OPTIMIZATION OF MELOXICAM SYNTHESIS METHOD IN IMIDAZOLIUM BASED IONIC LIQUID USING MAOS (MICROWAVE-ASSISTED ORGANIC SYNTHESIS) METHOD AND IN SILICO TEST

• Main Author: Rei
• Format: Final Project
• Language: Indonesia
• Subjects: Kimia
• Online Access: https://digilib.itb.ac.id/gdl/view/73286
• Institution: Institut Teknologi Bandung

Meloxicam is a compound belonging to NSAID (Non-Steroidal Anti-Inflammatory Drugs) group, which function is to inhibit the cyclooxygenase enzyme in the body thereby inhibiting the transformation of arachidonic acid into prostaglandins that act as messenger molecules in the inflammatory process. The meloxicam synthesis method generally shows low %yield, low purity, long reaction times, and the use of solvents that have an negative effects for the environment. One of the methods that can be used to increase the yield value and purity is the MAOS (Microwave-Assisted Organic Synthesis) method. In addition, imidazolium based ionic liquid, namely 1- ethyl-3-methylimidazonium bromide ([EMIm]Br) and 1-decyl-3-methylimidazonium bromide ([DMIm]Br) are used as alternative solvents that are more environmentally friendly. The synthesis results were then characterized using Melting Point Test, TLC (Thin Layer Chromatography), FTIR (Fourier-Transform Infrared Spectroscopy), and NMR (Nuclear Magnetic Resonance). In addition, a Density Functional Theory (DFT) study was also carried out to determine the theoretical stability of meloxicam compounds, as well as the interactions that occur between meloxicam and cyclooxygenase enzymes. The meloxicam compound was successfully synthesized and characterized with a yield of 14,24% using the MAOS method at 144 ?C with 300 watt radiation for 2 hours. The use of ionic liquid solvents in the synthesis of meloxicam compounds produces a yield of 0,68% for [EMIm]Br and 2,25% for [DMIm]Br, in conclusion, the longer the alkyl chain the greater the %yield. Computational studies have also been carried out in order to know the optimal structure, electron density around the compound, types of bonds and interactions between atoms in the compound, as well as the interaction of meloxicam with the cyclooxygenase enzyme.