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Volumn 419, Issue 1-2, 2011, Pages 1-11

Pharmaceutical cocrystals: An overview

Author keywords

Cocrystal characterisation; Crystal engineering; Grinding cocrystallisation; Pharmaceutical cocrystal; Solution cocrystallisation; Supramolecular synthon

Indexed keywords

2 [4 (4 CHLORO 2 FLUORPHENOXY)PHENYL]PYRIMIDINE 4 CARBOXAMIDE; ACETAZOLAMIDE; ALCOHOL DERIVATIVE; AMIDE; AMINO ACID; CARBOHYDRATE; CARBOXYLIC ACID; EXEMESTANE; GLUTARIC ACID; HEXAMETHYLENEBISACETAMIDE; IBUPROFEN; INDOMETACIN; MEGESTROL ACETATE; NICOTINAMIDE; SACCHARIN; THEOPHYLLINE; UNCLASSIFIED DRUG;

EID: 80053574884     PISSN: 03785173     EISSN: 18733476     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2011.07.037     Document Type: Short Survey
Times cited : (575)

References (98)
  • 2
    • 72249100590 scopus 로고    scopus 로고
    • Using cocrystals to systematically modulate aqueous solubility and melting behavior of an anticancer drug
    • C.B. Aakeröy, S. Forbes, and J. Desper Using cocrystals to systematically modulate aqueous solubility and melting behavior of an anticancer drug J. Am. Chem. Soc. 131 2009 17048 17049
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 17048-17049
    • Aakeröy, C.B.1    Forbes, S.2    Desper, J.3
  • 3
    • 25844449757 scopus 로고    scopus 로고
    • Building co-crystals with molecular sense and supramolecular sensibility
    • DOI 10.1039/b505883j, 72
    • C.B. Aakeröy, and D.J. Salmon Building co-crystals with molecular sense and supramolecular sensibility CrystEngComm 7 2005 439 448 (Pubitemid 41396867)
    • (2005) CrystEngComm , vol.7 , pp. 439-448
    • Aakeroy, C.B.1    Salmon, D.J.2
  • 4
    • 33646384404 scopus 로고    scopus 로고
    • Cyanophenyloximes: Reliable and versatile tools for hydrogen-bond directed supramolecular synthesis of cocrystals
    • DOI 10.1021/cg0600492
    • C.B. Aakeröy, D.J. Salmon, M.M. Smith, and J. Desper Cyanophenyloximes: reliable and versatile tools for hydrogen-bond directed supramolecular synthesis of cocrystals Cryst. Growth Des. 6 2006 1033 1042 (Pubitemid 43672345)
    • (2006) Crystal Growth and Design , vol.6 , Issue.4 , pp. 1033-1042
    • Aakeroy, C.B.1    Salmon, D.J.2    Smith, M.M.3    Desper, J.4
  • 5
    • 78349310159 scopus 로고    scopus 로고
    • Ultrasound assisted cocrystallization from solution (USSC) containing a non-congruently soluble cocrystal component pair: Caffeine/maleic acid
    • S. Aher, R. Dhumal, K. Mahadik, A. Paradkar, and P. York Ultrasound assisted cocrystallization from solution (USSC) containing a non-congruently soluble cocrystal component pair: caffeine/maleic acid Eur. J. Pharm. Sci. 41 2010 597 602
    • (2010) Eur. J. Pharm. Sci. , vol.41 , pp. 597-602
    • Aher, S.1    Dhumal, R.2    Mahadik, K.3    Paradkar, A.4    York, P.5
  • 7
    • 5044235632 scopus 로고    scopus 로고
    • Crystal engineering of the composition of pharmaceutical phases. Do pharmaceutical co-crystals represent a new path to improved medicines?
