A Novel and Facile Synthesis of Thiopyrimidines and O-Glucosides

2019 ◽  
Vol 4 (2) ◽  
pp. 65-69
Author(s):  
Rajendra Krushnaji Wanare
Keyword(s):  
Low Cost ◽  
Reaction Times ◽  
Alcoholic Solution ◽  
Mass Spectral Data ◽  
Reaction Conditions ◽  
Mass Spectral ◽  
Antibacterial And Antifungal Activities ◽  
Ft Ir ◽  
Antibacterial And Antifungal ◽  
Subsequent Deacetylation

Reaction of 3-methyl-5-(3'-aryl prop-2'-enoyl)-1,2-benzisoxazole (1a-j) with thiourea and alcoholic solution of KOH afforded 3-methyl-5-(4'-aryl-2'-thiopyrimidin-6'-yl)-1,2-benzisoxazoles (2a-j). Oxidation of products 2a-j using alkaline KMnO4 solution produces 5-(4'-aryl-2'-thiopyrimidin-6'-yl)-1,2-benzisoxazole-3-carboxylic acids (3a-j). Condensation of products 3a-j with 2,3,4,6-tetra-Oacetyl-α-D-glucopyranosyl bromide (TAGBr), the glucosylating agent synthesized 3-(2,3,4,6-tetra-O-acetyl-3-acetyl-β-D-glucopyranosyl)-5-(4'-aryl-2'-thiopyrimidin-6'-yl)-1,2-benzisoxazoles (4a-j). Subsequent deacetylation of compounds 4a-j were carried out with CH3ONa furnishes β-Dglucopyranosyl-5-(4'-aryl-2'-thiopyrimidin-6'-yl)-1,2-benzisoxazole-3-carboxylates (5a-j). All the synthesized compounds were analyzed by elemental analysis (C, H and N), FT-IR, 1H NMR and mass spectral data. Most of the prepared compounds were analyzed their antibacterial and antifungal activities by cup-plate method. The present approach offers several advantages such as shorter reaction times, cleaner reactions, good yields, low-cost reagent and mild reaction conditions.

scholarly journals Synthesis and Biological Activity of Some 3,4-Dihydro-4-(4-substituted aryl)-6-(naptho[2,1-b]furan-2-yl pyrimidine-2(1H)-one Derivatives

2012 ◽  
Vol 9 (1) ◽  
pp. 175-180 ◽  
Author(s):  
Sanjeevan S. Gaikwad ◽  
Venkat S. Suryawanshi ◽  
Kishan S. Lohar ◽  
Dhanaji V. Jadhav ◽  
Narayan D. Shinde
Keyword(s):  
Biological Activity ◽  
Potassium Hydroxide ◽  
Alcoholic Solution ◽  
Significant Activity ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
H Nmr ◽  
Antibacterial And Antifungal Activities ◽  
Antibacterial And Antifungal ◽  
Reflux Temperature

A series of new oxopyrimidine were prepared by cyclocondensation route with various substituted chalcones in presence of alcoholic solution of potassium hydroxide at reflux temperature. The synthesized oxopyrimidine derivatives were characterized by means of their IR,1H NMR, mass spectral data and elemental analysis. The synthesized oxopyrimidines derivatives were evaluated for antibacterial and antifungal activities, some of them were found to possess significant activity.

scholarly journals Synthesis, Characterization and Molecular Docking of 1,2,4-Triazole Derivatives as Potential Antimicrobial Agents

2020 ◽  
Vol 32 (6) ◽  
pp. 1437-1442
Author(s):  
Panneerselvam Kalaivani ◽  
Jayaraman Arikrishnan ◽  
Mannuthusamy Gopalakrishnan
Keyword(s):  
Antimicrobial Agents ◽  
Docking Study ◽  
Binding Mode ◽  
Zone Of Inhibition ◽  
Mass Spectral ◽  
Antibacterial And Antifungal Activities ◽  
Inhibition Concentration ◽  
Ft Ir ◽  
Antibacterial And Antifungal

In this study, a new series of (E)-N-(4-(3-(3,5-dialkylphenyl)acryloyl)phenyl)-2-(1H-1,2,4-triazol-1- yl)acetamide (32-41) was synthesized, characterized by FT-IR, 1H NMR, 13C NMR and Mass spectral analysis and evaluated for their in vitro antibacterial and antifungal activities. The docking study of the newly synthesized compounds was performed and results showed good binding mode in the active site of 1T9U protein. The zone of inhibition concentration was tested for the synthesized compounds against five bacterial and three fungal strains. Compounds 34 and 37 have good antibacterial activity. Compounds 3, 4 and 6 shows moderate inhibition against the antifungal activity.

scholarly journals SYNTHESIS, CHARACTERIZATION AND IN VITRO STUDY OF ANTIBACTERIAL, ANTIFUNGAL ACTIVITIES OF SOME NOVEL DIHYDROPYRIMIDINTHIONE DERIVATIVES

