Next Article in Journal
2-O,O′,Oʺ,Oʺ′-Bis(1,2-dithiooxalato-S,S′)nickel(II)]bis[-O,O′-bis(1,2-dithiooxalato-S,S′)-nickel(II)pentaquaholmium(III)]hydrate, [Ho2Ni3(dto)6(H2O)10]
Previous Article in Journal
1,4-Bis[(N-acetyl-l-phenylalanyl-glycyl-l-alanyl)aminomethyl]benzene
Article Menu

Export Article

Open AccessShort Note
Molbank 2016, 2016(2), M894; doi:10.3390/M894

1-[2-(4-Methyl-7-coumarinyloxy)ethyl]-4-(5-{1-[2-(4-methyl-7-coumarinyloxy)ethyl]-1H-1,2,3-triazol-4-yl}pentyl)-1H-1,2,3-triazole

1
Faculdade de Farmácia, Universidade Federal do Rio Grande do Sul, Av. Ipiranga 2752, 90610-000 Porto Alegre-RS, Brazil
2
Faculdade de Farmácia, Centro Universitário Ritter dos Reis, Rua Orfanotrófio 55, 91849-440 Porto Alegre-RS, Brazil
3
Faculdade de Ciências Farmacêuticas, Universidade Estadual de Campinas, Rua Sérgio Buarque de Holanda 250, 13083-859 Campinas-SP, Brazil
4
Departamento de Química Orgânica, Instituto de Química, Universidade Estadual de Campinas, Rua Josué de Castro s/n, 13083-970 Campinas-SP, Brazil
*
Author to whom correspondence should be addressed.
Academic Editor: Norbert Haider
Received: 8 February 2016 / Revised: 22 March 2016 / Accepted: 31 March 2016 / Published: 11 April 2016
View Full-Text   |   Download PDF [338 KB, uploaded 11 April 2016]   |  

Abstract

Nature often produces compounds with a high degree of symmetry to reduce structural information and complexity. Synthesis of identical twin drugs, through the linkage of two identical pharmacophoric entities, is a classical strategy to produce more potent and/or selective drugs. Herein, two units of the privileged core of the coumarin hymecromone were linked together using “click chemistry”. Synthesis of 1-[2-(4-Methyl-7-coumarinyloxy)ethyl]-4-(5-{1-[2-(4-methyl-7-coumarinyloxy)ethyl]-1H-1,2,3-triazol-4-yl}pentyl)-1H-1,2,3-triazole was achieved by coupling of two identical units of an azido coumarin with a symmetrical alkine using copper(I)-catalyzed alkyne-azide cycloaddition reaction, in good yields and with complete regioselectivity. View Full-Text
Keywords: coumarins; twin drugs; click chemistry; pechmann condensation coumarins; twin drugs; click chemistry; pechmann condensation
Figures

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

Supplementary materials

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Torres, F.C.; de Azambuja, G.O.; Gonçalves, I.L.; Gonçalves, G.A.; von Poser, G.L.; Kawano, D.F.; Eifler-Lima, V.L. 1-[2-(4-Methyl-7-coumarinyloxy)ethyl]-4-(5-{1-[2-(4-methyl-7-coumarinyloxy)ethyl]-1H-1,2,3-triazol-4-yl}pentyl)-1H-1,2,3-triazole. Molbank 2016, 2016, M894.

Show more citation formats Show less citations formats

Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Molbank EISSN 1422-8599 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top