    • DOI 10.1039/b402150a
    • O. Almarsson, and M.J. Zaworotko Crystal engineering of the composition of pharmaceutical phases. Do pharmaceutical co-crystals represent a new path to improved medicines? Chem. Commun. 2004 1889 1896 (Pubitemid 39335992)
    • (2004) Chemical Communications , Issue.17 , pp. 1889-1896
    • Almarsson, O.1    Zaworotko, M.J.2
  • 11
    • 40549089922 scopus 로고    scopus 로고
    • Indomethacin-saccharin cocrystal: Design, synthesis and preliminary pharmaceutical characterization
    • DOI 10.1007/s11095-007-9394-1
    • S. Basavoju, D. Boström, and S. Velaga Indomethacin-saccharin cocrystal: design, synthesis and preliminary pharmaceutical characterization Pharm. Res. 25 2008 530 541 (Pubitemid 351357724)
    • (2008) Pharmaceutical Research , vol.25 , Issue.3 , pp. 530-541
    • Basavoju, S.1    Bostrom, D.2    Velaga, S.P.3
  • 14
    • 66249090629 scopus 로고    scopus 로고
    • Understanding and predicting the effect of cocrystal components and pH on cocrystal solubility
    • S.J. Bethune, N. Huang, A. Jayasankar, and N. Rodriguez-Hornedo Understanding and predicting the effect of cocrystal components and pH on cocrystal solubility Cryst. Growth Des. 9 2009 3976 3988
    • (2009) Cryst. Growth Des. , vol.9 , pp. 3976-3988
    • Bethune, S.J.1    Huang, N.2    Jayasankar, A.3    Rodriguez-Hornedo, N.4
  • 15
    • 34250891895 scopus 로고    scopus 로고
    • Hierarchy of supramolecular synthons: Persistent hydroxylpyridine hydrogen bonds in cocrystals that contain a cyano acceptor
    • DOI 10.1021/mp070012s
    • J.A. Bis, P. Vishweshwar, D. Weyna, and M.J. Zaworotko Hierarchy of supramolecular synthons: persistent hydroxyl⋯pyridine hydrogen bonds in cocrystals that contain a cyano acceptor Mol. Pharm. 4 2007 401 416 (Pubitemid 46983956)
    • (2007) Molecular Pharmaceutics , vol.4 , Issue.3 , pp. 401-416
    • Bis, J.A.1    Vishweshwar, P.2    Weyna, D.3    Zaworotko, M.J.4
  • 17
    • 34548023425 scopus 로고    scopus 로고
    • Crystal engineering of active pharmaceutical ingredients to improve solubility and dissolution rates
    • DOI 10.1016/j.addr.2007.05.011, PII S0169409X07000828
    • N. Blagden, M. de Matas, P.T. Gavan, and P. York Crystal engineering of active pharmaceutical ingredients to improve solubility and dissolution rates Adv. Drug Deliv. Rev. 59 2007 617 630 (Pubitemid 47285407)
    • (2007) Advanced Drug Delivery Reviews , vol.59 , Issue.7 , pp. 617-630
    • Blagden, N.1    De Matas, M.2    Gavan, P.T.3    York, P.4
  • 18
    • 33644583324 scopus 로고    scopus 로고
    • Mechanochemical preparation of molecular and supramolecular organometallic materials and coordination networks
    • D. Braga, S.L. Giaffreda, F. Grepioni, A. Pettersen, L. Maini, M. Curzi, and M. Polito Mechanochemical preparation of molecular and supramolecular organometallic materials and coordination networks Dalton Trans. 2006 1249 1263
    • (2006) Dalton Trans. , pp. 1249-1263
    • Braga, D.1    Giaffreda, S.L.2    Grepioni, F.3    Pettersen, A.4    Maini, L.5    Curzi, M.6    Polito, M.7
  • 19
    • 4544270702 scopus 로고    scopus 로고
    • Reactions between or within molecular crystals
    • DOI 10.1002/anie.200301721
    • D. Braga, and F. Grepioni Reactions between or within molecular crystals Angew. Chem., Int. Ed. 43 2004 4002 4011 (Pubitemid 39257445)
    • (2004) Angewandte Chemie - International Edition , vol.43 , Issue.31 , pp. 4002-4011
    • Braga, D.1    Grepioni, F.2
  • 20
    • 23644444869 scopus 로고    scopus 로고
    • Making crystals from crystals: A green route to crystal engineering and polymorphism
    • DOI 10.1039/b504668h
    • D. Braga, and F. Grepioni Making crystals from crystals: a green route to crystal engineering and polymorphism Chem. Commun. 2005 3635 3645 (Pubitemid 41133134)
    • (2005) Chemical Communications , Issue.29 , pp. 3635-3645
    • Braga, D.1    Grepioni, F.2
  • 21
    • 66249096287 scopus 로고    scopus 로고
    • Formation kinetics and stability of carbamazepine-nicotinamide cocrystals prepared by mechanical activation
    • N. Chieng, M. Hubert, D. Saville, T. Rades, and J. Aaltonen Formation kinetics and stability of carbamazepine-nicotinamide cocrystals prepared by mechanical activation Cryst. Growth Des. 9 2009 2377 2386
