Simple and efficient approach to synthesis of [1,2,4]triazolo[4,3-b][1,2,4,6]thiatriazine- 1-oxides from N-triazol-3-ylamidines

AbstractA facile method for the synthesis of [1,2,4]triazolo[4,3-b][1,2,4,6]thiatriazine 1-oxides 3a–h is presented. The approach involves a reaction between N-triazol-3-ylamidines 2a–h and thionyl chloride in the presence of pyridine. The structures of the synthesized compounds were confirmed by spectral studies including IR, 1H NMR, 13C NMR, MS and elemental analysis.

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Synthesis and Pharmacological Activities of Some New 2-[1-Heptyl-3-(4- methoxybenzyl)-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl]acetohydrazide Derivatives

Zeitschrift für Naturforschung B ◽

10.5560/znb.2014-4126 ◽

2014 ◽

Vol 69 (9-10) ◽

pp. 969-981 ◽

Cited By ~ 6

Author(s):

Olcay Bekircan ◽

Emre Mentese ◽

Serdar Ulker

Keyword(s):

Nmr Spectroscopy ◽

Elemental Analysis ◽

Lipase Activity ◽

Spectral Studies ◽

Antituberculosis Activity ◽

Pharmacological Activities ◽

Mass Spectral ◽

H Nmr ◽

Acetohydrazide Derivative ◽

C Nmr

Abstract In the present investigation, the key intermediate acetohydrazide derivative 5 was synthesized starting from 3-(4-methoxybenzyl)-4-amino-4,5-dihydro-1,2,4-triazol-5-one (1) by a four-step reaction. Thiosemicarbazides 6a-f and arylidenehydrazide derivatives 8a-d were obtained from compound 5. The cyclization of compounds 6a-f in the presence of NaOH resulted in the formation of compounds 7a-f. The compounds were characterized by IR, 1H NMR, 13C NMR spectroscopy, elemental analysis and mass spectral studies. The compounds were tested for their anti-lipase, anti-α-glucosidase and anti-mycobacterial activities. Compounds 6b and 8c exhibited excellent anti-lipase activity, and compound 8d showed excellent anti-a-glucosidase activity. Compounds 3 and 4 exhibited good antituberculosis activity

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Antimicrobial Applications of Transition Metal Complexes of Benzothiazole Based Terpolymer: Synthesis, Characterization, and Effect on Bacterial and Fungal Strains

Bioinorganic Chemistry and Applications ◽

10.1155/2014/764085 ◽

2014 ◽

Vol 2014 ◽

pp. 1-16 ◽

Cited By ~ 10

Author(s):

Mohamed A. Riswan Ahamed ◽

Raja S. Azarudeen ◽

N. Mujafar Kani

Keyword(s):

Metal Complexes ◽

Elemental Analysis ◽

Biological Activities ◽

Gel Permeation Chromatography ◽

Spectral Studies ◽

X Ray Diffraction ◽

Spectral Techniques ◽

H Nmr ◽

Uv Visible ◽

C Nmr

Terpolymer of 2-amino-6-nitro-benzothiazole-ethylenediamine-formaldehyde (BEF) has been synthesized and characterized by elemental analysis and various spectral techniques like FTIR, UV-Visible, and1H and13C-NMR. The terpolymer metal complexes were prepared with Cu2+, Ni2+, and Zn2+metal ions using BEF terpolymer as a ligand. The complexes have been characterized by elemental analysis and IR, UV-Visible, ESR,1H-NMR, and13C-NMR spectral studies. Gel permeation chromatography was used to determine the molecular weight of the ligand. The surface features and crystalline behavior of the ligand and its complexes were analyzed by scanning electron microscope and X-ray diffraction methods. Thermogravimetric analysis was used to analyze the thermal stability of the ligand and its metal complexes. Kinetic parameters such as activation energy(Ea)and order of reaction (n) and thermodynamic parameters, namely,ΔS,ΔF,S*, andZ, were calculated using Freeman-Carroll (FC), Sharp-Wentworth (SW), and Phadnis-Deshpande (PD) methods. Thermal degradation model of the terpolymer and its metal complexes was also proposed using PD method. Biological activities of the ligand and its complexes were tested againstShigella sonnei,Escherichia coli,Klebsiellaspecies,Staphylococcus aureus,Bacillus subtilis, andSalmonella typhimuriumbacteria andAspergillus flavus,Aspergillus niger,Penicilliumspecies,Candida albicans,Cryptococcus neoformans,Mucor speciesfungi.

