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Volumn 40, Issue 11, 2010, Pages 933-939

A 1:1 cocrystal of caffeine and 2-hydroxy-1-naphthoic acid obtained via a slurry screening method

Author keywords

Caffeine; Cocrystal screening; Pharmaceutical cocrystals; Polymorph screening; Self assembly

Indexed keywords


EID: 78649984649     PISSN: 10741542     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10870-010-9766-y     Document Type: Article
Times cited : (33)

References (29)
  • 1
    • 33645371510 scopus 로고    scopus 로고
    • Pharmaceutical co-crystals
    • 1:CAS:528:DC%2BD28XisVSqsbk%3D 10.1002/jps.20578
    • P Vishweshwar JA McMahon JA Bis MJ Zaworotko 2006 Pharmaceutical co-crystals J Pharm Sci 95 499 516 1:CAS:528:DC%2BD28XisVSqsbk%3D 10.1002/jps.20578
    • (2006) J Pharm Sci , vol.95 , pp. 499-516
    • Vishweshwar, P.1    McMahon, J.A.2    Bis, J.A.3    Zaworotko, M.J.4
  • 2
    • 34250895007 scopus 로고    scopus 로고
    • Pharmaceutical cocrystals: An emerging approach to physical property enhancement
    • 1:CAS:528:DC%2BD28XhtlarsL%2FL
    • W Jones WDS Motherwell AV Trask 2006 Pharmaceutical cocrystals: an emerging approach to physical property enhancement MRS Bull 31 875 879 1:CAS:528:DC%2BD28XhtlarsL%2FL
    • (2006) MRS Bull , vol.31 , pp. 875-879
    • Jones, W.1    Motherwell, W.D.S.2    Trask, A.V.3
  • 3
    • 43049170351 scopus 로고    scopus 로고
    • The role of cocrystals in pharmaceutical science
    • 1:CAS:528:DC%2BD1cXlvVWntLY%3D 10.1016/j.drudis.2008.03.004
    • N Shan MJ Zaworotko 2008 The role of cocrystals in pharmaceutical science Drug Discov Today 13 440 446 1:CAS:528:DC%2BD1cXlvVWntLY%3D 10.1016/j.drudis.2008.03.004
    • (2008) Drug Discov Today , vol.13 , pp. 440-446
    • Shan, N.1    Zaworotko, M.J.2
  • 4
    • 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
    • SL Childs LJ Chyall JT Dunlap VN Smolenskaya BC Stahly GP Stahly 2004 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 13335 13342 1:CAS:528: DC%2BD2cXnvVelur4%3D 10.1021/ja048114o (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
  • 7
    • 60849109695 scopus 로고    scopus 로고
    • Improving mechanical properties of caffeine and methyl gallate crystals by cocrystallization
    • 1:CAS:528:DC%2BD1cXksVOku78%3D 10.1021/cg700843s
    • CC Sun H Hou 2008 Improving mechanical properties of caffeine and methyl gallate crystals by cocrystallization Cryst Growth Des 8 1575 1579 1:CAS:528:DC%2BD1cXksVOku78%3D 10.1021/cg700843s
    • (2008) Cryst Growth des , vol.8 , pp. 1575-1579
    • Sun, C.C.1    Hou, H.2
  • 8
    • 19944371772 scopus 로고    scopus 로고
    • Pharmaceutical cocrystallization: Engineering a remedy for caffeine hydration
    • DOI 10.1021/cg0496540
    • AV Trask WDS Motherwell W Jones 2005 Pharmaceutical cocrystallization: engineering a remedy for caffeine hydration Cryst Growth Des 5 1013 1021 1:CAS:528:DC%2BD2MXpt12lsQ%3D%3D 10.1021/cg0496540 (Pubitemid 40755572)
    • (2005) Crystal Growth and Design , vol.5 , Issue.3 , pp. 1013-1021
    • Trask, A.V.1    Samuel Motherwell, W.D.2    Jones, W.3
  • 9
    • 33845204296 scopus 로고    scopus 로고
    • Screening for inclusion compounds and systematic construction of three-component solids by liquid-assisted grinding
    • DOI 10.1002/anie.200603235
    • T Friščić AV Trask W Jones WDS Motherwell 2006 Screening for inclusion compounds and systematic construction of three-component solids by liquid-assisted grinding Angew Chem Int Ed 45 7546 7550 10.1002/anie.200603235 (Pubitemid 44851678)
    • (2006) Angewandte Chemie - International Edition , vol.45 , Issue.45 , pp. 7546-7550
