Screening for new pharmaceutical solid forms using mechanochemistry: A practical guide☆
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[1] Geoff G. Z. Zhang,et al. The curious case of (caffeine)·(benzoic acid): how heteronuclear seeding allowed the formation of an elusive cocrystal , 2013 .
[2] Katsuhiko Yamamoto,et al. High-throughput cocrystal slurry screening by use of in situ Raman microscopy and multi-well plate. , 2010, International journal of pharmaceutics.
[3] L. Takács. The historical development of mechanochemistry. , 2013, Chemical Society reviews.
[4] Athanassios D. Katsenis,et al. In Situ Monitoring and Mechanism of the Mechanochemical Formation of a Microporous MOF-74 Framework. , 2016, Journal of the American Chemical Society.
[5] B. Bogdanovic,et al. One-step direct synthesis of a Ti-doped sodium alanate hydrogen storage material. , 2005, Chemical communications.
[6] K. Higashi,et al. Formation mechanism of a new carbamazepine/malonic acid cocrystal polymorph. , 2012, International journal of pharmaceutics.
[7] Graeme M. Day,et al. Current approaches to predicting molecular organic crystal structures , 2011 .
[8] T. Shakhtshneider. Phase transformations and stabilization of metastable states of molecular crystals under mechanical activation , 1997 .
[9] J. Dunitz. Are crystal structures predictable? , 2003, Chemical communications.
[10] William Jones,et al. Recent Advances in Understanding the Mechanism of Cocrystal Formation via Grinding , 2009 .
[11] K. Terada,et al. Stability order of caffeine co-crystals determined by co-crystal former exchange reaction and its application for the validation of in silico models. , 2015, Chemical and pharmaceutical bulletin.
[12] Athanassios D. Katsenis,et al. In situ X-ray diffraction monitoring of a mechanochemical reaction reveals a unique topology metal-organic framework , 2015, Nature Communications.
[13] Tomislav Friščić,et al. Exploring the Effect of Temperature on a Mechanochemical Reaction by in Situ Synchrotron Powder X-ray Diffraction , 2016 .
[14] I. Paul,et al. Solid-state formation of quinhydrones from their components: use of solid-solid reactions to prepare compounds not accessible from solution , 1984 .
[15] W. Jones,et al. Mechanochemistry and co-crystal formation: effect of solvent on reaction kinetics. , 2002, Chemical communications.
[16] M. Neuburger,et al. Piracetam Co-Crystals with OH-Group Functionalized Carboxylic Acids , 2009 .
[17] F. Emmerling,et al. Survival of the Fittest: Competitive Co-crystal Reactions in the Ball Mill. , 2015, Chemistry.
[18] V. Boldyrev. Control of the Reactivity of Solids , 1979 .
[19] J. Maddox. Crystals from first principles , 1988, Nature.
[20] T. Friščić,et al. Screening for pharmaceutical cocrystal hydrates via neat and liquid-assisted grinding. , 2007, Molecular pharmaceutics.
[21] Tomislav Friščić,et al. Real-time and in situ monitoring of mechanochemical milling reactions. , 2013, Nature chemistry.
[22] Yang Lu,et al. Polymorphs and Versatile Solvates of 7-Hydroxyisoflavone. , 2016, Journal of pharmaceutical sciences.
[23] M. Zaworotko,et al. Pharmaceutical cocrystals: along the path to improved medicines. , 2016, Chemical communications.
[24] J. Bauer,et al. Ritonavir: An Extraordinary Example of Conformational Polymorphism , 2001, Pharmaceutical Research.
[25] B. Kaitner,et al. Solvent-Free Polymorphism Control in a Covalent Mechanochemical Reaction , 2012 .
[26] A. Newman. Specialized Solid Form Screening Techniques , 2013 .
[27] Sarah L Price,et al. Predicting crystal structures of organic compounds. , 2014, Chemical Society reviews.
[28] Peter York,et al. Ultrasound assisted cocrystallization from solution (USSC) containing a non-congruently soluble cocrystal component pair: Caffeine/maleic acid. , 2010, European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
[29] L. Takács. The mechanochemical reduction of AgCl with metals , 2007 .
[30] R. Gobetto,et al. Mechanically Induced Phase Change in Barbituric Acid , 2008 .
[31] E. Boldyreva. High pressure and supramolecular systems , 2004 .
[32] Yun Hu,et al. Mechanochemical Reaction of Sulfathiazole with Carboxylic Acids: Formation of a Cocrystal, a Salt, and Coamorphous Solids , 2014 .
[33] K. Be̅rziņš,et al. Solvates of Dasatinib: Diversity and Isostructurality. , 2016, Journal of pharmaceutical sciences.