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Synthesis and antimicrobial properties of N-substituted derivatives of (E)-2′,3″-thiazachalcones

Zeitschrift für Naturforschung C ◽

10.1515/znc-2014-4182 ◽

2015 ◽

Vol 70 (1-2) ◽

pp. 45-50

Author(s):

Asu Usta ◽

Hacer Taşkıran

Keyword(s):

Elemental Analysis ◽

Antimicrobial Properties ◽

Antibacterial Activities ◽

Spectral Studies ◽

Gram Negative Bacteria ◽

Gram Negative ◽

Mass Spectral ◽

H Nmr ◽

Derivatives Of ◽

C Nmr

Abstract N-alkyl substituted 2′,3″-thiazachalcones {3-[(1E)-3-(4-methylthiophene-2-yl)-3-oxoprop-1-en-1-yl]-1-alkyl (C5–12,14) pyridinium bromides} were synthesized by a two-step reaction. The newly synthesized compounds were characterized by IR, 1H NMR, 13C NMR, elemental analysis and mass spectral studies. The synthesized compounds were tested for antibacterial activities and found to be more active against Gram-positive as compared to Gram-negative bacteria.

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SYNTHESIS AND STRUCTURAL ELUCIDATION OF AMINO ACETYLENIC AND THIOCARBAMATES DERIVATIVES FOR 2-MERCAPTOBENZOTHIAZOLE AS ANTIMICROBIAL AGENTS

International Journal of Pharmacy and Pharmaceutical Sciences ◽

10.22159/ijpps.2017v9i2.15760 ◽

2017 ◽

Vol 9 (2) ◽

pp. 192

Author(s):

Aseel Alsarahni ◽

Zuhair Muhi Eldeen ◽

Elham Al-kaissi ◽

Ibrahim Al- Adham ◽

Najah Al-muhtaseb

Keyword(s):

Antimicrobial Activity ◽

Elemental Analysis ◽

Antimicrobial Agents ◽

Diffusion Method ◽

Benzothiazole Derivatives ◽

H Nmr ◽

Ft Ir ◽

Potential Antimicrobial Activity ◽

C Nmr

Objective: To design and synthesize amino acetylenic and thiocarbonate of 2-mercapto-1,3-benthiazoles as potential antimicrobial agents.Methods: A new series of 2-{[4-(t-amino-1-yl) but-2-yn-1-yl] sulfanyl}-1,3-benzothiazole derivatives (AZ1-AZ6), and S-1,3-benzothiazol-2-yl-O-alkyl carbonothioate derivatives were synthesised, with the aim that the target compounds show new and potential antimicrobial activity. The elemental analysis was indicated by the EuroEA elemental analyzer, and biological characterization was via IR, 1H-NMR, [13]C-NMR, DSC were determined with the aid of Bruker FT-IR and Varian 300 MHz spectrometer using DMSO-d6 as a solvent. In vitro antimicrobial activity, evaluation was done for the synthesised compounds, by agar diffusion method and broth dilution test. The minimum inhibitory concentration (MIC) and the minimum bactericidal concentration (MBC) were determined. Results: The IR, 1H-NMR, 13C-NMR, DSC and elemental analysis were consistent with the assigned structures. Compound of 2-{[4-(4-methylpiperazin-1-yl)but-2-yn-1-yl] sulfanyl}-1,3-benzothiazole (AZ1), 2-{[4-(2-methylpiperidin-1-yl)but-2-yn-1-yl]sulfanyl}-1,3-benzothiazole (AZ2), 2-{[4-(piperidin-1-yl) but-2-yn-1-yl]sulfanyl}-1, 3-benzothiazole (AZ6), S-1,3-benzothiazol-2-yl-O-ethyl carbonothioate (AZ7), and S-1,3-benzothiazol-2-yl-O-(2-methylpropyl) carbonothioate (AZ9) showed the highest antimicrobial activity against Pseudomonas aeruginosa (P. aeruginosa), AZ-9 demonstrated the highest antifungal activity against Candida albicans (C. albicans), with MIC of 31.25 µg/ml.Conclusion: These promising results promoted our interest to investigate other structural analogues for their antimicrobial activity further.

