Synthesis and Antimicrobial Activity of Some New Piperazine Derivaties Containing Aryl Sulfonyloxy Group

NovelN-substituted piperazine derivatives containing sulfonyloxy aniline moiety have been prepared. The various 4-sulfonyloxy aniline (SA) derivatives (2a-h) have been prepared by the condensation reaction ofN-Acetyl Sulfanilyl chloride (ASC) and sodium phenates followed by hydrolysis. The SA derivatives are then reacted with chloro acetyl chloride to give corresponding (N-Chloroacetyl) derivatives (3a-h). These derivatives are then reacted withN-phenyl piperazine to yield the corresponding piperazine derivatives (4a-h).

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Antimicrobial activity of piperazine derivatives of chitosan

Carbohydrate Polymers ◽

10.1016/j.carbpol.2008.04.010 ◽

2008 ◽

Vol 74 (3) ◽

pp. 566-571 ◽

Cited By ~ 50

Author(s):

Már Másson ◽

Jukka Holappa ◽

Martha Hjálmarsdóttir ◽

Ögmundur V. Rúnarsson ◽

Tapio Nevalainen ◽

...

Keyword(s):

Antimicrobial Activity ◽

Piperazine Derivatives ◽

Derivatives Of

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Green Synthesis and Antimicrobial Activity of Some Novel N-Arylimidazo[1,2-a]pyrazine-2-Carboxamide Derivatives

Asian Journal of Chemistry ◽

10.14233/ajchem.2020.22365 ◽

2019 ◽

Vol 32 (1) ◽

pp. 84-90 ◽

Cited By ~ 1

Author(s):

Boggavarapu Jyothi ◽

Nannapaneni Madhavi

Keyword(s):

Antimicrobial Activity ◽

Carboxylic Acid ◽

Microwave Irradiation ◽

Green Synthesis ◽

13C Nmr ◽

Aromatic Amines ◽

Condensation Reaction ◽

Analytical Data ◽

Ammonia Gas ◽

1H And 13C Nmr

The article deals with the synthesis of some novel N-arylimidazo[1,2-a]pyrazine-2-carboxamides (7a-l) by condensation reaction of imidazo[1,2-a]pyrazine-2-carboxylic acid (5) with different aliphatic/aromatic amines (6a-l) by using 1-methylimidazole, Mukaiyama’s reagent and 2-chloro-1-methylpyridinium iodide under microwave irradiation conditions. A new series of compounds 7 have been prepared from 2-iodopyrazine (1). Compound 1 on purged with ammonia gas in the presence of Cu2O and K2CO3 furnishes pyrazin-2-amine (2), which is treated with ethyl 3-bromo-2-oxopropanoate (3) to produce ethyl imidazo[1,2-a]pyrazine-2-carboxylate (4), which on hydrolysis with NaOH yields imidazo[1,2-a]pyrazine-2-carboxylic acid (5). The structures of the newly synthesized compounds have been elucidated on the basis of spectral (IR, 1H and 13C NMR and MS) and analytical data. Compounds 7a-l have also been screened for their antimicrobial activity. Some of the compounds exhibit promising antimicrobial activity

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New Urea and Thiourea Derivatives of Piperazine Doped with Febuxostat: Synthesis and Evaluation of Anti-TMV and Antimicrobial Activities

The Scientific World JOURNAL ◽

10.1155/2013/682603 ◽

2013 ◽

Vol 2013 ◽

pp. 1-10 ◽

Cited By ~ 3

Author(s):

Reddivari Chenna Krishna Reddy ◽

Syed Rasheed ◽

Devineni Subba Rao ◽

Shaik Adam ◽

Yellala Venkata Rami Reddy ◽

...

