yields. All new compounds are fully characterized by 1H-, 13C-NMR, IR and elemental analysis. Pharmacophore modeling study of four of the synthesized compounds revealed that at least two of them have potential biological activities. Some of these activities will be investigated experimentally in the lab.

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.

scholarly journals Synthesis and spectral characterization of novel 1,5-benzodiazepine oxime derivatives

2019 ◽  
Vol 84 (4) ◽  
pp. 343-353
Author(s):  
Lina Rekovic ◽  
Lidija Kosychova ◽  
Irina Bratkovskaja ◽  
Regina Vidziunaite
Keyword(s):  
Nitrogen Atom ◽  
Fluorescence Spectroscopy ◽  
Organic Solvent ◽  
Elemental Analysis ◽  
13C Nmr ◽  
1H And 13C Nmr ◽  
Methyl Group ◽  
Oxime Derivatives ◽  
New Compounds

Three new 1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one oximes were synthesized and characterized by the methods of 1H- and 13C-NMR, IR and elemental analysis. Along with previously described compounds bearing one additional methyl group on the 5th nitrogen atom, the new compounds were characterized in bulk by UV?Vis and fluorescence spectroscopy in various solvents. The influence of the nature of the organic solvent on the spectra of the title compounds was investigated and is discussed.

scholarly journals SYNTHESIS AND BIOLOGICAL ACTIVITIES EVALUATION OF SOME NEW SPIRO 1,2,4-TRIAZOLE DERIVATIVES HAVING SULFONAMIDE MOIETY

2015 ◽  
Vol 23 (23) ◽  
pp. 49-59
Author(s):  
Hany M. Dalloul ◽  
Khaled El-nwairy ◽  
Ali Z. Shorafa ◽  
Ahmed Abu Samaha
Keyword(s):  
1H Nmr ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Sulfonic Acid ◽  
Spectroscopic Data ◽  
Biological Activities ◽  
Cyclic Ketones ◽  
Triazole Derivatives ◽  
Toluene Sulfonic Acid

A series of new spiro 1,2,4-triazoles V-IXa-j were synthesized by the reaction of appropriate amidrazones IV with cyclic ketones in the presence of p-toluene sulfonic acid as a catalyst. The structures of the synthesized compounds have been confirmed by the elemental analysis and spectroscopic data (IR, 1H NMR, 13C NMR and MS). The microbial features of the synthesized compounds were studied using well-established methods from the literature.

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, characterization and Cytotoxicity Evaluation of New Compounds from Oxazol-5(4H)-Ones and 1,2,4-Triazin-6(5H)-Ones Classes

2019 ◽  
Vol 70 (11) ◽  
pp. 3769-3774
Author(s):  
Elena Valentina Rosca ◽  
Theodora Venera Apostol ◽  
Constantin Draghici ◽  
Octavian Tudorel Olaru ◽  
Laura Ileana Socea ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Acetic Anhydride ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Heterocyclic Compounds ◽  
Sodium Acetate ◽  
Artemia Salina ◽  
Ft Ir ◽  
New Compounds ◽  
Acetic Acids

This paper presents the synthesis of new heterocyclic compounds from oxazoles and triazinones classes. Some 2-(4-(4-X-phenylsulfonyl)benzamido)acetic acids were condensed with 4-iodobenzaldehyde in presence of acetic anhydride and sodium acetate, when the new corresponding unsaturated oxazol-5(4H)-one were obtained. Through the reaction of these oxazol-5(4H)-ones with phenylhydrazine, in presence of the acetic acid and sodium acetate, the new heterocyclic compounds from 1,2,4-triazin-6(5H)-ones class were obtained. The structures of synthesized compounds have been confirmed by spectral methods (FT-IR, 1H-NMR, 13C-NMR and MS) and elemental analysis. The cytotoxicity of the compounds was evaluated using the Daphnia magna and Artemia salina bioassays.

scholarly journals Synthesis, characterization and Cytotoxicity Evaluation of New Compounds from Oxazol-5(4H)-Ones and 1,2,4-Triazin-6(5H)-Ones Classes