[34] L. Takács. M. Carey Lea, the first mechanochemist , 2004 .
[35] Paul J. A. Kenis,et al. Microfluidic approach to polymorph screening through antisolvent crystallization , 2012 .
[36] Woo-Sik Kim,et al. Application of Ionic Liquid to Polymorphic Design of Pharmaceutical Ingredients , 2010 .
[37] Sarah L Price,et al. Can the Formation of Pharmaceutical Cocrystals Be Computationally Predicted? 2. Crystal Structure Prediction. , 2009, Journal of chemical theory and computation.
[38] M. Eddleston,et al. Introductory lecture: Mechanochemistry, a versatile synthesis strategy for new materials. , 2014, Faraday discussions.
[39] T. Friščić,et al. Control and interconversion of cocrystal stoichiometry in grinding: stepwise mechanism for the formation of a hydrogen-bonded cocrystal , 2009 .
[40] Sarah L Price,et al. Challenges of crystal structure prediction of diastereomeric salt pairs. , 2005, The journal of physical chemistry. B.
[41] M. Descamps,et al. Perspectives on the amorphisation/milling relationship in pharmaceutical materials. , 2016, Advanced drug delivery reviews.
[42] N Kaneniwa,et al. Effect of seed crystals on solid-state transformation of polymorphs of chloramphenicol palmitate during grinding. , 1986, Journal of pharmaceutical sciences.
[43] E. Boldyreva,et al. The role of a liquid in “dry” co-grinding: a case study of the effect of water on mechanochemical synthesis in a “L-serine–oxalic acid” system , 2014 .
[44] Jennifer L. Knight,et al. On the mechanism of crystalline polymorph selection by polymer heteronuclei. , 2011, Langmuir : the ACS journal of surfaces and colloids.
[45] G. G. Stokes. "J." , 1890, The New Yale Book of Quotations.
[46] Jukka Rantanen,et al. Solid form screening--a review. , 2009, European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V.
[47] E. Boldyreva,et al. How good are the crystallisation methods for co-crystals? A comparative study of piroxicam , 2012 .
[48] S. Price. The computational prediction of pharmaceutical crystal structures and polymorphism. , 2004, Advanced drug delivery reviews.
[49] T. Friščić,et al. Guest-Directed Assembly of Caffeine and Succinic Acid into Topologically Different Heteromolecular Host Networks upon Grinding , 2008 .
[50] Guan-Wu Wang,et al. Mechanochemical organic synthesis. , 2013, Chemical Society reviews.
[51] T. Rades,et al. Formation Kinetics and Stability of Carbamazepine―Nicotinamide Cocrystals Prepared by Mechanical Activation , 2009 .
[52] B. Perissutti,et al. Mechanochemical activation of vincamine mediated by linear polymers: assessment of some "critical" steps. , 2013, European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
[53] E. Franceschinis,et al. Multidisciplinary approach on characterizing a mechanochemically activated composite of vinpocetine and crospovidone. , 2011, Journal of pharmaceutical sciences.
[54] M. Eddleston,et al. Screening for polymorphs of cocrystals: a case study , 2013 .
[55] Ferdi Schüth,et al. One-step direct synthesis of a Ti-doped sodium alanate hydrogen storage material. , 2005, Chemical communications.
[56] Y. Ikeda,et al. Establishment of cocrystal cocktail grinding method for rational screening of pharmaceutical cocrystals. , 2012, International journal of pharmaceutics.
[57] J. Gougoutas,et al. Solid state chemistry of organic polyvalent iodine compounds. II. The crystal structure of 2-iodo-3′-chlorodibenzoyl peroxide , 1973 .
[58] G. Coquerel,et al. Inhibition of the spontaneous polymorphic transition of pyrazinamide γ form at room temperature by co-spray drying with 1,3-dimethylurea. , 2015, International journal of pharmaceutics.
[59] V. Boldyrev,et al. Following the products of mechanochemical synthesis step by step , 2011 .
[60] D. Braga,et al. Mechanochemical preparation of co-crystals. , 2013, Chemical Society reviews.
[61] Elena Boldyreva,et al. Mechanochemistry of inorganic and organic systems: what is similar, what is different? , 2013, Chemical Society reviews.
[62] M. Eddleston,et al. Polymorphs, hydrates and solvates of a co-crystal of caffeine with anthranilic acid. , 2014, Acta crystallographica Section B, Structural science, crystal engineering and materials.
[63] F. Emmerling,et al. Direct in situ investigation of milling reactions using combined X-ray diffraction and Raman spectroscopy. , 2015, Angewandte Chemie.
[64] James Mack,et al. Mechanochemistry: opportunities for new and cleaner synthesis. , 2012, Chemical Society reviews.