    • (2009) Cryst. Growth Des. , vol.9 , pp. 2377-2386
    • Chieng, N.1    Hubert, M.2    Saville, D.3    Rades, T.4    Aaltonen, J.5
  • 22
    • 6044264984 scopus 로고    scopus 로고
    • Crystal engineering approach to forming cocrystals of amine hydrochlorides with organic acids. Molecular complexes of fluoxetine hydrochloride with benzoic, succinic, and fumaric acids
    • DOI 10.1021/ja048114o
    • S.L. Childs, L.J. Chyall, J.T. Dunlap, V.N. Smolenskaya, B.C. Stahly, and G.P. Stahly Crystal engineering approach to forming cocrystals of amine hydrochlorides with organic acids. Molecular complexes of fluoxetine hydrochloride with benzoic, succinic, and fumaric acids J. Am. Chem. Soc. 126 2004 13335 13342 (Pubitemid 39382761)
    • (2004) Journal of the American Chemical Society , vol.126 , Issue.41 , pp. 13335-13342
    • Childs, S.L.1    Chyall, L.J.2    Dunlap, J.T.3    Smolenskaya, V.N.4    Stahly, B.C.5    Stahly, G.P.6
  • 24
    • 77955053514 scopus 로고    scopus 로고
    • Enhanced dissolution of megestrol acetate microcrystals prepared by antisolvent precipitation process using hydrophilic additives
    • E. Cho, W. Cho, K.-H. Cha, J. Park, M.-S. Kim, J.-S. Kim, H.J. Park, and S.-J. Hwang Enhanced dissolution of megestrol acetate microcrystals prepared by antisolvent precipitation process using hydrophilic additives Int. J. Pharm. 396 2010 91 98
    • (2010) Int. J. Pharm. , vol.396 , pp. 91-98
    • Cho, E.1    Cho, W.2    Cha, K.-H.3    Park, J.4    Kim, M.-S.5    Kim, J.-S.6    Park, H.J.7    Hwang, S.-J.8
  • 25
    • 38149039295 scopus 로고    scopus 로고
    • Isostructural materials achieved by using structurally equivalent donors and acceptors in halogen-bonded cocrystals
    • D. Cinčić, T. Friščić, and W. Jones Isostructural materials achieved by using structurally equivalent donors and acceptors in halogen-bonded cocrystals Chem. Eur. J. 14 2008 747 753
    • (2008) Chem. Eur. J. , vol.14 , pp. 747-753
    • Cinčić, D.1    Friščić, T.2    Jones, W.3
  • 26
    • 16244404253 scopus 로고    scopus 로고
    • The co-crystallisation of pyridine with benzenepolycarboxylic acids: The interplay of strong and weak hydrogen bonding motifs
    • DOI 10.1039/b404563g, 36
    • S.H. Dale, M.R.J. Elsegood, M. Hemmings, and A.L. Wilkinson The co-crystallisation of pyridine with benzenepolycarboxylic acids: the interplay of strong and weak hydrogen bonding motifs CrystEngComm 6 2004 207 214 (Pubitemid 40464487)
    • (2004) CrystEngComm , vol.6 , pp. 207-214
    • Dale, S.H.1    Elsegood, M.R.J.2    Hemmings, M.3    Wilkinson, A.L.4
  • 27
    • 33745394944 scopus 로고
    • Supramolecular synthons in crystal engineering - A new organic synthesis
    • G.R. Desiraju Supramolecular synthons in crystal engineering - a new organic synthesis Angew. Chem., Int. Ed. Engl. 34 1995 2311 2327
    • (1995) Angew. Chem., Int. Ed. Engl. , vol.34 , pp. 2311-2327
    • Desiraju, G.R.1
  • 28
    • 57149145085 scopus 로고    scopus 로고
    • Ultrasound assisted engineering of lactose crystals
    • R.S. Dhumal, S.V. Biradar, A.R. Paradkar, and P. York Ultrasound assisted engineering of lactose crystals Pharm. Res. 25 2008 2835 2844
    • (2008) Pharm. Res. , vol.25 , pp. 2835-2844
    • Dhumal, R.S.1    Biradar, S.V.2    Paradkar, A.R.3    York, P.4
  • 29
    • 58949098427 scopus 로고    scopus 로고
    • Particle engineering using sonocrystallization: Salbutamol sulphate for pulmonary delivery
    • R.S. Dhumal, S.V. Biradar, A.R. Paradkar, and P. York Particle engineering using sonocrystallization: salbutamol sulphate for pulmonary delivery Int. J. Pharm. 368 2009 129 137
    • (2009) Int. J. Pharm. , vol.368 , pp. 129-137
    • Dhumal, R.S.1    Biradar, S.V.2    Paradkar, A.R.3    York, P.4
  • 30
    • 50149098764 scopus 로고    scopus 로고
    • Preparation of amorphous cefuroxime axetil nanoparticles by sonoprecipitation for enhancement of bioavailability
    • R.S. Dhumal, S.V. Biradar, S. Yamamura, A.R. Paradkar, and P. York Preparation of amorphous cefuroxime axetil nanoparticles by sonoprecipitation for enhancement of bioavailability Eur. J. Pharm. Biopharm. 70 2008 109 115
    • (2008) Eur. J. Pharm. Biopharm. , vol.70 , pp. 109-115
    • Dhumal, R.S.1    Biradar, S.V.2    Yamamura, S.3    Paradkar, A.R.4    York, P.5
