Abstract: From the perspective of supramolecular chemistry,this paper mainly elucidates the virtual eutectic design theory,the supramolecular synthesizer design theory and the eutectic design theory based on COSMO-RS calculation model.Applications of these theories in eutectic design and screening are also analyzed and discussed.Several latest developed eutectic screening methods are briefly introduced,and the research trend for eutectic design is predicted.
王飞, 朱亮, 王彦飞, 杨立斌, 赵晓昱, 沙作良. 药物共晶设计理论及筛选技术研究进展[J]. 现代化工, 2020, 40(4): 46-50.
WANG Fei, ZHU Liang, WANG Yan-fei, YANG Li-bin, ZHAO Xiao-yu, SHA Zuo-liang. Research progress in design theory and screening technology for pharmaceutical eutectic. Modern Chemical Industry, 2020, 40(4): 46-50.
[1] Kumar S.Pharmaceutical cocrystals:An overview[J].Indian Journal of Pharmaceutical Sciences,2018,79(6):858-871. [2] Ma X,Huang S,Lowinger M B,et al.Influence of mechanical and thermal energy on nifedipine amorphous solid dispersions prepared by hot melt extrusion:Preparation and physical stability[J].International Journal of Pharmaceutics,2019,561:324-334. [3] Guthrie S M,Smilgies D M,Giri G.Controlling polymorphism in pharmaceutical compounds using solution shearing[J].Crystal Growth & Design,2018,18(2):602-606. [4] Fu Q,Lu H D,Xie Y F,et al.Salt formation of two BCS Ⅱ drugs (indomethacin and naproxen) with (1R,2R)-1,2-diphenylethylenediamine:Crystal structures,solubility and thermodynamics analysis[J].Journal of Molecular Structure,2019,1185:281-289. [5] Khandavilli U B R,Gangavaram S,Goud N R,et al.High solubility crystalline hydrates of Na and K furosemide salts[J].Cryst Eng Comm,2014,16(22):4842-4852. [6] Boothroyd S,Kerridge A,Broo A,et al.Why do some molecules form hydrates or solvates?[J].Crystal Growth & Design,2018,18(3):1903-1908. [7] Bolla G,Nangia A.Pharmaceutical cocrystals:Walking the talk[J].Chemical Communications,2016,52(54):8342-8360. [8] Ranjan S,Devarapalli R,Kundu S,et al.Three new hydrochlorothiazide cocrystals:Structural analyses and solubility studies[J].Journal of Molecular Structure,2017,1133:405-410. [9] Yamashita H,Sun C C.Improving dissolution rate of carbamazepine-glutaric acid cocrystal through solubilization by excess coformer[J].Pharmaceutical Research,2017,35(1).https://xs.scihub.ltd/https://doi.org/10.1007/s11095-017-2309-x. [10] Emami S,Siahi-Shadbad M,Adibkia K,et al.Recent advances in improving oral drug bioavailability by cocrystals[J].BioImpacts:BI,2018,8(4):305-320. [11] Yoshimura M,Miyake M,Kawato T,et al.Impact of the dissolution profile of the cilostazol cocrystal with supersaturation on the oral bioavailability[J].Crystal Growth & Design,2017,17(2):550-557. [12] Sopyan I,Fudholi A,Muchtaridi M,et al.Simvastatin-nicotinamide co-crystal:Design,preparation and preliminary characterization[J].Tropical Journal of Pharmaceutical Research,2017,16(2):297-303. [13] Duggirala N K,Frericks Schmidt H L,Lei Z,et al.Solid-state characterization and relative formation enthalpies to evaluate stability of cocrystals of an antidiabetic drug[J].Molecular Pharmaceutics,2018,15(5):1901-1908. [14] Hsi K H Y,Concepcion A J,Kenny M,et al.Purification of amoxicillin trihydrate by impurity-coformer complexation in solution[J].Cryst Eng Comm,2013,15(34):6776-6781. [15] Hsi K H,Kenny M,Simi A,et al.Purification of structurally similar compounds by the formation of impurity Co-former complexes in solution[J].Crystal Growth & Design,2013,13(4):1577-1582. [16] Zhang Y N,Yin H M,Zhang Y,et al.Preparation of a 1:1 cocrystal of genistein with 4,4'-bipyridine[J].Journal of Crystal Growth,2017,458:103-109. [17] Childs S L,Stahly G P,Park A.The salt-cocrystal continuum:The influence of crystal structure on ionization state[J].Molecular Pharmaceutics,2007,4(3):323-338. [18] Elbagerma M A,Edwards H G M,Munshi T,et al.Identification of a new co-crystal of salicylic acid and benzamide of pharmaceutical relevance[J].Analytical and Bioanalytical Chemistry,2010,397(1):137-146. [19] Mohammad M A,Alhalaweh A,Velaga S P.Hansen solubility parameter as a tool to predict cocrystal formation[J].International Journal of Pharmaceutics,2011,407(1/2):63-71. [20] Etter M C,MacDonald J C,Bernstein J.Graph-set analysis of hydrogen-bond patterns in organic crystals[J].Acta Crystallographica Section B:Structural Science,1990,46(2):256-262. [21] Musumeci D,Hunter C A,Prohens R,et al.Virtual cocrystal screening[J].Chemical Science,2011,2(5):883-890. [22] Fábián L.Cambridge structural database analysis of molecular complementarity in cocrystals[J].Crystal Growth and Design,2009,9(3):1436-1443. [23] Anderson K M,Probert M R,Whiteley C N,et al.Designing co-crystals of pharmaceutically relevant compounds that crystallize with Z'>1[J].Crystal Growth and Design,2008,9(2):1082-1087. [24] Bis J A,McLaughlin O L,Vishweshwar P,et al.Supramolecular heterocatemers and their role in cocrystal design[J].Crystal Growth & Design,2006,6(12):2648-2650. [25] Aakery C B,Schultheiss N C,Rajbanshi A,et al.Supramolecular synthesis based on a combination of hydrogen and halogen bonds[J].Crystal Growth and Design,2008,9(1):432-441. [26] Abramov Y A,Loschen C,Klamt A.Rational coformer or solvent selection for pharmaceutical cocrystallization or desolvation[J].Journal of Pharmaceutical Sciences,2012,101(10):3687-3697. [27] Durán-Palma M H,Mendoza-Barraza S S,Magaña-Vergara N E,et al.Crystal structure of pharmaceutical cocrystals of 2,6-diaminopyridine with piracetam and theophylline[J].Acta Crystallographica Section C:Structural Chemistry,2017,73(10):767-772. [28] Kamble R N,Bothiraja C,Mehta P P,et al.Synthesis,solid state characterization and antifungal activity of ketoconazole cocrystals[J].Journal of Pharmaceutical Investigation,2018,48(5):541-549. [29] Do Amaral L H,do Carmo F A,Amaro M I,et al.Development and characterization of dapsone cocrystal prepared by scalable production methods[J].AAPS Pharm Sci Tech,2018,19(6):2687-2699. [30] Wichianphong N,Charoenchaitrakool M.Application of Box-Behnken design for processing of mefenamic acid-paracetamol cocrystals using gas anti-solvent (GAS) process[J].Journal of CO2 Utilization,2018,26:212-220. [31] Perlovich G L.Two-component molecular crystals:Evaluation of the formation thermodynamics based on melting points and sublimation data[J].Cryst Eng Comm,2017,19(21):2870-2883.
