Cyclocondensation of Sodium Azide with Methyl N(N),N'-di(tri)substituted Carbamimidothioate : A New Dimension for the Synthesis of 1,5-disubstituted Tetrazoles and Their Cytotoxicity against Human Breast Cancer Cells-Reference-Cited by-同舟云学术

Cyclocondensation of Sodium Azide with Methyl N(N),N'-di(tri)substituted Carbamimidothioate : A New Dimension for the Synthesis of 1,5-disubstituted Tetrazoles and Their Cytotoxicity against Human Breast Cancer Cells

Published:2020-12-28 Issue:23 Volume:24 Page:2792-2799
ISSN:1385-2728
Container-title:Current Organic Chemistry
language:en
Short-container-title:COC

Author:

Dukanya ¹,Swaroop Toreshettahally R.¹,Rangappa Kanchugarakoppal S.²,Basappa ¹

Affiliation:

1. DOS in Organic Chemistry, University of Mysore, Manasagangothri, Mysuru - 570 006, Karnataka, India

2. DOS in Chemistry, University of Mysore, Manasagangothri, Mysuru - 570 006, Karnataka, India

Abstract

Synthesis of 1,5-disubstituted tetrazoles by the cyclization of sodium azide with N(N),N'-di(tri)substituted carbamimidothioate is reported. Tetrazoles are obtained in good to excellent yield in the absence of a catalyst. All the compounds were characterized by NMR and HRMS analysis. Single crystal X-ray diffraction data of 1-(4-chlorophenyl)-4-(5-phenyl- 1H-tetrazol-1-yl)piperazine 5g is also provided. Further, these disubstituted tetrazoles were tested against the proliferation of human breast cancer cells (MCF-7), which identified 5e as a lead compound. Finally, we have shown in silico that these compounds may interact with the ligand binding domain of estrogen receptor α (ERα), that expresses at high amount in MCF-7 cells.

Publisher

Bentham Science Publishers Ltd.

Subject

Organic Chemistry

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