    • Friscic, T.1    Trask, A.V.2    Jones, W.3    Motherwell, W.D.S.4
  • 10
    • 34250864401 scopus 로고    scopus 로고
    • Screening for pharmaceutical cocrystal hydrates via neat and liquid-assisted grinding
    • DOI 10.1021/mp0700054
    • S Karki T Friščić W Jones WDS Motherwell 2007 Screening for pharmaceutical cocrystal hydrates via neat and liquid-assisted grinding Mol Pharm 4 347 354 1:CAS:528:DC%2BD2sXltFCju7Y%3D 10.1021/mp0700054 (Pubitemid 46983951)
    • (2007) Molecular Pharmaceutics , vol.4 , Issue.3 , pp. 347-354
    • Karki, S.1    Friscic, T.2    Jones, W.3    Motherwell, W.D.S.4
  • 11
    • 65249130502 scopus 로고    scopus 로고
    • Recent advances in understanding the mechanism of cocrystal formation via grinding
    • 10.1021/cg800764n
    • T Friščić W Jones 2009 Recent advances in understanding the mechanism of cocrystal formation via grinding Cryst Growth Des 9 1621 1637 10.1021/cg800764n
    • (2009) Cryst Growth des , vol.9 , pp. 1621-1637
    • Friščić, T.1    Jones, W.2
  • 12
    • 34249106473 scopus 로고    scopus 로고
    • Efficient co-crystal screening using solution-mediated phase transformation
    • DOI 10.1002/jps.20949
    • GGZ Zhang RF Henry TB Borchardt X Lou 2007 Efficient co-crystal screening using solution-mediated phase transformation J Pharm Sci 96 990 995 1:CAS:528:DC%2BD2sXltVGqsrg%3D 10.1002/jps.20949 (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
  • 14
    • 34250797921 scopus 로고    scopus 로고
    • Co-crystals of caffeine and hydroxy-2-naphthoic acids: Unusual formation of the carboxylic acid dimer in the presence of a heterosynthon
    • DOI 10.1021/mp070004b
    • D-K Bučar RF Henry X Lou RW Duerst TB Borchardt LR MacGillivray GGZ Zhang 2007 Co-crystals of caffeine and hydroxy-2-naphthoic acids: unusual formation of the carboxylic acid dimer in the presence of a heterosynthon Mol Pharm 4 339 346 10.1021/mp070004b (Pubitemid 46983950)
    • (2007) Molecular Pharmaceutics , vol.4 , Issue.3 , pp. 339-346
    • Bucar, D.-K.1    Henry, R.F.2    Lou, X.3    Duerst, R.W.4    Borchardt, T.B.5    MacGillivray, L.R.6    Zhang, G.G.Z.7
  • 15
    • 65249137577 scopus 로고    scopus 로고
    • Cocrystals of caffeine and hydroxybenzoic acids composed of multiple supramolecular heterosynthons: Screening via solution-mediated phase transformation and structural characterization
    • 10.1021/cg801178m
    • D-K Bučar RF Henry X Lou RW Duerst LR MacGillivray GGZ Zhang 2009 Cocrystals of caffeine and hydroxybenzoic acids composed of multiple supramolecular heterosynthons: screening via solution-mediated phase transformation and structural characterization Cryst Growth Des 9 1932 1943 10.1021/cg801178m
    • (2009) Cryst Growth des , vol.9 , pp. 1932-1943
    • Bučar, D.-K.1    Henry, R.F.2    Lou, X.3    Duerst, R.W.4    MacGillivray, L.R.5    Zhang, G.G.Z.6
  • 16
    • 78649994017 scopus 로고    scopus 로고
    • Unpublished results
    • Unpublished results
  • 17
    • 65249100590 scopus 로고    scopus 로고
    • Inel Corp., Artenay, France
    • Symphonix. Inel Corp., Artenay, France
    • Symphonix
  • 18
    • 78649983261 scopus 로고    scopus 로고
    • Materials Data, Inc., Livermore, CA, USA
    • Jade 6.5. Materials Data, Inc., Livermore, CA, USA
    • Jade 6.5
  • 19
    • 78649990380 scopus 로고    scopus 로고
    • Bruker AXS Inc., Madision, WI, USA
    • SaintPlus. Bruker AXS Inc., Madision, WI, USA (1999)
    • (1999) SaintPlus
  • 20
    • 37549039510 scopus 로고    scopus 로고
    • A short history of SHELX
    • 1:CAS:528:DC%2BD2sXhsVGhurzO