2014 ◽  
Vol 44 (4) ◽  
pp. 289-293
Author(s):  
S. BALUJA ◽  
S. CHANDA ◽  
R. BHALODIA ◽  
R. TALAVIYA
Keyword(s):  
Biological Activities ◽  
Wide Spectrum ◽  
In Vitro Study ◽  
Dimethyl Formamide ◽  
Mass Spectral Data ◽  
Antifungal Activities ◽  
Mass Spectral ◽  
Antibacterial And Antifungal Activities ◽  
Antibacterial And Antifungal

Dihydropyrimidinthione is an important class of heterocyclic compounds which exhibits wide spectrum of biological activities. In the present study, some bio-active dihydropyrimidinthione derivatives have been synthesized and their characterization was done by IR, NMR and mass spectral data. The antibacterial and antifungal activities of synthesized compounds have also been studied in N,N-dimethyl formamide and Dimethyl sulfoxide.

scholarly journals Synthesis, Antibacterial and Antifungal Evlaution of Novel Pyrazoline Derivatives

2018 ◽  
Vol 17 (2) ◽  
pp. 221-226
Author(s):  
BC Revanasiddappa ◽  
MS Jisha ◽  
M Vijay Kumar ◽  
Hemanth Kumar
Keyword(s):  
Good Activity ◽  
Bacterial Strains ◽  
Mass Spectral Data ◽  
Acetic Acid Medium ◽  
Mass Spectral ◽  
Antibacterial And Antifungal Activities ◽  
Alcohol Medium ◽  
Antibacterial And Antifungal ◽  
New Compounds

A new series of chalcones (2a-j) were prepared by reacting substituted aldehydes and substituted ketones in alcohol medium in presence of NaOH. The chalcones underwent selective cyclization with guanicol hydrazide (1) in glacial acetic acid medium to yield the title compounds 1,3,5-trisubstituted pyrazolines (3a-j). The new compounds were characterized on the basis of 1H-NMR, IR and mass spectral data. All the newly synthesized compounds were evaluated for their in-vitro antibacterial and antifungal activities. Some of the tested compounds 3a and 3e showed good activity against bacterial strains and compounds 3d and 3h revealed good activity against fungal strains. Dhaka Univ. J. Pharm. Sci. 17(2): 221-226, 2018 (December)

scholarly journals Synthesis, structural characterization and antimicrobial evaluation of some novel piperidin-4-one oxime esters

2015 ◽  
Vol 80 (9) ◽  
pp. 1101-1111 ◽  
Author(s):  
Gokula Krishnan ◽  
R. Sivakumar ◽  
V. Thanikachalam
Keyword(s):  
Biologically Active ◽  
Good Activity ◽  
Mass Spectral ◽  
Antibacterial And Antifungal Activities ◽  
Xrd Study ◽  
Antimicrobial Evaluation ◽  
Ft Ir ◽  
Antibacterial And Antifungal

Fifteen novel biologically active piperidin-4-one oxime esters (8-22) have been synthesized with good yields. These compounds were prepared from in-situ activated carboxylic acids using POCl3 and pyridine with piperidin-4- one oximes. The structure of the title compounds were elucidated on the basis of FT-IR, NMR (1D and 2D) and mass spectral analyses. The single crystal XRD study of compounds 12 and 20 were the further evidence for the proposed structure unambiguously. All the synthesized compounds were tested for in vitro antibacterial and antifungal activities. Many of these derivatives exhibited good activity against Bacillus subtilis, Pseudomonas aeruginosa, Escherichia coli, Trigoderma veride and Aspergillus flavus.

scholarly journals Synthesis and Antimicrobial Activity of Some Novel Substituted Piperazinyl-quinazolin-3(4H)-ones

2008 ◽  
Vol 5 (1) ◽  
pp. 23-33 ◽  
Author(s):  
N. M. Raghavendra ◽  
P. P. Thampi ◽  
P. M. Gurubasavarajaswamy
Keyword(s):  
Antimicrobial Activity ◽  
Spectral Data ◽  
Elemental Analysis ◽  
Single Step ◽  
Mass Spectral Data ◽  
Antifungal Activities ◽  
Mass Spectral ◽  
Antibacterial And Antifungal Activities ◽  
Antibacterial And Antifungal ◽  
Single Step Reaction

Several substituted-quinazolin-3(4H)-ones were synthesized by condensation of 2-chloro-N-(4-oxo-substituted-quinazolin-3(4H)-yl)-acetamides with various substituted piperazines through single step reaction. Elemental analysis, IR,1HNMR and mass spectral data confirmed the structure of the newly synthesized compounds. Synthesized quinazolin-4-one derivatives were investigated for their antibacterial and antifungal activities.

scholarly journals Synthesis and antimicrobial activities of some (E)-N'-1-(substituted benzylidene)benzohydrazides

2017 ◽  
Vol 5 (1) ◽  
pp. 17 ◽  
Author(s):  
V. Manikandan ◽  
S. Balaji ◽  
R. Senbagam ◽  
R. Vijayakumar ◽  
M. Rajarajan ◽  
...  
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Fourier Transform ◽  
Magnetic Resonance ◽  
Spectral Data ◽  
Ultra Violet ◽  
Antimicrobial Activities ◽  
Antibacterial And Antifungal Activities ◽  
Ft Ir ◽  
Fourier Transform Ir ◽  
Antibacterial And Antifungal

