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Control of Pharmaceutical Cocrystal Polymorphism on Various Scales by Mechanochemistry: Transfer from the Laboratory Batch to the Large-Scale Extrusion Processing


Stolar, Tomislav; Lukin, Stipe; Tireli, Martina; Sović, Irena; Karadeniz, Bahar; Kereković, Irena; Matijašić, Gordana; Gretić, Matija; Katančić, Zvonimir; Dejanović, Igor et al.
Control of Pharmaceutical Cocrystal Polymorphism on Various Scales by Mechanochemistry: Transfer from the Laboratory Batch to the Large-Scale Extrusion Processing // ACS Sustainable Chemistry & Engineering, 7 (2019), 7; 7102-7110 doi:10.1021/acssuschemeng.9b00043 (međunarodna recenzija, članak, znanstveni)


Naslov
Control of Pharmaceutical Cocrystal Polymorphism on Various Scales by Mechanochemistry: Transfer from the Laboratory Batch to the Large-Scale Extrusion Processing

Autori
Stolar, Tomislav ; Lukin, Stipe ; Tireli, Martina ; Sović, Irena ; Karadeniz, Bahar ; Kereković, Irena ; Matijašić, Gordana ; Gretić, Matija ; Katančić, Zvonimir ; Dejanović, Igor ; Michiel, Marco di ; Halasz, Ivan ; Užarević, Krunoslav

Izvornik
ACS Sustainable Chemistry & Engineering (2168-0485) 7 (2019), 7; 7102-7110

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Active pharmaceutical ingredients ; Large-scale processing ; Mechanochemistry ; Polymorphism control ; Twin-screw extrusion

Sažetak
We demonstrate a controllable mechanochem. synthesis of cocrystal polymorphs of ascorbic acid (vitamin C) and nicotinamide (vitamin B3) on different scales and without using bulk solvents. Next to the previously described polymorph of the 1:1 cocrystal, which is one of the first cocrystals approved for human consumption, we report here a new, thermodynamically more stable polymorph detected during in situ synchrotron powder X-​ray diffraction monitoring of milling reactions. The new polymorph is currently available exclusively by mechanochem. synthesis, and its crystal structure was detd. from synchrotron powder X-​ray diffraction data. Lab. in situ monitoring by Raman spectroscopy provided direct insight into the cocrystals formation and was further used to optimize the manufg. procedure. Subgram synthesis using a lab. mixer mill was transferred to the 10 g scale on a planetary ball mill and continuous manufg. using a twin-​screw extruder. Both cocrystal polymorphs perform excellently in tableting, thus alleviating the notoriously poor compactible properties of vitamin C, while the mechanochem. cocrystn. does not harm its antioxidant properties.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Kemijsko inženjerstvo



POVEZANOST RADA


Projekt / tema
HRZZ-UIP-2014-09-4744 - Mehaniokemijska reaktivnost pod kontroliranim uvjetima temperature i atmosfere za čišću sintezu funkcionalnih materijala (Krunoslav Užarević, )

Ustanove
Institut "Ruđer Bošković", Zagreb,
Fakultet kemijskog inženjerstva i tehnologije, Zagreb,
Zdravstveno veleučilište, Zagreb

Citiraj ovu publikaciju

Stolar, Tomislav; Lukin, Stipe; Tireli, Martina; Sović, Irena; Karadeniz, Bahar; Kereković, Irena; Matijašić, Gordana; Gretić, Matija; Katančić, Zvonimir; Dejanović, Igor et al.
Control of Pharmaceutical Cocrystal Polymorphism on Various Scales by Mechanochemistry: Transfer from the Laboratory Batch to the Large-Scale Extrusion Processing // ACS Sustainable Chemistry & Engineering, 7 (2019), 7; 7102-7110 doi:10.1021/acssuschemeng.9b00043 (međunarodna recenzija, članak, znanstveni)
Stolar, T., Lukin, S., Tireli, M., Sović, I., Karadeniz, B., Kereković, I., Matijašić, G., Gretić, M., Katančić, Z. & Dejanović, I. (2019) Control of Pharmaceutical Cocrystal Polymorphism on Various Scales by Mechanochemistry: Transfer from the Laboratory Batch to the Large-Scale Extrusion Processing. ACS Sustainable Chemistry & Engineering, 7 (7), 7102-7110 doi:10.1021/acssuschemeng.9b00043.
@article{article, year = {2019}, pages = {7102-7110}, DOI = {10.1021/acssuschemeng.9b00043}, keywords = {Active pharmaceutical ingredients, Large-scale processing, Mechanochemistry, Polymorphism control, Twin-screw extrusion}, journal = {ACS Sustainable Chemistry and Engineering}, doi = {10.1021/acssuschemeng.9b00043}, volume = {7}, number = {7}, issn = {2168-0485}, title = {Control of Pharmaceutical Cocrystal Polymorphism on Various Scales by Mechanochemistry: Transfer from the Laboratory Batch to the Large-Scale Extrusion Processing}, keyword = {Active pharmaceutical ingredients, Large-scale processing, Mechanochemistry, Polymorphism control, Twin-screw extrusion} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus


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