  • 32
    • 0006589268 scopus 로고
    • Encoding and decoding hydrogen-bond patterns of organic compounds
    • M.C. Etter Encoding and decoding hydrogen-bond patterns of organic compounds Acc. Chem. Res. 23 1990 120 126
    • (1990) Acc. Chem. Res. , vol.23 , pp. 120-126
    • Etter, M.C.1
  • 33
    • 33748842545 scopus 로고
    • Hydrogen bonds as design elements in organic chemistry
    • M.C. Etter Hydrogen bonds as design elements in organic chemistry J. Phys. Chem. 95 1991 4601 4610
    • (1991) J. Phys. Chem. , vol.95 , pp. 4601-4610
    • Etter, M.C.1
  • 34
  • 35
    • 0008008181 scopus 로고
    • Hydrogen bond directed cocrystallization and molecular recognition properties of acyclic imides
    • M.C. Etter, and S.M. Reutzel Hydrogen bond directed cocrystallization and molecular recognition properties of acyclic imides J. Am. Chem. Soc. 113 1991 2586 2598
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 2586-2598
    • Etter, M.C.1    Reutzel, S.M.2
  • 37
    • 65249130502 scopus 로고    scopus 로고
    • Recent advances in understanding the mechanism of cocrystal formation via grinding
    • T. Friščić, and W. Jones Recent advances in understanding the mechanism of cocrystal formation via grinding Cryst. Growth Des. 9 2009 1621 1637
    • (2009) Cryst. Growth Des. , vol.9 , pp. 1621-1637
    • Friščić, T.1    Jones, W.2
  • 38
    • 78649683097 scopus 로고    scopus 로고
    • Benefits of cocrystallisation in pharmaceutical materials science: An update
    • T. Friščić, and W. Jones Benefits of cocrystallisation in pharmaceutical materials science: an update J. Pharm. Pharmacol. 62 2010 1547 1559
    • (2010) J. Pharm. Pharmacol. , vol.62 , pp. 1547-1559
    • Friščić, T.1    Jones, W.2
  • 39
    • 68949135612 scopus 로고    scopus 로고
    • Cocrystal formation in solution: In situ solute concentration monitoring of the two components and kinetic pathways
    • E. Gagniere, D. Mangin, F. Puel, C. Bebon, J.P. Klein, O. Monnier, and E. Garcia Cocrystal formation in solution: in situ solute concentration monitoring of the two components and kinetic pathways Cryst. Growth Des. 9 2009 3376 3383
    • (2009) Cryst. Growth Des. , vol.9 , pp. 3376-3383
    • Gagniere, E.1    Mangin, D.2    Puel, F.3    Bebon, C.4    Klein, J.P.5    Monnier, O.6    Garcia, E.7
  • 41
    • 77949358461 scopus 로고    scopus 로고
    • Cocrystal eutectic constants and prediction of solubility behavior
    • D.J. Good, and N. Rodriguez-Hornedo Cocrystal eutectic constants and prediction of solubility behavior Cryst. Growth Des. 10 2010 1028 1032
    • (2010) Cryst. Growth Des. , vol.10 , pp. 1028-1032
    • Good, D.J.1    Rodriguez-Hornedo, N.2
  • 42
    • 76349115840 scopus 로고    scopus 로고
    • Carbamazepine co-crystallization with pyridine carboxamides: Rationalization by complementary phase diagrams and crystal energy landscapes
    • M. Habgood, M.A. Deij, J. Mazurek, S.L. Price, and J.H. ter Horst Carbamazepine co-crystallization with pyridine carboxamides: rationalization by complementary phase diagrams and crystal energy landscapes Cryst. Growth Des. 10 2009 903 912
    • (2009) Cryst. Growth Des. , vol.10 , pp. 903-912
    • Habgood, M.1    Deij, M.A.2    Mazurek, J.3    Price, S.L.4    Ter Horst, J.H.5
  • 43
    • 77955319042 scopus 로고    scopus 로고
    • Investigating the intermolecular interactions in concentration-dependent solution cocrystallization of caffeine and p-hydroxybenzoic acid
    • G. He, P.S. Chow, and R.B.H. Tan Investigating the intermolecular interactions in concentration-dependent solution cocrystallization of caffeine and p-hydroxybenzoic acid Cryst. Growth Des. 10 2010 3763 3769
    • (2010) Cryst. Growth Des. , vol.10 , pp. 3763-3769
    • He, G.1    Chow, P.S.2    Tan, R.B.H.3
  • 44
    • 50549089625 scopus 로고    scopus 로고
    • Screening for cocrystallization tendency: The role of intermolecular interactions
    • G.W. He, C. Jacob, L.F. Guo, P.S. Chow, and R.B.H. Tan Screening for cocrystallization tendency: the role of intermolecular interactions J. Phys. Chem. B 112 2008 9890 9895
    • (2008) J. Phys. Chem. B , vol.112 , pp. 9890-9895
    • He, G.W.1    Jacob, C.2    Guo, L.F.3    Chow, P.S.4    Tan, R.B.H.5
  • 46
    • 29244485443 scopus 로고    scopus 로고