[65] W. Jones,et al. Mechanochemical Synthesis of Multicomponent Crystals: One Liquid for One Polymorph? A Myth to Dispel , 2016 .
[66] S. Price,et al. A new polymorph of 5-fluorouracil found following computational crystal structure predictions. , 2005, Journal of the American Chemical Society.
[67] A. Matzger,et al. The use of polymer heteronuclei for crystalline polymorph selection. , 2002, Journal of the American Chemical Society.
[68] S. Bates,et al. Analysis of Amorphous and Nanocrystalline Solids from Their X-Ray Diffraction Patterns , 2006, Pharmaceutical Research.
[69] B. Perissutti,et al. Drug salt formation via mechanochemistry: the case study of vincamine. , 2013, Molecular pharmaceutics.
[70] William Jones,et al. Achieving Polymorphic and Stoichiometric Diversity in Cocrystal Formation: Importance of Solid-State Grinding, Powder X-ray Structure Determination, and Seeding , 2005 .
[71] T. Friščić,et al. Ion- and liquid-assisted grinding: improved mechanochemical synthesis of metal-organic frameworks reveals salt inclusion and anion templating. , 2010, Angewandte Chemie.
[72] R. Tan,et al. Thermal and in situ x-ray diffraction analysis of a dimorphic co-crystal 1:1 caffeine-glutaric acid , 2016 .
[73] I. Halasz,et al. Mechanochemical reactions studied by in situ Raman spectroscopy: base catalysis in liquid-assisted grinding. , 2015, Chemical communications.
[74] E. Boldyreva,et al. Complexities of mechanochemistry: elucidation of processes occurring in mechanical activators via implementation of a simple organic system , 2013 .
[75] G. Day,et al. Terahertz time-domain spectroscopy and the quantitative monitoring of mechanochemical cocrystal formation. , 2007, Nature Materials.
[76] F. Emmerling,et al. Supply and Demand in the Ball Mill: Competitive Cocrystal Reactions , 2016 .
[77] R. Tan,et al. Operating Regions in Cooling Cocrystallization of Caffeine and Glutaric Acid in Acetonitrile , 2010 .
[78] H. Tung,et al. Industrial Perspectives of Pharmaceutical Crystallization , 2013 .
[79] L. Schultz,et al. In situ pressure and temperature monitoring during the conversion of Mg into MgH2 by high-pressure reactive ball milling , 2007 .
[80] A. Kwade,et al. Process engineering with planetary ball mills. , 2013, Chemical Society reviews.
[81] G. Day,et al. Structure prediction, disorder and dynamics in a DMSO solvate of carbamazepine. , 2011, Physical chemistry chemical physics : PCCP.
[82] V. Caron,et al. Transformation of pharmaceutical compounds upon milling and comilling: the role of T(g). , 2007, Journal of pharmaceutical sciences.
[83] A. Al-Azzawi,et al. Mechanical Alloying and Milling , 2015 .
[84] S. Myz,et al. Different effect of impact and shear mechanical treatment on mechanochemical cocrystallization of piroxicam and succinic acid , 2014, Doklady Chemistry.
[85] Adam J. Matzger,et al. Towards Exhaustive and Automated High-Throughput Screening for Crystalline Polymorphs , 2014, ACS combinatorial science.
[86] J. Siepmann,et al. Preparation of polymeric fenofibrate formulations with accelerated drug release: Solvent evaporation versus co-grinding , 2015 .
[87] N. Rodríguez-Hornedo,et al. Crystallization pathways and kinetics of carbamazepine-nicotinamide cocrystals from the amorphous state by in situ thermomicroscopy, spectroscopy, and calorimetry studies. , 2007, Journal of pharmaceutical sciences.
[88] I. Colombo,et al. Drug mechanochemical activation. , 2009, Journal of pharmaceutical sciences.
[89] M. Senna,et al. Hallmarks of mechanochemistry: from nanoparticles to technology. , 2013, Chemical Society reviews.
[90] S. R. Bysouth,et al. Cocrystallization via planetary milling: enhancing throughput of solid-state screening methods. , 2011, International journal of pharmaceutics.
[91] Naír Rodríguez-Hornedo,et al. Cocrystal Formation during Cogrinding and Storage is Mediated by Amorphous Phase , 2006, Pharmaceutical Research.
[92] V. Stilinović,et al. Controlling Solvate Formation of a Schiff Base by Combining Mechano-chemistry with Solution Synthesis , 2012 .
[93] M. Descamps,et al. Solid State Amorphization of Pharmaceuticals , 2009 .
