Priprava i karakterizacija 2,2'-(metandialdisulfinil)diacetamida

master's thesis

• Title (english): Preparation and characterization of 2,2'-(methanediyldisulfinyl)diacetamide
• Author: Valentina Domitrović
• Mentor: Tomislav Bolanča (mentor)
• Committee member: Tomislav Bolanča (predsjednik povjerenstva)
• Committee member: Šime Ukić (član povjerenstva)
• Committee member: Krunoslav Žižek (član povjerenstva)
• Granter: University of Zagreb; Faculty of Chemical Engineering and Technology; Zagreb
• Defense date and country: 2019-09-19, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry

Abstract

Onečišćenja u aktivnim farmaceutskim supstancama su neželjene tvari koje zaostaju iz proizvodnog postupka ili nastaju skladištenjem aktivne tvari. Svaki sastojak ljekovite tvari koji sam po sebi nije definiran kao ljekovita tvar te svaki sastojak farmaceutskog proizvoda koji nije ljekovita ili pomoćna tvar u proizvodu smatra se onečišćenjem, a njihova prisutnost problematična je zbog neželjenih farmakoloških učinaka, toksičnih svojstava te smanjene učinkovitosti samog lijeka. 2,2'-(metandialdisulfinil)diacetamid se javlja kao onečišćenje jedne aktivne farmaceutske tvari. Budući da nije poznat mehanizam njegova nastanka, ovim istraživanjem sintetiziran je jedan od njegovih intermedijera, te je oksidacijom prevađan u 2,2'-(metandialdisulfinil)diacetamid. Konačan spoj i intermedijer okarakterizirani su tekućinskom kromatografijom visoke učinkovitosti primjenjujući iste metode koje se koriste i za analize tijekom proizvodnog procesa aktivne farmaceutske tvari, čime su utvrđena njihova vremena zadržavanja koja će poslužiti u identifikaciji prilikom analiza slijedećih šarži. Strukture spojeva potvrđene su tekućinskom kromatografijom spregnutom s masenom spektroskopijom i odgovaraju predloženim strukturama. Analizom rezultata utvrđeno je kako mali suvišak vode u proizvodnom procesu dovodi do nastajanja ovog onečišćenja.

Abstract (english)

Impurities in active pharmaceutical substances are unwanted substances that remain from the manufacturing process or that result from the active substance storage. Every ingredient of a pharmaceutical substance, which is not defined as a pharmaceutical substance, and every ingredient of a pharmaceutical product, which is not a pharmaceutical product or an excipient, is considered to be an impurity, and its presence is problematic due to undesirable pharmacological effects, toxic properties and reduced effectiveness of the pharmaceutical. 2,2'-(methanediyldisulfinyl)diacetamide occurs as an impurity of one active pharmaceutical substance. Since the mechanism of its emergence is unknown, one of its intermediates was synthesized by this research, and converted in 2,2'-(methanediyldisulfinyl)diacetamide by oxidization. The final product and intermediate are characterized by high performance liquid chromatography, applying the same methods used for analysis during the manufacturing processes of active pharmaceutical substances, by which the retention times to be used for identification during the analysis of the following batches were determined. The structures of the compounds were confirmed by liquid chromatography in tandem with mass spectroscopy and they correspond to proposed structures. The analysis of the results showed that a small excess of water in the production process leads to the formation of this impurity.

• Keywords: 2 2'-(metandialdisulfinil)diacetamid; sinteza; karakterizacija
• Keywords (english): 2 2'-(methanediyldisulfinyl)diacetamide; synthesis; characterization
• Language: croatian
• URN:NBN: urn:nbn:hr:149:019840
• Study programme: Title: Applied Chemistry - Graduate study; specializations in: Environmental chemistry and green technologies, Advanced materials and technologies, Applied organic chemistry; Course: Environmental chemistry and green technologies; Study programme type: university; Study level: graduate; Academic / professional title: magistar/magistra primijenjene kemije (magistar/magistra primijenjene kemije)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Closed access
• Created on: 2022-02-17 09:04:59