    • A new self-emulsifying formulation of itraconazole with improved dissolution and oral absorption
    • DOI 10.1016/j.jconrel.2005.10.002, PII S0168365905005298
    • J.-Y. Hong, J.-K. Kim, Y.-K. Song, J.-S. Park, and C.-K. Kim A new self-emulsifying formulation of itraconazole with improved dissolution and oral absorption J. Control. Release 110 2006 332 338 (Pubitemid 41827486)
    • (2006) Journal of Controlled Release , vol.110 , Issue.2 , pp. 332-338
    • Hong, J.-Y.1    Kim, J.-K.2    Song, Y.-K.3    Park, J.-S.4    Kim, C.-K.5
  • 47
    • 1042264121 scopus 로고    scopus 로고
    • Impact of solid state properties on developability assessment of drug candidates
    • L.F. Huang, and W.Q. Tong Impact of solid state properties on developability assessment of drug candidates Adv. Drug Deliv. Rev. 56 2004 321 334
    • (2004) Adv. Drug Deliv. Rev. , vol.56 , pp. 321-334
    • Huang, L.F.1    Tong, W.Q.2
  • 48
    • 33749449649 scopus 로고    scopus 로고
    • Cocrystal formation during cogrinding and storage is mediated by amorphous phase
    • DOI 10.1007/s11095-006-9110-6
    • A. Jayasankar, A. Somwangthanaroj, Z.J. Shao, and N. Rodriguez-Hornedo Cocrystal formation during cogrinding and storage is mediated by amorphous phase Pharm. Res. 23 2006 2381 2392 (Pubitemid 44511518)
    • (2006) Pharmaceutical Research , vol.23 , Issue.10 , pp. 2381-2392
    • Jayasankar, A.1    Somwangthanaroj, A.2    Shao, Z.J.3    Rodriguez-Hornedo, N.4
  • 49
    • 0009528893 scopus 로고
    • Infrared spectra of solid 1:1 pyridine-benzoic acid complexes; The nature of the hydrogen bond as a function of the acid-base levels in the complex 1
    • S.L. Johnson, and K.A. Rumon Infrared spectra of solid 1:1 pyridine-benzoic acid complexes; the nature of the hydrogen bond as a function of the acid-base levels in the complex 1 J. Phys. Chem. 69 1965 74 86
    • (1965) J. Phys. Chem. , vol.69 , pp. 74-86
    • Johnson, S.L.1    Rumon, K.A.2
  • 52
    • 77950848543 scopus 로고    scopus 로고
    • Crystal engineering of pharmaceutical co-crystals: Application of methyl paraben as molecular hook
    • M. Khan, V. Enkelmann, and G. Brunklaus Crystal engineering of pharmaceutical co-crystals: application of methyl paraben as molecular hook J. Am. Chem. Soc. 132 2010 5254 5263
    • (2010) J. Am. Chem. Soc. , vol.132 , pp. 5254-5263
    • Khan, M.1    Enkelmann, V.2    Brunklaus, G.3
  • 53
    • 0033988596 scopus 로고    scopus 로고
    • Physicochemical properties and bioavailability of carbamazepine polymorphs and dihydrate
    • DOI 10.1016/S0378-5173(99)00315-4, PII S0378517399003154
    • Y. Kobayashi, S. Ito, S. Itai, and K. Yamamoto Physicochemical properties and bioavailability of carbamazepine polymorphs and dihydrate Int. J. Pharm. 193 2000 137 146 (Pubitemid 30001856)
    • (2000) International Journal of Pharmaceutics , vol.193 , Issue.2 , pp. 137-146
    • Kobayashi, Y.1    Ito, S.2    Itai, S.3    Yamamoto, K.4
  • 54
    • 79952214468 scopus 로고    scopus 로고
    • Cocrystal intrinsic dissolution behavior using a rotating disk
    • H.-G. Lee, G.G.Z. Zhang, and D.R. Flanagan Cocrystal intrinsic dissolution behavior using a rotating disk J. Pharm. Sci. 100 2010 1736 1744
    • (2010) J. Pharm. Sci. , vol.100 , pp. 1736-1744
    • Lee, H.-G.1    Zhang, G.G.Z.2    Flanagan, D.R.3
  • 55
    • 77949417925 scopus 로고    scopus 로고
    • Screening, manufacturing. photoluminescence, and molecular recognition of co-crystals: Cytosine with dicarboxylic acids
    • T. Lee, and P.Y. Wang Screening, manufacturing. photoluminescence, and molecular recognition of co-crystals: cytosine with dicarboxylic acids Cryst. Growth Des. 10 2010 1419 1434
    • (2010) Cryst. Growth Des. , vol.10 , pp. 1419-1434
    • Lee, T.1    Wang, P.Y.2
  • 56
    • 33746253253 scopus 로고    scopus 로고
    • Increased dissolution and physical stability of micronized nifedipine particles encapsulated with a biocompatible polymer and surfactants in a wet ball milling process
    • N. Li, M.D. DeGennar, W. Liebenberg, L.R. Tiedt, A.S. Zahn, M.V. Pishko, and M.M. de Villiers Increased dissolution and physical stability of micronized nifedipine particles encapsulated with a biocompatible polymer and surfactants in a wet ball milling process Pharmazie 61 2006 595 603 (Pubitemid 44098026)
