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

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.

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

Molecules ◽

10.3390/molecules23112793 ◽

2018 ◽

Vol 23 (11) ◽

pp. 2793 ◽

Cited By ~ 7

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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Synthesis, Characterization and In-Silico Analysis of New 2-Pyrazolines

Journal of Scientific Research ◽

10.3329/jsr.v13i1.46995 ◽

2021 ◽

Vol 13 (1) ◽

pp. 183-194

Author(s):

T. Saroja ◽

R. M. Ezhilarasi ◽

V. Selvamani ◽

S. Mahalakshmi

Keyword(s):

Acetic Acid ◽

13C Nmr ◽

Heterocyclic Compounds ◽

Mass Spectra ◽

Acid Hydrazide ◽

In Silico Analysis ◽

Pharmacological Activities ◽

Cyclocondensation Reaction ◽

Ft Ir ◽

Silico Analysis

Heterocyclic compounds such as pyrazolines, pyrimidines, oxazole and isoxazole exhibit different pharmacological activities. The current study involves synthesis of new 2-pyrazolines. The synthesis involves the cyclocondensation reaction of substituted chalcones with (4-fluorophenylthio)acetic acid hydrazide (FTAH) under reflux. The chalcones (C1-C7 / 1a-1g) were synthesized from the reaction of substituted acetophenone with substituted benzaldehyde and FTAH was prepared from 4-fluro thiophenol. New 2-pyrazolines were obtained in good yields (60-70 %). All the compounds were characterized by FT-IR, 1H, 13C NMR and mass spectra. PASS analysis was carried out for the 2-pyrazolines synthesized (P1-P7 / 3a-3g).

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

Revista de Chimie ◽

10.37358/rc.17.11.5916 ◽

2017 ◽

Vol 68 (11) ◽

pp. 2503-2508 ◽

Cited By ~ 1

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.

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

Revista de Chimie ◽

10.37358/rc.17.12.5972 ◽

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.

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Selective Anomeric Deacetylation of Per-Acetylated Carbohydrates Using (i-Pr)3Sn(OEt) and Synthesis of New Derivatives

Journal of Molecular Biology Research ◽

10.5539/jmbr.v10n1p166 ◽

2020 ◽

Vol 10 (1) ◽

pp. 166

Author(s):

Hadi Jabbari

Keyword(s):

Acetic Anhydride ◽

13C Nmr ◽

Sodium Acetate ◽

Anomeric Configuration ◽

Regioselective Deacetylation ◽

Ft Ir

In this study natural carbohydrates such as glucose, galactose, xylose, fructose andlactose, are acetylated by acetic anhydride and sodium acetate catalyst. Anomeric configuration is deacetylated by (i-Pr)3Sn(OEt)as a catalyst, an easy synthetic regioselective deacetylation of full acetylated carbohydrates using (i--Pr)3Sn(OEt) is described. The acetylated carbohydrates reacted with HBr (solution in AcOH, 32 wt.%) for the bromination of anomeric position. The synthesis oxazaphosphorine, and bromo hexa alkyl Methylsulfonate derivatives from anomeric position of carbohydrates was reacted. FT IR, 1H, 13C NMR, 31PNMR spectroscopy techniques were employed to examine the synthesized compounds.

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4-Carboxymethyl-8-methyl-7-oxycoumarin substituted zinc, cobalt and indium phthalocyanines: electrochemical and photochemical properties

Journal of Porphyrins and Phthalocyanines ◽

10.1142/s108842461350096x ◽

2013 ◽

Vol 17 (10) ◽

pp. 1046-1054 ◽

Cited By ~ 8

Author(s):

Ali Emre Çalık ◽

Baybars Köksoy ◽

Efe Baturhan Orman ◽

Mahmut Durmuş ◽

Ali Rıza Özkaya ◽

...

