Drugs in the tetrazole series. (Review)

Мызников, Л. В.; Hrabálek, Alexandr; Koldobskii, G. I.

doi:10.1007/s10593-007-0001-5

Cited by 311 publications

(129 citation statements)

References 42 publications

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“…Tetrazoles are an important class of heterocycle prepared from cyanamide and are present in several drug molecules. [15] Organic cyanamides are prepared by the reaction of cyanogen chloride/bromide with amines or with imide salts. [16] However, the preparation of cyanogen halide involves the use of extremely toxic potassium/ sodium cyanide and bromine make the protocol environmentally unacceptable.…”

Section: Resultsmentioning

confidence: 99%

Copper(I)‐Catalyzed Cascade Synthesis of 2‐Arylsulfanyl‐ arylcyanamides

et al. 2010

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Abstract:We have developed a ligand-assisted copper(I)-catalyzed two sequential heteroarylation sequence. An intramolecular S-arylation is followed by an intermolecular N-arylation leading to the direct synthesis of N-aryl-2-aminobenzothiazoles. In most cases however, the 2-arylsulfanyl-arylcyanamide was the major product obtained via an intramolecular C À S bond formation, associated with C À S bond breakage, followed by an intermolecular S-arylation. The selectivity of this ligand-assisted reaction is quite different as compared to that of ligand-free reactions and the rates are much faster giving good yields of products. Various cyanamides can be prepared in excellent yields from their corresponding 1-substituted thioureas with or without the assistance of a ligand with a catalytic quantity of copper(I).

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Section: Resultsmentioning

confidence: 99%

Copper(I)‐Catalyzed Cascade Synthesis of 2‐Arylsulfanyl‐ arylcyanamides

et al. 2010

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“…The acidity of the tetrazole NH group corresponds roughly to that of the carboxylic acid 5 . Interest in tetrazole chemistry over the past few years has been increasing rapidly, mainly as a result of the role played by this heterocyclic functionality in medicinal chemistry as a metabolically stable surrogate for carboxylic acid functionalities [6][7][8] . Tetrazoles are well known compounds with a number of biological activities [9][10][11][12] such as antibacterial, antifungal and analgesic.…”

Section: Introductionmentioning

confidence: 99%

Facile One-Pot Multicomponent Synthesis of Biaryl Tetrazoles through In Situ Formed Secondary Amides

2017

Chem Sci Trans

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“…tensive, anti-allergic, antibiotic and anticonvulsant agents [1]- [5]. Number of publications and patents on the preparation, properties and applications of tetrazole derivatives is increasing every year rapidly.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization and Biological Activity Studies on Novel 4-Chloro-2- [(1-Phenyl-1H-Tetrazol-5-Ylimino)-Methyl] Phenol and Its Metal Complexes

Palreddy¹,

Mohmed²,

Narsimha³

et al. 2015

MSCE

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Novel 4-Chloro-2-[(1-phenyl-1H-tetrazol-5-ylimino)-methyl] phenol (Cl-PTMP) and its transition metal complexes were synthesized and characterized by FT-IR, 1 H-NMR, UV-Vis spectroscopy, Mass spectrometry, TGA and SEM. The pH-metric technique was applied to get an insight of the number of dissociable protons and protonation sites in candidate compound. The pH-Metric studies were also carried out in presence of metal ions to establish the formation of corresponding metal complexes in solution. Further, the metal ligand compositions of Cu (II) and Co (II) complexes were determined spectrophotometrically by employing Job's continuous variation method. To know the molecular properties in title imine compound suitable for metal ion coordination, the computational studies were carried out by employing HyperChem 7.5 tools. The energies of HOMO and LUMO frontier orbitals and their electron density contour maps were generated with geometry optimized molecule. Biological activity of Cl-PTMP and its metal complexes was investigated by disc diffusion method.

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Drugs in the tetrazole series. (Review)

Abstract: Data on drugs of the tetrazole series published over the last decade are reviewed. The use of tetrazoles as isosteric substituents of various functional groups is examined.

Cited by 311 publications

References 42 publications

Copper(I)‐Catalyzed Cascade Synthesis of 2‐Arylsulfanyl‐ arylcyanamides

Copper(I)‐Catalyzed Cascade Synthesis of 2‐Arylsulfanyl‐ arylcyanamides

Facile One-Pot Multicomponent Synthesis of Biaryl Tetrazoles through In Situ Formed Secondary Amides

Synthesis, Characterization and Biological Activity Studies on Novel 4-Chloro-2- [(1-Phenyl-1H-Tetrazol-5-Ylimino)-Methyl] Phenol and Its Metal Complexes

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