    • (2006) Pharmazie , vol.61 , Issue.7 , pp. 595-603
    • Li, N.1    DeGennaro, M.D.2    Liebenberg, W.3    Tiedt, L.R.4    Zahn, A.S.5    Pishko, M.V.6    De Villiers, M.M.7
  • 59
    • 72449133799 scopus 로고    scopus 로고
    • Preparation and characterization of theophylline-nicotinamide cocrystal
    • J. Lu, and S. Rohani Preparation and characterization of theophylline-nicotinamide cocrystal Org. Process Res. Dev. 13 2009 1269 1275
    • (2009) Org. Process Res. Dev. , vol.13 , pp. 1269-1275
    • Lu, J.1    Rohani, S.2
  • 60
    • 17144427711 scopus 로고    scopus 로고
    • 1. Primary amide supramolecular heterosynthons and their role in the design of pharmaceutical co-crystals
    • DOI 10.1524/zkri.220.4.340.61624
    • J.A. McMahon, J.A. Bis, P. Vishweshwar, T.R. Shattock, O.L. McLaughlin, and M.J. Zaworotko Crystal engineering of the composition of pharmaceutical phases. 3. Primary amide supramolecular heterosynthons and their role in the design of pharmaceutical co-crystals Z. Kristallogr. 220 2005 340 350 (Pubitemid 40515882)
    • (2005) Zeitschrift fur Kristallographie , vol.220 , Issue.4 , pp. 340-350
    • McMahon, J.A.1    Bis, J.A.2    Vishweshwar, P.3    Shattock, T.R.4    McLaughlin, O.L.5    Zaworotko, M.J.6
  • 62
    • 0031757855 scopus 로고    scopus 로고
    • The relative bioavailability and in vivo-in vitro correlations for four marketed carbamazepine tablets
    • DOI 10.1023/A:1011929300613
    • M.C. Meyer, A.B. Straughn, R.M. Mhatre, V.P. Shah, R.L. Williams, and L.J. Lesko The relative bioavailability and in vivo in vitro correlations for four marketed carbamazepine tablets Pharm. Res. 15 1998 1787 1791 (Pubitemid 28524593)
    • (1998) Pharmaceutical Research , vol.15 , Issue.11 , pp. 1787-1791
    • Meyer, M.C.1    Straughn, A.B.2    Mhatre, R.M.3    Shah, V.P.4    Williams, R.L.5    Lesko, L.J.6
  • 63
    • 67649134796 scopus 로고    scopus 로고
    • Pharmaceutical co-crystals-an opportunity for drug product enhancement
    • I. Miroshnyk, S. Mirza, and N. Sandler Pharmaceutical co-crystals-an opportunity for drug product enhancement Expert Opin. Drug Deliv. 6 2009 333 341
    • (2009) Expert Opin. Drug Deliv. , vol.6 , pp. 333-341
    • Miroshnyk, I.1    Mirza, S.2    Sandler, N.3
  • 64
    • 79952312360 scopus 로고    scopus 로고
    • Hansen solubility parameter as a tool to predict cocrystal formation
    • M.A. Mohammad, A. Alhalaweh, and S.P. Velaga Hansen solubility parameter as a tool to predict cocrystal formation Int. J. Pharm. 407 2011 63 71
    • (2011) Int. J. Pharm. , vol.407 , pp. 63-71
    • Mohammad, M.A.1    Alhalaweh, A.2    Velaga, S.P.3
  • 66
    • 12244252266 scopus 로고    scopus 로고
    • Study of interaction between ibuprofen and nicotinamide using differential scanning calorimetry, spectroscopy, and microscopy and formulation of a fast-acting and possibly better ibuprofen suspension for osteoarthritis patients
    • DOI 10.1002/jps.20223
    • L.M. Oberoi, K.S. Alexander, and A.T. Riga Study of interaction between ibuprofen and nicotinamide using differential scanning calorimetry, spectroscopy, and microscopy and formulation of a fast-acting and possibly better ibuprofen suspension for osteoarthritis patients J. Pharm. Sci. 94 2005 93 101 (Pubitemid 40116373)
    • (2005) Journal of Pharmaceutical Sciences , vol.94 , Issue.1 , pp. 93-101
    • Oberoi, L.M.1    Alexander, K.S.2    Riga, A.T.3
  • 67
    • 0012705663 scopus 로고    scopus 로고
    • Applications of the Cambridge Structural Database to molecular inorganic chemistry
    • DOI 10.1107/S0108768102002446
    • A. Orpen Applications of the Cambridge Structural Database to molecular inorganic chemistry Acta Crystallogr., Sect. B 58 2002 398 406 (Pubitemid 135702676)
    • (2002) Acta Crystallographica Section B: Structural Science , vol.58 , Issue.3 PART 1 , pp. 398-406
    • Orpen, A.G.1
  • 71
    • 65249161612 scopus 로고    scopus 로고
    • Testing the sensitivity of terahertz spectroscopy to changes in molecular and supramolecular structure: A study of structurally similar cocrystal
    • E.P.J. Parrott, J.A. Zeitler, T. Friscic, M. Pepper, W. Jones, G.M. Day, and L.F. Gladden Testing the sensitivity of terahertz spectroscopy to changes in molecular and supramolecular structure: a study of structurally similar cocrystal Cryst. Growth Des. 9 2009 1452 1460