Keyword(s):

Antimicrobial Activity ◽

Condensation Reaction ◽

Antimicrobial Activities ◽

Biological Data ◽

Thiourea Derivatives ◽

Biological Interest ◽

Antiviral Activities ◽

High Yields ◽

Selective Reagent ◽

Substituted Urea

A series of new 4-(5-(3-cyano-4-isobutoxyphenyl)-4-methylthiazole-2-carbonyl)-N-(substituted phenyl)piperazine-1-carboxamides8(a–e)/carbothioamides8(f–j)were accomplished for biological interest by the simple addition of active functionalized arylisocyanates7(a–e)/arylisothiocyanates7(f–j)with 2-isobutoxy-5-(4-methyl-2-(piperazine-1-carbonyl)thiazol-5-yl)benzonitrile(4). Compound4was synthesized in high yields (94%) by the condensation reaction of febuxostat (1) with piperazine using a selective reagent such as propylphosphonic anhydride (T3P). Antiviral activity againstTobacco mosaic virus(TMV) and antimicrobial activity of the synthesized compounds were evaluated. Biological data revealed that 4-nitrophenyl substituted urea8d, and 3-bromophenyl substituted thiourea8fexhibited promising antiviral activities. Moreover, 4-fluorophenyl substituted urea8a, 4-nitrophenyl substituted urea8d, 3-bromophenyl substituted thiourea8f, and 2,4-dichlorophenyl substituted thiourea8jexhibited potent antimicrobial activity.

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Novel Tri-substituted Thiazoles Bearing Piperazine Ring: Synthesis and Evaluation of their Anticancer Activity

Letters in Drug Design & Discovery ◽

10.2174/1570180815666180731122118 ◽

2019 ◽

Vol 16 (5) ◽

pp. 547-555 ◽

Cited By ~ 3

Author(s):

Asaf Evrim Evren ◽

Leyla Yurttaş ◽

Busra Eksellı ◽

Gulsen Akalın-Cıftcı

Keyword(s):

Anticancer Activity ◽

Glioma Cells ◽

Rat Glioma ◽

Piperazine Derivatives ◽

Lung Carcinoma Cells ◽

Mtt Method ◽

Human Lung Carcinoma ◽

Abnormal Cells ◽

Substituted Piperazine

Background: Cancer cells are described as an unregulated growth and spread of abnormal cells. Recently, cancer has become the most important major reason for deaths in the world. Methods: For anticancer activity, we have used the MTT method and determine the early/late apoptosis by flow cytometry. Results: The title compounds were procured by reacting 2-chloro-N-[4-(pyridin-4-yl)thiazol-2- yl]acetamide with some substituted piperazine derivatives. The in vitro anticancer activity of synthesized compounds was tested against C6 rat glioma cells and A549 human lung carcinoma cells. As a result, the compounds 3d, 3e, 3f and 3g have shown anticancer activity against both cell line. Conclusion: Specifically, compound 3f was determined as the most active compound against C6 rat glioma cells. Also, as understood, the core structure which is substituted with piperazine bridge, the heterocyclic aromatic derivatives are more active than phenyl or benzyl derivatives.

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Benzofuran-oxadiazole hybrids: Design, Synthesis and antimicrobial activity studies

Research Journal of Chemistry and Environment ◽

10.25303/259rjce1521 ◽

2021 ◽

Vol 25 (9) ◽

pp. 15-21

Author(s):

P. Sanjeeva ◽

B. Subba Rao ◽

V. Kamala Prasad ◽

P. Venkata Ramana

Keyword(s):

Antimicrobial Activity ◽

Carboxylic Acid ◽

Sodium Methoxide ◽

Acetyl Chloride ◽

Aqueous Ethanol ◽

Hydroxylamine Hydrochloride ◽

Catalytic Amount ◽

Design Synthesis ◽

Oxadiazole Derivatives ◽

Synthetic Intermediate

The six benzofuran-oxadiazole derivatives (4a-d) and (5a-b) have been designed, synthesized, characterized and evaluated for antimicrobial activity. The key synthetic intermediate 5-bromo-N'-hydroxybenzofuran -2-carboxamidine (3) was prepared from 5-bromobenzofuran-2-carboxylic acid (1) in two consecutive steps involving reaction with NaN3, in presence of TEA, Xtalfluor-E, PPh3 in dry DCM at 0oC followed by the treatment of resulting carbonitrile (2) with hydroxylamine hydrochloride in presence of sodium methoxide under reflux in aqueous ethanol. Reaction of carboxamidine (3) with different aryl esters in presence of K2CO3 under reflux conditions in toluene afforded 3-(5-bromobenzofuran-2-yl)-5-substituted phenyl-1,2,4-oxadiazoles (4a-d) while the refluxion of a solution of carboxamidine (3) in dichloromethane with chloro/bromo acetyl chloride in presence of TEA and a catalytic amount of HBTU furnished 3-(5-bromobenzofuran-2-yl)-5-(chloromethyl)-1,2,4-oxadia zole (5a) and 3-(5-bromobenzofuran-2-yl)-5-(bromomethyl)-1,2,4-oxadiazole (5b).