2019 ◽  
Vol 70 (11) ◽  
pp. 3769-3774
Author(s):  
Elena Valentina Rosca ◽  
Theodora Venera Apostol ◽  
Constantin Draghici ◽  
Octavian Tudorel Olaru ◽  
Laura Ileana Socea ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Acetic Anhydride ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Heterocyclic Compounds ◽  
Sodium Acetate ◽  
Artemia Salina ◽  
Ft Ir ◽  
New Compounds ◽  
Acetic Acids

This paper presents the synthesis of new heterocyclic compounds from oxazoles and triazinones classes. Some 2-(4-(4-X-phenylsulfonyl)benzamido)acetic acids were condensed with 4-iodobenzaldehyde in presence of acetic anhydride and sodium acetate, when the new corresponding unsaturated oxazol-5(4H)-one were obtained. Through the reaction of these oxazol-5(4H)-ones with phenylhydrazine, in presence of the acetic acid and sodium acetate, the new heterocyclic compounds from 1,2,4-triazin-6(5H)-ones class were obtained. The structures of synthesized compounds have been confirmed by spectral methods (FT-IR, 1H-NMR, 13C-NMR and MS) and elemental analysis. The cytotoxicity of the compounds was evaluated using the Daphnia magna and Artemia salina bioassays.

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.

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 Synthesis, Spectral Analysis and Biological Potency of Hydrazoneoxime Ligands Incorporating Pyrazolone Moiety and Their Metal Complexes

2020 ◽  
Vol 36 (6) ◽  
pp. 1194-1204
Author(s):  
Nursabah Sarıkavaklı ◽  
Emrah Koç ◽  
Meshari M.H. Aljohani ◽  
Syed Khalid Mustafa
Keyword(s):  
Magnetic Susceptibility ◽  
Spectral Analysis ◽  
Metal Complexes ◽  
1H Nmr ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Biological Activities ◽  
Biological Potency ◽  
Ft Ir ◽  
Group 1

A modest attempt has been made for the synthesis of hydrazoneoxime ligands bearing pyrazolone group (1-4) and their successive metal complexes such as: 1(a-c), 2(a-c), 3(a-c) and 4(a-c). The precursor (1Z,2E)-2-(hydroxyimino) ethanehydroximohydrazide (GH2) was obtained through coupling of (1Z,2E)-N-hydroxy-2-(hydroxyimino) ethanimidoyl chloride and hydrazinium hydroxideto generate hydrazonoxime compounds bearing the pyrazolone group. The ligands (1-4) were reacted with MX2.nH2O, where M = Co(II), Ni(II) and Cu(II) to obtain the successive metal coordinated compounds into good yields. The ligands and their metal complexes were investigated by using 1H NMR, 13C NMR, FT-IR, elemental analysis and magnetic susceptibility measurements.Tautomerism in the ligands is investigated spectroscopically and biological activities are evaluated as well. Finally, the findings of present study were found within good egreement with other workers.

scholarly journals Preparation and Identification of Some New Heterocyclic Derivatives from Suberoyl Chloride and Their Study as Anti-bacterial

2019 ◽  
Vol 24 (4) ◽  
Author(s):  
Nabeel Abed Abdul‐Reda ◽  
Miad Hassan jebur
Keyword(s):  
Thin Layer ◽  
Sodium Hydroxide ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Melting Points ◽  
Phenyl Hydrazine ◽  
Heterocyclic Derivatives ◽  
Ft Ir ◽  
New Compounds ◽  
Layer Chromatography

Some new derivatives ofsuberic chloride synthesized by reactionssuberoyl chloride with 4-amino acetophenoneto prepare N1,N8-bis(4-acetylcyclohex-2-en-1-yl)octanediamide,then react with 4-nitrobenzaldehydein the presence of sodium hydroxide,the product reacted with (urea,thiourea, phenyl hydrazine, 2-amino aniline,2-aminophenol, 2,4-dinitrophenyl hydrazine and 2-amino benzothiol) to prepare many hetrocyclicderivatives. This reaction was checked by thin‐layer chromatography (TLC) method. All new compounds were characterized by melting points, elemental analysis, FT‐IR,1H&13C-NMR. The antibacterial action of these derivatives was determined.

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