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[Zn(phen)2(CX3COO)]+, X = H orCl; Influence of X on the Coordination Mode of the Carboxylate Group (phen = 1,10-Phenanthroline)

Zeitschrift für Naturforschung B ◽

10.1515/znb-2005-1005 ◽

2005 ◽

Vol 60 (10) ◽

pp. 1049-1053 ◽

Cited By ~ 1

Author(s):

Zeanab Talaei ◽

Ali Morsali ◽

Ali R. Mahjoub

Keyword(s):

Nmr Spectroscopy ◽

Elemental Analysis ◽

Coordination Mode ◽

Bidentate Ligand ◽

Carboxylate Group ◽

X Ray ◽

X Ray Crystallography ◽

H Nmr ◽

Coordinate Geometry ◽

C Nmr

Two new ZnII(phen)2 complexes with trichloroacetate and acetate anions, [Zn(phen)2(CCl3COO)- (H2O)](ClO4) and [Zn(phen)2(CH3COO)](ClO4), have been synthesized and characterized by elemental analysis, IR, 1H NMR, 13C NMR spectroscopy. The single crystal X-ray data of these compounds show the Zn atoms to have six-coordinate geometry. From IR spectra and X-ray crystallography it is established that the coordination of the COO− group is different for trichloroacetate and acetate. The former acts as a monodentate whereas the latter acts as a bidentate ligand.

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Crystal structure of 3-chlorobenzo[b]thiophene-2-carbonyl chloride

Journal of Chemical Research ◽

10.3184/030823409x466041 ◽

2009 ◽

Vol 2009 (7) ◽

pp. 437-439 ◽

Cited By ~ 1

Author(s):

Sara Tarighi ◽

Alireza Abbasi ◽

Sara Zamanian ◽

Alireza Badiei ◽

Mahmood Ghoranneviss

Keyword(s):

Crystal Structure ◽

Mass Spectrometry ◽

Cinnamic Acid ◽

Thionyl Chloride ◽

Structure Determination ◽

X Ray ◽

Packing Structure ◽

H Nmr ◽

Carbonyl Chloride ◽

C Nmr

3-Chlorobenzo[b]thiophene-2-carbonyl chloride was synthesised from cinnamic acid and thionyl chloride. The single crystal X-ray structure determination confirmed the earlier proposed structure and the product was further characterised by 1H NMR, 13C NMR and mass spectrometry. The X-ray structure determination revealed two sets of symmetry related molecules along the b-axis that are loosely connected by relatively weak CH…π ( 3.626, 3.628 Å) interactions, giving rise to two infinite chains. The packing structure is dominated by Van der Waals forces between these chains. No significant π–π interactions are found in the crystal structure.

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Synthesis of cis, cis-1,3,5-trisubstituted cyclohexane based chelators with polyfunctional pendant arms

Journal of Chemical Research ◽

10.3184/0308234053431149 ◽

2005 ◽

Vol 2005 (1) ◽

pp. 43-45 ◽

Cited By ~ 3

Author(s):

Minati Baral ◽

B.K. Kanungo ◽

Peter Moore

Keyword(s):

Schiff Base ◽

Nmr Spectroscopy ◽

Organic Compounds ◽

Elemental Analysis ◽

H Nmr ◽

Benzenetricarboxylic Acid ◽

New Compounds ◽

Pendant Arms ◽

C Nmr

Some novel organic compounds of the type: cis, cis-1,3,5-tris(X)cyclohexane, where X= –CONH(CH2)2NH2, –CONH(CH2)3NH2, –CONH(CH2)2NCH –C6H4OH, CONH(CH2)3NCHC6H4OH, which are expected to function as potential polydentate chelators have been synthesised from 1,3,5-benzenetricarboxylic acid through multi-steps reactions. 1,3,5-benzenetricarboxylic acid was reduced to cis, cis-1,3,5-tris(ethylcarboxylate)cyclohexane, which on reaction with excess of 1,2-diaminoethane and 1,2-diaminopropane afforded two new compounds. Condensation of the obtained derivatives with three equivalents of salicylaldehyde resulted the formation of two new Schiff base compounds. All the compounds were characterised by a combination of elemental analysis, mass, IR, UV-Vis, 1H NMR and 13C NMR spectroscopy.