Keyword(s):

Acetic Acid ◽

Elemental Analysis ◽

Metal Salts ◽

The Novel ◽

Maldi Tof ◽

Ft Ir ◽

Photochemical Properties ◽

New Compounds

In this study, the novel tetra-substituted Zn ( II )(3), Co ( II )(4) and In ( III )acetate (5) phthalocyanines were synthesized by cyclotetramerization reactions of 7-(2,3-dicyanophenoxy)-8-methylcoumarin-4-acetic acid (2) with corresponding metal salts. All the new compounds have been characterized by MALDI-TOF mass, FT-IR and UV-vis spectra, and elemental analysis as well. The electrochemical, in situ spectroelectrochemical and photochemical properties of tetra-substituted Zn ( II ), Co ( II ) and In ( III )acetate phthalocyanines were also investigated.

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Synthesıs and Characterızatıon of New Trıazole and Coumarın-Derived Heterocyclıc Compounds Part I

Journal of the chemical society of pakistan ◽

10.52568/000830/jcsp/41.06.2019 ◽

2019 ◽

Vol 41 (6) ◽

pp. 1097-1097

Author(s):

Nurhan G mr k o lu Nurhan G mr k o lu ◽

Muhammad Imran and Inam Iqbal Muhammad Imran and Inam Iqbal

Keyword(s):

Acetic Acid ◽

Elemental Analysis ◽

13C Nmr ◽

Heterocyclic Compounds ◽

Acid Hydrazide ◽

Triazole Ring ◽

Basic Medium ◽

Synthesis And Characterization ◽

Ethyl Bromoacetate

Synthesis of ethyl ester of acetic acid containing 5-oxo-[1,2,4] triazole ring (2) was achieved by the condensation of 3-substituted-4-amino-1H-1,2,4-triazol-5(4H)-one (1) with ethyl bromoacetate in basic medium. Compound 2, was then further reacted with hydrazine hydrate to form acid hydrazide, which is 2-(4-amino-3-substituted-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)acetohydrazide (3). Compound 3 was later treated with three different diverse coumarin aldehydes (6, 12, 18) resulted in the formation of arylidene hydrazides as cis–trans conformers (7, 8, 13, 14, 19, 20). In conclusion, we synthesized 1,2,4-triazole Schiff bases derived from the condensation of 3-substituted-4-amino-1,2,4-triazole-5-on and formylhydroxy-4-methylcoumarin derivatives, which have been characterized by, spectroscopic measurements (IR, 1H-NMR, 13C-NMR and elemental analysis).

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

Al-Qadisiyah Journal Of Pure Science ◽

10.29350/jops.2019.24.4.972 ◽

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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Reduction of 1-Hydroxyimino-1,2,3,4-tetrahydrocarbazoles by Metal and Baker’s Yeast – Syntheses of Aminocarbazole Derivatives

Zeitschrift für Naturforschung B ◽

10.1515/znb-2004-0918 ◽

2004 ◽

Vol 59 (9) ◽

pp. 1054-1058 ◽

Cited By ~ 1

Author(s):

Isravel A Danish ◽

Karnam J. R. Prasad

Keyword(s):

Acetic Acid ◽

Acetic Anhydride ◽

Elemental Analysis ◽

Spectral Methods ◽

Baker’S Yeast ◽

Baker's Yeast ◽

Mass Spectral ◽

Plausible Mechanism ◽

New Compounds

1-Hydroxyimino-1,2,3,4-tetrahydrocarbazoles (1) were reduced with zinc in acetic acid and acetic anhydride and with bakers’ yeast in an aim to synthesize 1-aminocarbazoles, but interestingly the reaction gave hitherto unknown compounds, 2-acetoxy-1-(acetylamino)carbazoles (2) and 6- [acetoxy(hydroxy)methyl]-1-hydroxylaminocarbazoles (3), respectively. A plausible mechanism for the formation of compounds 2 and 3 is proposed. All new compounds were characterised by IR, NMR, mass spectral methods and elemental analysis.

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