Study of the spectral characteristics of dioxoindolinon

Abstract

Introduction. The anxiety disorders, depression and stress disorders are brought on by psychological challenges faced by a large number of people. Based on the WHO data, the number of people that suffer from depression has increased to 322 million, or more than 18 percent over the last decade. The therapy of mental disorders needs a continuous updating. At the lab of organic and biopharmaceutical synthesis in the University of chemistry, a new, autochthonous compound was synthesized in the isatine group, with the pronounced antidepressive, sedative and tranquilizing activity (according to preliminary studies). Aim of the study. To investigate the spectral characteristics of the substance 1’-(2-oxo-propil)- spiro[[1,3]dioxolane-2’,3’-indolin]-2’-one. Materials and methods. We used Spectrophotometers UV-VIS Agilent 8453 and Bruker AC-E 400 SUA, a device used to determine the melting point Melting-Point Meter KSPII, electronic balance OHAUS DV125 CD, chemical dishes, solvents and regents, according to the requirements of the European Pharmacopoeia. Results. The substance, formula bruto C13H13NO4, Mr =247,25, represents an odorless white crystalline powder, slightly soluble in alcohol, chloroform and benzene, poorly soluble in water and ether. Melting point 125-127ºC. The spectrum in alcohol was recorded in the range of wavelength 200-360 nm. The alcoholic solution 2,5mg/L manifests 2 maxims with a different intensity: at 215 ± 2 nm ( 3150 and at 258 ± 2 nm ( 490). Some spectrum of nuclear magnetic resonance 1H and 13C RMN (200.13 and 50.32 MHz) in 2-% solution of CDCl3 were recorded. The value of chemical movements is in the system δ ppm to the signal TMS in correlation with the signals CHCl3 (δH 7.24 şi δC 77.0 ppm). 1Н NMR δ, ppm, J/Hz: 2.17 s (3H, Me), 4.28-4.39 m (4H, 2CH2), 4.51-4.60 m (2H, CH2), 7.07-7.11 t (1H, CH, J=7.36 Hz), 7.29-7.33 t (1H, CH, J=7.65 Hz), 7.38-7.39 d (1H, CH, J=7.36 Hz). 13С NMR, δ, ppm: 201.85 (C=O), 173.25 (NC=O), 143.35 (C4), 131.86 (C7a), 125.14 (C3), 123.70 (C5), 108.52 (C6), 102.13 (C7), 101.97(C3a), 65.69 (OCH2), 27.02 (Me). Conclusions. The results of the study of spectral characteristics of 1’-(2-oxo-propil)-spiro [[1,3] dioxolane-2’, 3’-indolin]-2’-one will be used to elaborate the methods of analysis and standardization for this substance.