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Synthesis and Hg2+ Recognition of Novel Azobenzene Derivatives Bearing Heterocyclic Units

Journal of Chemical Research ◽

10.3184/174751912x13297300856397 ◽

2012 ◽

Vol 36 (3) ◽

pp. 146-148

Author(s):

Yan Gao ◽

Jian Song ◽

Wei Wang

Keyword(s):

Transition Metal ◽

Metal Ions ◽

Elemental Analysis ◽

Fluorescence Spectra ◽

Transition Metal Ions ◽

Selective Recognition ◽

H Nmr ◽

Azobenzene Derivatives ◽

C Nmr

Four novel azobenzene derivatives, 4,4'-bis(CH2SAr)azobenzene (Ar = different heterocyclic units), have been prepared and characterised by IR, 1H NMR, 13C NMR, MS and elemental analysis. Their complexation properties to different heavy and transition metal ions have been studied by UV and fluorescence spectra. The compound 4,4'-bis(4,6-dimethyl-pyrimidine-2-ylmethylthio)azobenzene shows selective recognition of Hg2+.

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Synthesis and Antimicrobial Screening of Novel 4-Substituted Phenyl-5-[1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-yl]-2H-1,2,4-triazole-3-thiones

International Scholarly Research Notices ◽

10.1155/2014/439243 ◽

2014 ◽

Vol 2014 ◽

pp. 1-7 ◽

Cited By ~ 1

Author(s):

Namratha Bhandari ◽

Santosh L. Gaonkar

Keyword(s):

Convenient Method ◽

Nmr Spectra ◽

Spectral Studies ◽

Antimicrobial Screening ◽

Antifungal Activities ◽

H Nmr ◽

Antibacterial And Antifungal Activities ◽

Elemental Analyses ◽

Antibacterial And Antifungal ◽

C Nmr

The paper describes a convenient method for the preparation of 4-substituted phenyl-5-[1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-yl]-2H-1,2,4-triazole-3-thiones. The structures of the synthesized compounds are established by the results of LCMS, 1H NMR, 13C NMR, and IR and elemental analyses. The mercaptotriazoles are indicated to be in thione form by 1H NMR spectra. All the synthesized compounds have been screened for antibacterial and antifungal activities. Compounds 12d and 12h exhibit encouraging results, while the remaining compounds show moderate activities. On the basis of spectral studies, formation of 2-amino-1,3,4-thiadiazoles from the isobenzofuran acyl thiosemicarbazides 11(a–h) is ruled out.

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Synthesis and Biological Activities of Some Schiff's Bases from 4-amino-3-(3-hydroxybutyl)-1H-1, 2, 4-triazole-5-thione

Journal of Chemical Research ◽

10.3184/030823409x435928 ◽

2009 ◽

Vol 2009 (4) ◽

pp. 208-211 ◽

Cited By ~ 2

Author(s):

Jing Zhang ◽

Lixue Zhang ◽

Xinxiang Lei ◽

Changfeng Zhou ◽

Xiaodan Fu ◽

...

Keyword(s):

Plant Growth ◽

Elemental Analysis ◽

Mass Concentration ◽

Biological Activities ◽

Schiff’S Bases ◽

H Nmr ◽

Schiff's Bases ◽

High Yields ◽

C Nmr ◽

Growth Regulating Activity

Sixteen novel Schiff's bases have been synthesised in high yields from 4-amino-3-(3-hydroxybutyl)-1 H-1, 2, 4-triazole-5-thione. All the newly synthesised compounds have been characterised by elemental analysis, IR, 1H NMR, 13C NMR and MS. Plant growth-regulating activity tests showed that most compounds have remarkable effects on the growth of wheat and radish at a mass concentration of 50μg mL−1.

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