[94] Steven A. Ross,et al. Engineering and manufacturing of pharmaceutical co-crystals: a review of solvent-free manufacturing technologies. , 2016, Chemical communications.
[95] Davin Tan,et al. Towards medicinal mechanochemistry: evolution of milling from pharmaceutical solid form screening to the synthesis of active pharmaceutical ingredients (APIs). , 2016, Chemical communications.
[96] T. Friščić,et al. The role of mechanochemistry and supramolecular design in the development of pharmaceutical materials , 2012 .
[97] D. Voinovich,et al. Cocrystal Formation through Mechanochemistry: from Neat and Liquid-Assisted Grinding to Polymer-Assisted Grinding. , 2015, Angewandte Chemie.
[98] A. Ogienko,et al. ‘Hedvall effect’ in cryogrinding of molecular crystals. A case study of a polymorphic transition in chlorpropamide , 2011 .
[99] Julie M. Schoenung,et al. Technical Cost Modeling for the Mechanical Milling at Cryogenic Temperature (Cryomilling) , 2004 .
[100] William Jones,et al. Solvent-drop grinding: green polymorph control of cocrystallisation. , 2004, Chemical communications.
[101] F. Emmerling,et al. Polymorphism of Mechanochemically Synthesized Cocrystals: A Case Study , 2016 .
[102] J. Anwar,et al. Secondary Crystal Nucleation: Nuclei Breeding Factory Uncovered. , 2015, Angewandte Chemie.
[103] W. Jones,et al. Polymer-Assisted Grinding, a Versatile Method for Polymorph Control of Cocrystallization , 2016 .
[104] Michael J Cima,et al. High-throughput crystallization: polymorphs, salts, co-crystals and solvates of pharmaceutical solids. , 2004, Advanced drug delivery reviews.
[105] Geoff G. Z. Zhang,et al. Phase transformation considerations during process development and manufacture of solid oral dosage forms. , 2004, Advanced drug delivery reviews.
[106] J. Rimer,et al. A high‐throughput assay for screening modifiers of calcium oxalate crystallization , 2016 .
[107] B. Kaitner,et al. Polymorphism control in the mechanochemical and solution-based synthesis of a thermochromic Schiff base , 2015 .
[108] Pól Macfhionnghaile,et al. Effects of ball-milling and cryomilling on sulfamerazine polymorphs: a quantitative study. , 2014, Journal of pharmaceutical sciences.
[109] Ana M. Belenguer,et al. Real-time in situ powder X-ray diffraction monitoring of mechanochemical synthesis of pharmaceutical cocrystals. , 2013, Angewandte Chemie.
[110] S. Childs,et al. The role of solvent in mechanochemical and sonochemical cocrystal formation: a solubility-based approach for predicting cocrystallisation outcome , 2009 .
[111] William Jones,et al. Selective polymorph transformation via solvent-drop grinding. , 2005, Chemical communications.
[112] Beatrice Perissutti,et al. Enhanced Oral Bioavailability of Vinpocetine Through Mechanochemical Salt Formation: Physico-Chemical Characterization and In Vivo Studies , 2011, Pharmaceutical Research.
[113] Henrique A. Matos,et al. Screening for pharmaceutical cocrystals using the supercritical fluid enhanced atomization process , 2010 .
[114] R. Pinal,et al. The nature of crystal disorder in milled pharmaceutical materials , 2008 .
[115] Wolfgang Beckmann,et al. Seeding the Desired Polymorph: Background, Possibilities, Limitations, and Case Studies , 2000 .
[116] Tejender S. Thakur,et al. Polymorphs, Pseudopolymorphs, and Co-Crystals of Orcinol: Exploring the Structural Landscape with High Throughput Crystallography , 2011 .
[117] Jean Martínez,et al. Poly(ethylene) glycols and mechanochemistry for the preparation of bioactive 3,5-disubstituted hydantoins , 2016 .
[118] A. Navrotsky. Nanoscale effects on thermodynamics and phase equilibria in oxide systems. , 2011, Chemphyschem : a European journal of chemical physics and physical chemistry.
[119] M. Caira,et al. Selective formation of hydrogen bonded cocrystals between a sulfonamide and aromatic carboxylic acids in the solid state , 1995 .
[120] Masako Kato,et al. Control of differential inclusion complexation in the solid state by seed crystals. , 2005, Angewandte Chemie.
[121] G. Zografi,et al. Cryogenic grinding of indomethacin polymorphs and solvates: assessment of amorphous phase formation and amorphous phase physical stability. , 2002, Journal of pharmaceutical sciences.
[122] F. Leusen,et al. Coformer Replacement as an Indicator for Thermodynamic Instability of Cocrystals: Competitive Transformation of Caffeine:Dicarboxylic Acid , 2016 .