Design and Synthesis of 1,2,3-triazole-Acetaminophen Hybrids from Expired Commercial Acetaminophen Tablets and their In-silico ADME-Tox Properties | Chapter 8 | Current Innovations in Chemical and Materials Sciences Vol. 9

 

A combination of two promising pharmacophore cores like 1,2,3-triazole (TA) and acetaminophen (APAP) in a single molecular entity could be useful in the lead optimization step of drug research. Therefore, designing and preparing new conjugated TA-APAP molecules is an important and actual task. This book chapter describes an impressively efficient catalyzed Huisgen reaction-based method for preparing a series of new 1-substituted 1,2,3-triazole-acetaminophen hybrids. The developed method, which does not require chromatography column separation, is a practical and efficient solution. It consists of the initial efficient O-propargylation reaction of APAP and subsequent CuBr(PPh3)3-catalyzed [3+2] cycloaddition reaction between O-propargylated APAP and diverse organoazides (R-N3) in the presence of tert-BuOH: H2O (1:1) system. APAP was easily obtained from expired commercial tablets using solid-liquid extraction as a starting material. An interesting nitric oxide-releasing 1,2,3-triazole hybrid of APAP was also obtained straightforwardly employing the developed method. These new drug hybrids were obtained with good yields (64–93%). According to the in-silico ADME-Tox assessment studies performed in this work and literature analysis, these hybrids could be interesting models in search of new pharmacological nontoxic agents endowed with anti-inflammatory and anticancer properties.

Author(s) Details:

Daniela Calderón Lamus,
Laboratorio de Química Orgánica y Biomolecular, Escuela de Química, Universidad Industrial de Santander, A.A. 680002, Bucaramanga, Colombia.

Prof. Dr. Vladimir V. Kouznetsov
Laboratorio de Química Orgánica y Biomolecular, Escuela de Química, Universidad Industrial de Santander, A.A. 680002, Bucaramanga, Colombia.

 

Please see the link here: https://stm.bookpi.org/CICMS-V9/article/view/14339

Study on 1, 2, 3-Triazole-Containing Quinolines: Promising Pharmacological Hybrid Agents | Chapter 7 | Current Topics on Chemistry and Biochemistry Vol. 3

Recently, 1,2,3-triazoles and quinoline have drawn a lot of attention due to their biological relevance. Through molecular hybridization, so-called 1,2,3-triazole-based quinolines, which create a single molecular framework with quinoline and triazole rings, provide an appropriate path to novel pharmacological medicines with powerful biological properties. In order to better understand the physicochemical characteristics of triazole-quinoline hybrids and create new bioactive chemical entities, the chemistry and biology of a number of 1,2,3-triazole-containing quinoline hybrids are covered in this chapter. As a consequence, the principal Lipinski parameters are briefly reviewed and applied to a few 1,2,3-triazole-quinoline hybrids, along with an in-silico study. The synthesis of the hybrids using Cu-catalyzed azide-alkyne cycloaddition technology and their pharmacological characteristics are the two components of this chapter. with an emphasis on widespread hazardous conditions including cancer, malaria, and human fungi infections.

Author(s) Details:

Leonor Y. Vargas-Méndez,
Laboratorio de Química Orgánica y Biomolecular, Universidad Industrial de Santander, Bucaramanga, Colombia.

Vladimir V. Kouznetsov,
Laboratorio de Química Orgánica y Biomolecular, Universidad Industrial de Santander, Bucaramanga, Colombia.

Please see the link here: https://stm.bookpi.org/CTCB-V3/article/view/7501