    • (2009) Cryst. Growth Des. , vol.9 , pp. 1452-1460
    • Parrott, E.P.J.1    Zeitler, J.A.2    Friscic, T.3    Pepper, M.4    Jones, W.5    Day, G.M.6    Gladden, L.F.7
  • 75
    • 0037467170 scopus 로고    scopus 로고
    • Microcrystals for dissolution rate enhancement of poorly water-soluble drugs
    • DOI 10.1016/S0378-5173(03)00005-X
    • N. Rasenack, H. Hartenhauer, and B.W. Müller Microcrystals for dissolution rate enhancement of poorly water-soluble drugs Int. J. Pharm. 254 2003 137 145 (Pubitemid 36298822)
    • (2003) International Journal of Pharmaceutics , vol.254 , Issue.2 , pp. 137-145
    • Rasenack, N.1    Hartenhauer, H.2    Muller, B.W.3
  • 77
    • 52449116098 scopus 로고    scopus 로고
    • Physical characterization of hygroscopicity in pharmaceutical solids
    • R. Hilfiker, Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
    • S.M. Reutzel-Edens, and A.W. Newman Physical characterization of hygroscopicity in pharmaceutical solids R. Hilfiker, Polymorphism: In the Pharmaceutical Industry 2006 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 235 258
    • (2006) Polymorphism: In the Pharmaceutical Industry , pp. 235-258
    • Reutzel-Edens, S.M.1    Newman, A.W.2
  • 78
    • 25844464824 scopus 로고    scopus 로고
    • Crystal engineering with hydrogen bonds and halogen bonds
    • DOI 10.1039/b501693b, 58
    • B.K. Saha, A. Nangia, and M. Jaskolski Crystal engineering with hydrogen bonds and halogen bonds CrystEngComm 7 2005 355 358 (Pubitemid 41396881)
    • (2005) CrystEngComm , vol.7 , pp. 355-358
    • Saha, B.K.1    Nangia, A.2    Jaskolski, M.3
  • 79
    • 66849083715 scopus 로고    scopus 로고
    • Pharmaceutical cocrystals and their physicochemical properties
    • N. Schultheiss, and A. Newman Pharmaceutical cocrystals and their physicochemical properties Cryst. Growth Des. 9 2009 2950 2967
    • (2009) Cryst. Growth Des. , vol.9 , pp. 2950-2967
    • Schultheiss, N.1    Newman, A.2
  • 80
    • 76149121856 scopus 로고    scopus 로고
    • Pharmaceutical co-crystals - A review
    • B. Sekhon Pharmaceutical co-crystals - a review Ars Pharmaceutica 50 2009 99 117
    • (2009) Ars Pharmaceutica , vol.50 , pp. 99-117
    • Sekhon, B.1
  • 81
    • 0032885450 scopus 로고    scopus 로고
    • Solid dispersion of poorly water-soluble drugs: Early promises, subsequent problems, and recent breakthroughs
    • A.T.M. Serajuddin Solid dispersion of poorly water-soluble drugs: early promises, subsequent problems, and recent breakthroughs J. Pharm. Sci. 88 1999 1058 1066
    • (1999) J. Pharm. Sci. , vol.88 , pp. 1058-1066
    • Serajuddin, A.T.M.1
  • 82
    • 0036408746 scopus 로고    scopus 로고
    • Mechanochemistry and co-crystal formation: Effect of solvent on reaction kinetics
    • N. Shan, F. Toda, and W. Jones Mechanochemistry and co-crystal formation: effect of solvent on reaction kinetics Chem. Commun. 2002 2372 2373 (Pubitemid 35283628)
    • (2002) Chemical Communications , Issue.20 , pp. 2372-2373
    • Shan, N.1    Toda, F.2    Jones, W.3
  • 83
    • 43049170351 scopus 로고    scopus 로고
    • The role of cocrystals in pharmaceutical science
    • N. Shan, and M.J. Zaworotko The role of cocrystals in pharmaceutical science Drug Discov. Today 13 2008 440 446
    • (2008) Drug Discov. Today , vol.13 , pp. 440-446
    • Shan, N.1    Zaworotko, M.J.2
  • 85
    • 53849129520 scopus 로고    scopus 로고
    • Dissolution improvement and the mechanism of the improvement from cocrystallization of poorly water-soluble compounds
    • K. Shiraki, N. Takata, R. Takano, Y. Hayashi, and K. Terada Dissolution improvement and the mechanism of the improvement from cocrystallization of poorly water-soluble compounds Pharm. Res. 25 2008 2581 2592
    • (2008) Pharm. Res. , vol.25 , pp. 2581-2592
    • Shiraki, K.1    Takata, N.2    Takano, R.3    Hayashi, Y.4    Terada, K.5
  • 86
    • 61549111509 scopus 로고    scopus 로고
    • Physicochemical properties of pharmaceutical co-crystals: A case study of ten AMG 517 co-crystals
    • M.K. Stanton, and A. Bak Physicochemical properties of pharmaceutical co-crystals: a case study of ten AMG 517 co-crystals Cryst. Growth Des. 8 2008 3856 3862