    • GM Sheldrick 2008 A short history of SHELX Acta Cryst A64 112 122 1:CAS:528:DC%2BD2sXhsVGhurzO
    • (2008) Acta Cryst , vol.64 , pp. 112-122
    • Sheldrick, G.M.1
  • 21
    • 0001117612 scopus 로고
    • PARST95-an update to PARST: A system of Fortran routines for calculating molecular structure parameters from the results of crystal structure analyses
    • 1:CAS:528:DyaK2MXpt1ensbY%3D 10.1107/S0021889895007138
    • M Nardelli 1995 PARST95-an update to PARST: a system of Fortran routines for calculating molecular structure parameters from the results of crystal structure analyses J Appl Crystallogr 28 659 1:CAS:528:DyaK2MXpt1ensbY%3D 10.1107/S0021889895007138
    • (1995) J Appl Crystallogr , vol.28 , pp. 659
    • Nardelli, M.1
  • 22
    • 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:CAS:528:DyaF2MXis1OksA%3D%3D 10.1021/j100885a013
    • SL Johnson KA Rumon 1965 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 J Phys Chem 69 74 86 1:CAS:528:DyaF2MXis1OksA%3D%3D 10.1021/j100885a013
    • (1965) J Phys Chem , vol.69 , pp. 74-86
    • Johnson, S.L.1    Rumon, K.A.2
  • 23
  • 24
    • 33646767009 scopus 로고    scopus 로고
    • ORTEP-3 for windows a version of ORTEP-III with a graphical user interface GUI
    • 1:CAS:528:DyaK2sXnt1KgsLg%3D 10.1107/S0021889897003117
    • LJ Farrugia 1997 ORTEP-3 for windows a version of ORTEP-III with a graphical user interface GUI J Appl Crystallogr 30 565 1:CAS:528: DyaK2sXnt1KgsLg%3D 10.1107/S0021889897003117
    • (1997) J Appl Crystallogr , vol.30 , pp. 565
    • Farrugia, L.J.1
  • 25
    • 0000080265 scopus 로고
    • The crystal and molecular structure of salicylic acid
    • 1:CAS:528:DyaG3sXjvF2itw%3D%3D 10.1107/S0365110X53000752
    • W Cochran 1953 The crystal and molecular structure of salicylic acid Acta Crystallogr 6 260 268 1:CAS:528:DyaG3sXjvF2itw%3D%3D 10.1107/S0365110X53000752
    • (1953) Acta Crystallogr , vol.6 , pp. 260-268
    • Cochran, W.1
  • 26
    • 84977287032 scopus 로고
    • Redetermination of the structures of 1-naphthoic acid and 2-naphthoic acid
    • LJ Fitzgerald RE Gerkin 1993 Redetermination of the structures of 1-naphthoic acid and 2-naphthoic acid Acta Crystallogr 49 1952 1958
    • (1993) Acta Crystallogr , vol.49 , pp. 1952-1958
    • Fitzgerald, L.J.1    Gerkin, R.E.2
  • 28
    • 40549097743 scopus 로고    scopus 로고
    • Supramolecular control of reactivity in the solid state: From templates to ladderanes to metal-organic frameworks
    • 1:CAS:528:DC%2BD1cXitVagtb8%3D 10.1021/ar700145r
    • LR MacGillivray GS Papaefstathiou T Friščić TD Hamilton D-K Bučar Q Chu DB Varshney IG Georgiev 2008 Supramolecular control of reactivity in the solid state: from templates to ladderanes to metal-organic frameworks Acc Chem Res 41 280 291 1:CAS:528:DC%2BD1cXitVagtb8%3D 10.1021/ar700145r
    • (2008) Acc Chem Res , vol.41 , pp. 280-291
    • MacGillivray, L.R.1    Papaefstathiou, G.S.2    Friščić, T.3    Hamilton, T.D.4    Bučar, D.-K.5    Chu, Q.6    Varshney, D.B.7    Georgiev, I.G.8
  • 29
    • 33644942719 scopus 로고    scopus 로고
    • Enforced face-to-face stacking of organic semiconductor building blocks within hydrogen-bonded molecular cocrystals
    • 1:CAS:528:DC%2BD28XhtlSrtr0%3D 10.1021/ja057939a
    • AN Sokolov T Friščić LR MacGillivray 2006 Enforced face-to-face stacking of organic semiconductor building blocks within hydrogen-bonded molecular cocrystals J Am Chem Soc 128 2806 2807 1:CAS:528:DC%2BD28XhtlSrtr0%3D 10.1021/ja057939a
    • (2006) J Am Chem Soc , vol.128 , pp. 2806-2807
    • Sokolov, A.N.1    Friščić, T.2    MacGillivray, L.R.3


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