Literature DB >> 23208773

Thiadiazole-a promising structure in medicinal chemistry.

Yijing Li1, Jingkun Geng, Yang Liu, Shenghui Yu, Guisen Zhao.   

Abstract

Many compounds containing a five-membered heterocyclic ring display exceptional chemical properties and versatile biological activities. In this Minireview, thiadiazoles are summarized according to their therapeutic potential, highlighting the versatility of this scaffold in medicinal chemistry. The unique properties of thiadiazoles are also discussed in relation to their potential effect on activity. Thiadiazole is a bioisostere of pyrimidine and oxadiazole, and given the prevalence of pyrimidine in nature it is unsurprising that thiadiazoles exhibit significant therapeutic potential. The sulfur atom of the thiadiazole imparts improved liposolubility, and the mesoionic nature of thiadiazoles makes these compounds better able to cross cellular membranes. By summarizing the thiadiazole-containing compounds reported in recent decades, we aim to give a brief introduction to their synthesis and diverse biological activities, such as anti-inflammatory, anticancer, antibacterial, antifungal, antiviral, antiparasitic, anticonvulsant, anticoagulant, antidiabetic, and to show the significant utility of the thiadiazole scaffolds in medicinal chemistry.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2012        PMID: 23208773     DOI: 10.1002/cmdc.201200355

Source DB:  PubMed          Journal:  ChemMedChem        ISSN: 1860-7179            Impact factor:   3.466


  29 in total

1.  The origin of the longer wavelength emission in 2-(4-fluorophenylamino)-5-(2,4-dihydroxybenzeno)-1,3,4-thiadiazole and its analogue 2-phenylamino-5-(2-hydroxybenzono)-1,3,4-thiadiazole† ‡.

Authors:  Reshmi Dani Ila; Surya Pratap Verma; G Krishnamoorthy
Journal:  Photochem Photobiol Sci       Date:  2020-10-27       Impact factor: 3.982

2.  External oxidant-free and transition metal-free synthesis of 5-amino-1,2,4-thiadiazoles as promising antibacterials against ESKAPE pathogen strains.

Authors:  Anton Shetnev; Marina Tarasenko; Valentina Kotlyarova; Sergey Baykov; Kirill Geyl; Svetlana Kasatkina; Nikolina Sibinčić; Vladimir Sharoyko; Elizaveta V Rogacheva; Liudmila A Kraeva
Journal:  Mol Divers       Date:  2022-05-31       Impact factor: 2.943

3.  Study on Anticancer Activity of 4, 4'-[1,4-phenylenebis(1,3,4-thiadiazole-5,2-diyl)] bis (azaneylylidene) bis (methaneylylidene) diphenolon Breast Cancer Cells.

Authors:  B M S Saeed; S A N Al-Jadaan; B A Abbas
Journal:  Arch Razi Inst       Date:  2021-10-31

4.  Synthesis of new chiral 1,3,4-thiadiazole-based di- and tri-arylsulfonamide residues and evaluation of in vitro anti-HIV activity and cytotoxicity.

Authors:  Maria Shafique; Shahid Hameed; Muhammad Moazzam Naseer; Najim Aboud Al-Masoudi
Journal:  Mol Divers       Date:  2018-07-02       Impact factor: 2.943

5.  Comprehensive Study on Thiadiazole-Based Anticancer Agents Inducing Cell Cycle Arrest and Apoptosis/Necrosis Through Suppression of Akt Activity in Lung Adenocarcinoma and Glioma Cells.

Authors:  Gülşen Akalin Çiftçi; Belgin Sever; Mehlika Dilek Altintop
Journal:  Turk J Pharm Sci       Date:  2019-03-27

6.  Quantitative assessment of the nature of noncovalent interactions in N-substituted-5-(adamantan-1-yl)-1,3,4-thiadiazole-2-amines: insights from crystallographic and QTAIM analysis.

Authors:  Ali A El-Emam; Elangovan Saveeth Kumar; Krishnakumar Janani; Lamya H Al-Wahaibi; Olivier Blacque; Mohamed I El-Awady; Nora H Al-Shaalan; M Judith Percino; Subbiah Thamotharan
Journal:  RSC Adv       Date:  2020-03-06       Impact factor: 4.036

7.  Comparison of carbon-sulfur and carbon-amine bond in therapeutic drug: 4β-S-aromatic heterocyclic podophyllum derivatives display antitumor activity.

Authors:  Jian-Long Li; Wei Zhao; Chen Zhou; Ya-Xuan Zhang; Hong-Mei Li; Ya-Ling Tang; Xin-Hua Liang; Tao Chen; Ya-Jie Tang
Journal:  Sci Rep       Date:  2015-10-07       Impact factor: 4.379

8.  Palladium-catalyzed amination of unprotected five-membered heterocyclic bromides.

Authors:  Mingjuan Su; Naoyuki Hoshiya; Stephen L Buchwald
Journal:  Org Lett       Date:  2014-01-13       Impact factor: 6.005

9.  Structural features of the carbon-sulfur chemical bond: a semi-experimental perspective.

Authors:  Emanuele Penocchio; Marco Mendolicchio; Nicola Tasinato; Vincenzo Barone
Journal:  Can J Chem       Date:  2016-07-28       Impact factor: 1.118

10.  Novel piperazine based compounds as potential inhibitors for SARS-CoV-2 Protease Enzyme: Synthesis and molecular docking study.

Authors:  Alaa Z Omar; Tawfik M Mosa; Samer K El-Sadany; Ezzat A Hamed; Mohamed El-Atawy
Journal:  J Mol Struct       Date:  2021-07-04       Impact factor: 3.196

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