Triazoles

14,000,000 Leading Edge Experts on the ideXlab platform

Scan Science and Technology

Contact Leading Edge Experts & Companies

Scan Science and Technology

Contact Leading Edge Experts & Companies

The Experts below are selected from a list of 360 Experts worldwide ranked by ideXlab platform

Masahiro Murakami - One of the best experts on this subject based on the ideXlab platform.

Wanzhi Chen - One of the best experts on this subject based on the ideXlab platform.

Tomoya Miura - One of the best experts on this subject based on the ideXlab platform.

Wouter De Looff - One of the best experts on this subject based on the ideXlab platform.

  • bioisosteric replacements of the pyrazole moiety of rimonabant synthesis biological properties and molecular modeling investigations of thiazoles Triazoles and imidazoles as potent and selective cb1 cannabinoid receptor antagonists
    Journal of Medicinal Chemistry, 2005
    Co-Authors: Josephus H M Lange, Herman H Van Stuivenberg, Hein K A C Coolen, Tiny J P Adolfs, Andrew C Mccreary, Hiskias G Keizer, Henri C Wals, Willem Veerman, Alice J M Borst, Wouter De Looff
    Abstract:

    Series of thiazoles, Triazoles, and imidazoles were designed as bioisosteres, based on the 1,5-diarylpyrazole motif that is present in the potent CB1 receptor antagonist rimonabant (SR141716A, 1). A number of target compounds was synthesized and evaluated in cannabinoid (hCB1 and hCB2) receptor assays. The thiazoles, Triazoles, and imidazoles elicited in vitroCB1 antagonistic activities and in general exhibited considerable CB1 vs CB2 receptor subtype selectivities, thereby demonstrating to be cannabinoid bioisosteres of the original diarylpyrazole class. Some key representatives in the imidazole series showed potent pharmacological in vivo activities after oral administration in both a CB agonist-induced hypotension model and a CB agonist-induced hypothermia model. Molecular modeling studies showed a close three-dimensional structural overlap between the key compound 62 and rimonabant. A structure−activity relationship (SAR) study revealed a close correlation between the biological results in the imidazo...

  • bioisosteric replacements of the pyrazole moiety of rimonabant synthesis biological properties and molecular modeling investigations of thiazoles Triazoles and imidazoles as potent and selective cb1 cannabinoid receptor antagonists
    Journal of Medicinal Chemistry, 2005
    Co-Authors: Josephus H M Lange, Herman H Van Stuivenberg, Hein K A C Coolen, Tiny J P Adolfs, Andrew C Mccreary, Hiskias G Keizer, Henri C Wals, Willem Veerman, Alice J M Borst, Wouter De Looff
    Abstract:

    Series of thiazoles, Triazoles, and imidazoles were designed as bioisosteres, based on the 1,5-diarylpyrazole motif that is present in the potent CB(1) receptor antagonist rimonabant (SR141716A, 1). A number of target compounds was synthesized and evaluated in cannabinoid (hCB(1) and hCB(2)) receptor assays. The thiazoles, Triazoles, and imidazoles elicited in vitro( )()CB(1) antagonistic activities and in general exhibited considerable CB(1) vs CB(2) receptor subtype selectivities, thereby demonstrating to be cannabinoid bioisosteres of the original diarylpyrazole class. Some key representatives in the imidazole series showed potent pharmacological in vivo activities after oral administration in both a CB agonist-induced hypotension model and a CB agonist-induced hypothermia model. Molecular modeling studies showed a close three-dimensional structural overlap between the key compound 62 and rimonabant. A structure-activity relationship (SAR) study revealed a close correlation between the biological results in the imidazole and pyrazole series.

Wim Dehaen - One of the best experts on this subject based on the ideXlab platform.

  • tandem organocatalyzed knoevenagel condensation 1 3 dipolar cycloaddition towards highly functionalized fused 1 2 3 Triazoles
    European Journal of Organic Chemistry, 2015
    Co-Authors: Jubi John, Joice Thomas, Nikita Parekh, Wim Dehaen
    Abstract:

    Facile synthesis of fused 1,2,3-Triazoles by a proline-catalyzed reaction of an azido aldehyde and a nitroalkane is elaborated. The present tandem protocol proceeds via an organocatalytic Knoevenagel condensation of the azido aldehyde and nitroalkane followed by intramolecular azide–nitroalkene cycloaddition. The functionalized bicyclic triazole is obtained by elimination of HNO2 from the cycloadduct. Application of this strategy enabled us to synthesize a range of functionalised 5–7 membered ring fused Triazoles. The reaction calls for mild conditions, affords high yields, and results in good regiospecificity while displaying excellent substrate scope.

  • a metal free three component reaction for the regioselective synthesis of 1 4 5 trisubstituted 1 2 3 Triazoles
    Angewandte Chemie, 2014
    Co-Authors: Joice Thomas, Jubi John, Nikita Parekh, Wim Dehaen
    Abstract:

    A metal-free three-component reaction to synthesize 1,4,5-trisubstituted 1,2,3-Triazoles from readily available building blocks, such as aldehydes, nitroalkanes, and organic azides, is described. The process is enabled by an organocatalyzed Knoevenagel condensation of the formyl group with the nitro compound, which is followed by the 1,3-dipolar cycloaddition of the azide to the activated alkene. The reaction features an excellent substrate scope, and the products are obtained with high yield and regioselectivity. This method can be utilized for the synthesis of fused triazole heterocycles and materials with several triazole moieties.