Studies on 1,2,3-triazoles. 13. (Piperazinylalkoxy)-[1]benzopyrano[2,3-d]-1,2,3-triazol-9(1H)-ones with combined H1-antihistamine and mast cell stabilizing properties

Buckle, Derek R.; Rockell, C. J. M.; Smith, Harry; Spicer, Barbara A.

doi:10.1021/jm00161a022

Cited by 363 publications

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“…In addition, they have shown a broad spectrum of biological properties such as anti-bacterial 2 anti-allergic 3 , anti-HIV activity 4 and also serve as potential chemotherapeutic agents for various diseases 5 . On the other hand, substituted pyrimidine nuclei are found antiviral 6 , anti-tubercular, antineoplastic, anti-inflammatory, diuretic, antimalarial and cardiovascular 7 .…”

Section: Introductionmentioning

confidence: 99%

Crystal Structure and DFT Studies of 4-(1-Benzyl-5-Methyl-1h-1,2,3-Triazol-4-Yl)-6-(3- Methoxyphenyl)pyrimidin-2-Amine

Murugavel¹,

Vijayakumar²,

Nagarajan³

et al. 2014

J. Chil. Chem. Soc.

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The title compound 1, 4-(1-benzyl-5-methyl-1H-1,2,3-triazol-4-yl)-6-(3-methoxyphenyl)pyrimidin-2-amine (C 21 H 20 N 6 O), was synthesized and structurally characterized by elemental analysis, 1 H NMR, 13 C NMR and single crystal X-ray diffraction. The molecular conformation is stabilized by an intramolecular C-H…N hydrogen bond, which generates an S(6) ring motif. In the crystal, molecules are linked by two pairs of inversion-related amine N-H N and C-H N hydrogen bonds, each generating alternate R 2 2 (8) ring motifs in a zigzag supramolecular chain that runs along c-axis. These chains stack along a-axis via amine N-H…O hydrogen bonds forming a two-dimensional supramolecular network. Density functional theory calculations of the structure, Mulliken population analyses on atomic charges and thermodynamic functions of the title compound were performed by using (DFT/B3LYP) method with the 6-311G(d,p) basis set level. The charge energy distribution and site of chemical reactivity of molecules were obtained by mapping electron density isosurface with electrostatic potential surfaces. The thermo dynamical properties of the title compound at different temperature have been calculated and corresponding relations between the properties and temperature have also been obtained.

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Section: Introductionmentioning

confidence: 99%

Crystal Structure and DFT Studies of 4-(1-Benzyl-5-Methyl-1h-1,2,3-Triazol-4-Yl)-6-(3- Methoxyphenyl)pyrimidin-2-Amine

Murugavel¹,

Vijayakumar²,

Nagarajan³

et al. 2014

J. Chil. Chem. Soc.

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“…1,2,3-Triazoles display a wide range of interesting biological activities, and are used as anti-inflammatory (De Simone et al, 2011), anti-allergic (Buckle et al, 1986) and anti-HIV agents (Giffin et al, 2008;Whiting et al, 2006). They are also effective in the inhibition of histidine biosynthesis (Ventura et al, 1997).…”

Section: Structure Descriptionmentioning

confidence: 99%

1-(Cyclohex-1-en-1-yl)-3-[(1-phenyl-1H-1,2,3-triazol-4-yl)methyl]-1H-benzimidazol-2(3H)-one

et al. 2017

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In the title compound, C22H21N5O, the triazole ring is inclined at 16.88 (12)° to its phenyl substituent and is almost normal to the benzimidazole ring system, making a dihedral angle of 88.40 (8)°. The cyclohexenyl ring adopts a half-chair conformation and its mean plane is inclined to the benzimidazole ring system by 78.75 (12)°. In the crystal, molecules are linked by C—H...O and C—H...N hydrogen bonds, forming a three-dimensional network.

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“…Many [1,2,3]-triazole derivatives are known for their varied biological activity such as anti-HIV [28], antimicrobial [29], antihistaminic [30], anti-proliferative [31], antiviral and cytotoxic properties [32], antiinflammatory agents [33], β-lactamase inhibitors [34], agonists of muscarine receptors [35], antagonists of GABA receptors [36] etc. In addition to above biological activities certain [1,2,3]triazoles are also known for their fungicidal and plant growth regulator properties and are used as agrochemicals.…”

Section: Introductionmentioning

confidence: 99%

A Novel and Efficient Synthesis of [1,2,3]-Triazolyl Substituted Benzo[<i>c</i>]Coumarins and Evaluation of their Antimicrobial Activity

Gohil

Kundaliya

Brahmbhatt

2016

ILCPA

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Abstract.A series of novel [1,2,3]-triazolyl substituted benzo[c]coumarins have been synthesized by reacting various 3-coumarinoyl methyl pyridinium bromide salts with 1-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)ethanones in the presence of sodium acetate in refluxing acetic acid. The structures of the synthesized compounds have been elucidated by IR, 1 H-NMR, 13 C-NMR and Mass spectral data. All the synthesized compounds have been screened for their in vitro anti-bacterial and anti-fungal activities. Some of the compounds have been found to be active against some bacterial and fungal pathogens compared to standard drugs.

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Studies on 1,2,3-triazoles. 13. (Piperazinylalkoxy)-[1]benzopyrano[2,3-d]-1,2,3-triazol-9(1H)-ones with combined H1-antihistamine and mast cell stabilizing properties

Cited by 363 publications

References 0 publications

Crystal Structure and DFT Studies of 4-(1-Benzyl-5-Methyl-1h-1,2,3-Triazol-4-Yl)-6-(3- Methoxyphenyl)pyrimidin-2-Amine

Crystal Structure and DFT Studies of 4-(1-Benzyl-5-Methyl-1h-1,2,3-Triazol-4-Yl)-6-(3- Methoxyphenyl)pyrimidin-2-Amine

1-(Cyclohex-1-en-1-yl)-3-[(1-phenyl-1H-1,2,3-triazol-4-yl)methyl]-1H-benzimidazol-2(3H)-one

A Novel and Efficient Synthesis of [1,2,3]-Triazolyl Substituted Benzo[<i>c</i>]Coumarins and Evaluation of their Antimicrobial Activity

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