About ten substituted (E)-N'-1-(substituted benzylidene) benzohydrazides have been synthesized. They are analyzed by their analytical, ultra violet (UV), Fourier transform-IR (FT-IR) and nuclear magnetic resonance (NMR) spectral data and evaluated by antimicrobial activities such antibacterial and antifungal activities.

scholarly journals Synthesis of New Imidazolidine and Tetrahydropyrimidine Derivatives

2014 ◽  
Vol 2014 ◽  
pp. 1-4 ◽  
Author(s):  
Hamid Beyzaei ◽  
Reza Aryan ◽  
Zahra Keshtegar
Keyword(s):  
Ring Opening ◽  
Reaction Times ◽  
Reaction Conditions ◽  
Ir Spectrometry ◽  
H Nmr ◽  
Chemical Structures ◽  
Thioamide Group ◽  
Solvent Free Conditions ◽  
Ft Ir ◽  
C Nmr

Synthesis of new imidazolidine and tetrahydropyrimidine derivatives 3a, b and 4a–c as cyclic 1,3-diamines under two reaction conditions (A and B) is described. Under reaction conditions-A, a suspension of (E)-2-cyano-2-(oxazolidin-2-ylidene)ethanethioamide 1 (1 eq.) and diaminoalkanes 2a–e (2 eq.) in absolute ethanol is heated under reflux for 16–22 h to afford 3a, b and 4a–c. Alternatively, under reaction conditions-B, a solution of thioamide 1 (1 eq.) in diaminoalkanes 2a–e (3 eq.) is stirred under solvent-free conditions at room temperature for 3 days to give desired products. Reaction conditions-A for having higher yields, shorter reaction times, and required less diamines is more effective than reaction conditions-B. Oxazolidine ring opening is observed by reacting compound 1 with all of the diamines 2a–e, but the thioamide group only reacts with nonbulky diamines 2a, b. The chemical structures of novel compounds were confirmed by 1H NMR, 13C NMR, elemental analysis, and FT-IR spectrometry.

scholarly journals Polystyrene-supported aluminum chloride as an efficient and reusable catalyst for condensation of indole with various carbonyl compounds

2010 ◽  
Vol 75 (4) ◽  
pp. 423-431 ◽  
Author(s):  
Bahman Tamami ◽  
Nasrolahi Shirazi ◽  
Parvanak Borujeni
Keyword(s):  
Aluminum Chloride ◽  
Carbonyl Compounds ◽  
Low Cost ◽  
Reaction Times ◽  
Reusable Catalyst ◽  
Reaction Conditions ◽  
Crosslinked Polystyrene ◽  
Aldehydes And Ketones ◽  
Polymeric Catalyst ◽  
Work Up

Crosslinked polystyrene-supported aluminum chloride (Ps-AlCl3) is a stable, recyclable and environmental friendly heterogeneous catalyst for the condensation of indole with aldehydes and ketones to afford bis-indolylmethanes. In addition, (Ps-AlCl3) shows satisfactory selectivity in the reaction of mixtures of an aldehyde and a ketone with indole. Although AlCl3 is a water sensitive, corrosive and environmentally harmful compound, Ps-AlCl3 is a stable and water-tolerant species. The mild reaction conditions, short reaction times, easy work-up, high to excellent yields, chemoselectivity, reuse of the catalyst for at least ten times without significant change in its catalytic activity, low cost, and easy preparation and handling of the polymeric catalyst are obvious advantages of the present method.

scholarly journals Synthesis and In Vitro Antibacterial and Antifungal Evaluation of Quinoline Analogue Azetidin and Thiazolidin Derivatives

2014 ◽  
Vol 39 ◽  
pp. 195-210 ◽  
Author(s):  
Shraddha M. Prajapati ◽  
Rajesh H. Vekariya ◽  
Kinjal D. Patel ◽  
Shyamali N. Panchal ◽  
Hitesh D. Patel ◽  
...  
Keyword(s):  
Gram Negative Bacteria ◽  
Aspergillus Clavatus ◽  
Dilution Technique ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
Gram Positive Bacteria ◽  
H Nmr ◽  
Antibacterial And Antifungal ◽  
Broth Dilution

A library of quinoline analog two novel series of azetidin (SH1-5) and thiazolidin (SHa-e) derivatives were designed and synthesized with simple and eco-friendly methodologies. The structures of the compounds were elucidated with the aid of elemental analysis, IR, 1H-NMR and mass spectral data. These novel synthesized compounds were evaluated for antibacterial activity against two gram-positive bacteria (Staphylococcus aureus, Staphylococcus pyogenus) and two gram-negative bacteria (Pseudomonas aeruginosa, Escherichia coli). The title compounds were also studied for their antifungal activity with Candida albicans, Aspergillus niger, Aspergillus clavatus using the broth dilution technique. Most of the compounds were the best bio-active desired antibacterial analog with less MIC value against different tested strains.

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