Complexes of 2-Mercaptobenzothiazole with Cu(II), Ni(II), Co(II), Cd(II), Zn(II), Pb(II), Ag(I), and Tl(I)

Khullar, I. P.; Agarwala, U.

doi:10.1139/v75-161

Cited by 63 publications

(12 citation statements)

References 6 publications

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“…The heterocyclic system of the most potent antifungal agent is indeed anchored nearly perpendicular to the heme group of CA‐CYP51, by means of a coordination bond involving the iron atom and the sulfur in its thione tautomeric form, as it might be perceived from the docking 2f depicted in Figure . As a figure of merit, a similar type of coordination has been proved by studies carried out on the basis of analytical, spectral (IR and VIS), and magnetic data . At the same time, the chlorine atom at 6‐position of the benzothiazole moiety reinforces the binding with favorable Van der Waals interactions engaged with the residues at the boundary of a reduced accessible surface of the active site lodge, shaped and delimited by residues, namely, Tyr118, Leu121, Phe228, His310, Met508, and Val509.…”

Section: Resultssupporting

confidence: 67%

1,3-Benzothiazoles as Antimicrobial Agents

Defrenza

Catalano

Carocci

et al. 2014

J. Heterocyclic Chem.

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Starting from 2‐amino‐1,3‐mercaptobenzothiazoles recently reported (1a, 1b, 1c, 1d, 1e, 1f, 1g, 1h), a series of the corresponding 2‐mercapto‐1,3‐benzothiazole isosters (2a, 2b, 2c, 2d, 2e, 2f, 2g, 2h) were screened for their in vitro antibacterial and antifungal activities. Results underline that the presence of the mercapto moiety at the 2‐position of the heterocyclic nucleus is crucial for activity against bacteria. The biological screening against Candida spp. identified commercial 2f as the most promising compound as antifungal against Candida albicans and tropicalis. Molecular modeling studies supported these results. Then, to enlarge structure‐activity relationship (SAR) studies on series 1, newly synthesized compounds (1k, 1l, 1m, 1n, 1o, 1p) were reported. All the compounds belonging to this series and bearing a bulky substituent at the 6‐position of the aryl moiety showed high antifungal activity.

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Section: Resultssupporting

confidence: 67%

1,3-Benzothiazoles as Antimicrobial Agents

Defrenza

Catalano

Carocci

et al. 2014

J. Heterocyclic Chem.

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“…The value of Racah parameter B decreases from 971 cm -1 in free Co(II) ion to 780-748 cm -1 in complexes. These crystal field parameter values undoubtedly indicate the octahedral symmetry of Co(II) complexes [45][46][47]. The magnetic moment of Ni(II) complexes has been found 3.0-3.1 B.M., which is slightly higher than two unpaired electrons of d 8 -system which may be due to spin-orbit coupling effect [48].…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Chelating Behaviour of Multidentate Ligand With Some Transition Metal(II) Ions

Sinha¹,

Kumar²,

Kumar³

et al. 2018

Asian J. Chem.

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A multidentate ligand, 1-benzoyl-2-(2′-carboxylphenyl)iminopropane (BIPH) has been prepared by the condensation of 1-phenylbutane-1,3-dione and anthranilic acid. This ligand has been used for chelation with Co(II), Ni(II) and Zn(II) metal ions as primary ligand while H2O, pyridine and α-picoline as the secondary ligands. The low value of molar conductivity of 10-3 M DMF solution of complexes shows that all the complexes are non-electrolyte. The comparison of IR spectra of complexes with that of free ligand reveals that the ligand chelates through deprotonated enolic-OH group oxygen and azomethine nitrogen and not through azomethine nitrogen and carboxylic oxygen or through carbonyl oxygen and carboxylic oxygen. On the basis of magnetic moment values and electronic spectra, octahedral symmetry has been assigned to these complexes with tetragonal distortion. Thermogravimetric analysis also confirms the tetragonal distortion with elongation along z-axis in complexes.

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“…Previous reports dealing with complexes of copper ions with phosphine and neutral heterocyclic thiones revealed that in the majority of these compounds, heterocyclic thiones prefer a monodentate binding mode, coordinating exclusively through exocyclic sulfur atom. [ 39–43 ] Due to soft nature of sulfur atom in heterocyclic thiones, we speculated that copper–phosphine complexes with thiolates would provide interesting mixed‐ligand coordination complexes, suitable for certain catalytic reactions. Structural characterization of a catalytic system is an important step in aiming at mechanistic understanding of a catalytic process.…”

Section: Introductionmentioning

confidence: 99%

Heterocyclic thiolates and phosphine ligands in copper‐catalyzed synthesis of propargylamines in water

Neshat

Gholinejad

Afrasi

et al. 2021

Applied Organom Chemis

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The product obtained by reaction of deprotonation of 2‐mercaptobenzothiazole or methimazole (2‐mercapto‐1‐methylimidazole) with copper iodide in the presence of tertiary phosphines, PR2R' (R = R' = cyclohexyl; R = R' = phenyl; R = phenyl, R' = methyl) showed high catalytic activity in A3 coupling of a series of aldehydes with phenylacetylene and piperidine, yielding propargylamines. An investigation into the nature of active species carried out mainly by electrospray ionization mass spectrometry (ESI‐MS) techniques underscores a crucial role played by organosulfur and organophosphorus compounds in the generation of active species responsible for these reactions. The coupling reactions were successfully carried out at low catalyst loadings in water/THF (20:1) and in relatively short reaction times. The scope of the reaction was also investigated with 20 examples.

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Complexes of 2-Mercaptobenzothiazole with Cu(II), Ni(II), Co(II), Cd(II), Zn(II), Pb(II), Ag(I), and Tl(I)

Abstract: The complexes of 2-mercaptobenzothiazole with Cu(II), Ni(II), Co(II), Cd(II), Zn(II), Pb(II), Tl(I), and Ag(I) have been synthesized. Their structures have been assigned on the basis of analytical, spectral (i.r. and visible), and magnetic data.

Cited by 63 publications

References 6 publications

1,3-Benzothiazoles as Antimicrobial Agents

1,3-Benzothiazoles as Antimicrobial Agents

Synthesis and Chelating Behaviour of Multidentate Ligand With Some Transition Metal(II) Ions

Heterocyclic thiolates and phosphine ligands in copper‐catalyzed synthesis of propargylamines in water

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