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Design, synthesis, biological screening and molecular docking studies of novel multifunctional 1, 4-di (aryl/heteroaryl) substituted piperazine derivatives as potential antitubercular and antimicrobial agents

Bioorganic Chemistry ◽

10.1016/j.bioorg.2021.105568 ◽

2021 ◽

pp. 105568

Author(s):

Bruktawit Mekonnen Sanka ◽

Dereje Mamo Tadesse ◽

Endale Teju Bedada ◽

Ephriem T. Mengesha ◽

Neelaiah Babu G.

Keyword(s):

Molecular Docking ◽

Antimicrobial Agents ◽

Docking Studies ◽

Biological Screening ◽

Design Synthesis ◽

Molecular Docking Studies ◽

Piperazine Derivatives ◽

Substituted Piperazine

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Quantitative Structure-Activity Relationship (QSAR) on New Benzothiazoles Derived Substituted Piperazine Derivatives

Journal of Computational and Theoretical Nanoscience ◽

10.1166/jctn.2011.1906 ◽

2011 ◽

Vol 8 (10) ◽

pp. 1945-1949

Author(s):

Najim A. Al-Masoudi ◽

Basil Salih ◽

Yaseen A. Al-Soud

Keyword(s):

Quantitative Structure Activity Relationship ◽

Structure Activity Relationship ◽

Activity Relationship ◽

Quantitative Structure ◽

Piperazine Derivatives ◽

Structure Activity ◽

Substituted Piperazine

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A new method for the preparation of unsymmetrical 1,4-substituted piperazine derivatives

Tetrahedron Asymmetry ◽

10.1016/s0957-4166(99)00049-x ◽

1999 ◽

Vol 10 (4) ◽

pp. 799-811 ◽

Cited By ~ 15

Author(s):

Aurelio Ortiz ◽

Norberto Farfán ◽

Herbert Höpfl ◽

Rosa Santillan ◽

Marı́a E. Ochoa ◽

...

Keyword(s):

New Method ◽

Piperazine Derivatives ◽

Substituted Piperazine

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ChemInform Abstract: Synthesis, α-Adrenoceptors Affinity and α1-Adrenoceptor Antagonistic Properties of Some 1,4-Substituted Piperazine Derivatives.

ChemInform ◽

10.1002/chin.201210220 ◽

2012 ◽

Vol 43 (10) ◽

pp. no-no

Author(s):

H. Marona ◽

M. Kubacka ◽

B. Filipek ◽

A. Siwek ◽

M. Dybaia ◽

...

Keyword(s):

Piperazine Derivatives ◽

Substituted Piperazine

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Synthesis of Some New Azetidinone Derivatives Containing Aryl Sulfonyloxy Group

E-Journal of Chemistry ◽

10.1155/2004/258752 ◽

2004 ◽

Vol 1 (4) ◽

pp. 194-198

Author(s):

H. S. Patel ◽

H. D. Desai

Keyword(s):

Sodium Salt ◽

Acetyl Chloride ◽

Condensation Reaction ◽

Aromatic Aldehydes ◽

Schiff’S Bases ◽

Aniline Derivative ◽

Schiff's Bases

Some novel azetidinone derivatives containing aryl sulfonyloxy group have been prepared. The 4-sulfonyloxy aniline derivative (2) has been prepared by reaction of 4-nitro phenol (sodium salt) with N-acetyl sulfanilyl chloride (ASC) followed by hydrolysis by ethanolic HCl. This compound (2) undergoes facile condensation reaction with aromatic aldehydes to yield different Schiff’s bases (3a-h). Cyclocondensation of compounds (3a-h) with chloro acetyl chloride yields different 2-azetidinone derivatives (4a-h).

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