    • (2008) Cryst. Growth Des. , vol.8 , pp. 3856-3862
    • Stanton, M.K.1    Bak, A.2
  • 87
    • 0000592650 scopus 로고    scopus 로고
    • Competition of hydrogen-bond acceptors for the strong carboxyl donor
    • T. Steiner Competition of hydrogen-bond acceptors for the strong carboxyl donor Acta Crystallogr., Sect. B 57 2001 103 106
    • (2001) Acta Crystallogr., Sect. B , vol.57 , pp. 103-106
    • Steiner, T.1
  • 89
    • 33845388144 scopus 로고    scopus 로고
    • Micellar nanocarriers: Pharmaceutical perspectives
    • DOI 10.1007/s11095-006-9132-0
    • V. Torchilin Micellar nanocarriers: pharmaceutical perspectives Pharm. Res. 24 2007 1 16 (Pubitemid 44902565)
    • (2007) Pharmaceutical Research , vol.24 , Issue.1 , pp. 1-16
    • Torchilin, V.P.1
  • 90
    • 1942532087 scopus 로고    scopus 로고
    • Solvent-drop grinding: Green polymorph control of cocrystallisation
    • A.V. Trask, W.D.S. Motherwell, and W. Jones Solvent-drop grinding: green polymorph control of cocrystallisation Chem. Commun. 2004 890 891 (Pubitemid 38530287)
    • (2004) Chemical Communications , Issue.7 , pp. 890-891
    • Trask, A.V.1    Motherwell, W.D.S.2    Jones, W.3
  • 91
    • 33746425242 scopus 로고    scopus 로고
    • Physical stability enhancement of theophylline via cocrystallization
    • DOI 10.1016/j.ijpharm.2006.04.018, PII S0378517306003395
    • A.V. Trask, W.D.S. Motherwell, and W. Jones Physical stability enhancement of theophylline via cocrystallization Int. J. Pharm. 320 2006 114 123 (Pubitemid 44128714)
    • (2006) International Journal of Pharmaceutics , vol.320 , Issue.1-2 , pp. 114-123
    • Trask, A.V.1    Motherwell, W.D.S.2    Jones, W.3
  • 92
  • 93
    • 33645320255 scopus 로고    scopus 로고
    • Preparation and solid-state characterization of nonstoichiometric cocrystals of a phosphodiesterase-IV inhibitor and L-tartaric acid
    • DOI 10.1021/cg050462u
    • N. Variankaval, R. Wenslow, J. Murry, R. Hartman, R. Helmy, E. Kwong, S.-D. Clas, C. Dalton, and I. Santos Preparation and solid-state characterization of nonstoichiometric cocrystals of a phosphodiesterase-IV inhibitor and l-tartaric acid Cryst. Growth Des. 6 2006 690 700 (Pubitemid 43475360)
    • (2006) Crystal Growth and Design , vol.6 , Issue.3 , pp. 690-700
    • Variankaval, N.1    Wenslow, R.2    Murry, J.3    Hartman, R.4    Helmy, R.5    Kwong, E.6    Clas, S.-D.7    Dalton, C.8    Santos, I.9
  • 96
    • 61749100493 scopus 로고    scopus 로고
    • Synthesis and structural characterization of cocrystals and pharmaceutical cocrystals: Mechanochemistry vs slow evaporation from solution
    • D.R. Weyna, T. Shattock, P. Vishweshwar, and M.J. Zaworotko Synthesis and structural characterization of cocrystals and pharmaceutical cocrystals: mechanochemistry vs slow evaporation from solution Cryst. Growth Des. 9 2009 1106 1123
    • (2009) Cryst. Growth Des. , vol.9 , pp. 1106-1123
    • Weyna, D.R.1    Shattock, T.2    Vishweshwar, P.3    Zaworotko, M.J.4
  • 97
    • 77956508753 scopus 로고    scopus 로고
    • Amphiphilic methoxy poly(ethylene glycol)-b-poly(ε-caprolactone)-b- poly(2-dimethylaminoethyl methacrylate) cationic copolymer nanoparticles as a vector for gene and drug delivery
    • X. Yue, Y. Qiao, N. Qiao, S. Guo, J. Xing, L. Deng, J. Xu, and A. Dong Amphiphilic methoxy poly(ethylene glycol)-b-poly(ε-caprolactone)-b-poly(2- dimethylaminoethyl methacrylate) cationic copolymer nanoparticles as a vector for gene and drug delivery Biomacromolecules 11 2010 2306 2312
    • (2010) Biomacromolecules , vol.11 , pp. 2306-2312
    • Yue, X.1    Qiao, Y.2    Qiao, N.3    Guo, S.4    Xing, J.5    Deng, L.6    Xu, J.7    Dong, A.8
  • 98
    • 34249106473 scopus 로고    scopus 로고
    • Efficient co-crystal screening using solution-mediated phase transformation
    • DOI 10.1002/jps.20949
    • G.G.Z. Zhang, R.F. Henry, T.B. Borchardt, and X. Lou Efficient co-crystal screening using solution-mediated phase transformation J. Pharm. Sci. 96 2007 990 995 (Pubitemid 46797470)
    • (2007) Journal of Pharmaceutical Sciences , vol.96 , Issue.5 , pp. 990-995
    • Zhang, G.G.Z.1    Henry, R.F.2    Borchardt, T.B.3    Lou, X.4


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