Abstract

This paper reports the thermal stability and thermal degradation of six derivatives of indole by means of TG-DSC (in air) and TG-FTIR (in nitrogen) techniques. The compounds were also characterized by infrared spectroscopy. In addition, IR spectra were calculated and compared with the experimental data. In particular, the potential energy distribution analysis was performed to assign IR signals. The studied compounds are characterized by good thermal stability in oxidizing and inert atmospheres which is important for potential medical application. Thermogravimetric measurements in air atmosphere showed that the decomposition of compounds proceeds in two or three main stages. The thermal degradation of compounds is preceded by the melting process. The pyrolysis of samples is a one-step process. Together with the analyses performed in nitrogen, the FTIR spectra of the evolved gas phase products were recorded. On the FTIR spectra of gaseous products, only the bands of water, carbon dioxide and carbon oxide molecules are present. In the case of indole derivatives containing the p-chlorobenzyl substituent in position 1, the bands of anisole, p-chlorotoluene and chlorobenzene also appear.

Highlights

  • Indole is a well-known and important privileged structure scaffold found in many natural and synthetic compounds.This core is recognized as one of the foremost biologically significant moieties in nature

  • This paper reports the thermal stability and thermal degradation of six derivatives of indole by means of TG-DSC and TG-FTIR techniques

  • As it can be seen in the TG curves, the compounds are characterized by good thermal stability, which is a very important parameter for their potential application as drugs

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Summary

Introduction

Indole is a well-known and important privileged structure scaffold found in many natural and synthetic compounds. This core is recognized as one of the foremost biologically significant moieties in nature. Medical University, 4a Chodzki St., 20093 Lublin, Poland by excellent binding affinity for various receptors [1, 2]. The indole-based compounds can exhibit various biological activities such as anti-inflammatory, analgesic, antifungal, antimicrobial, insecticidal, antioxidant, antiviral, antidepressant, antiarrhythmic, antihistaminic and antidiabetic ones. There are over ten thousand biologically active compounds containing indole core. More than 200 of them were approved as commercially available drugs or are undergoing clinical

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