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Korean Journal of Chemical Engineering

Volumn 28, Issue 2, 2011, Pages 315-322

Solid forms of pharmaceuticals: Polymorphs, salts and cocrystals

(4) Sarma, Bipul a,b Chen, Jie a Hsi, Huai Ying a,b Myerson, Allan S a,b

a Massachusetts Institute of Technology Cambridge (United States)

b MASSACHUSETTS INSTITUTE OF TECHNOLOGY (United States)

Author keywords

Cocrystals; Design; Pharmaceutical Salts; Polymorphs; Scale up; Screening; Solid Forms

Indexed keywords

EID: 79551687227 PISSN: 02561115 EISSN: None Source Type: Journal
DOI: 10.1007/s11814-010-0520-0 Document Type: Article

Times cited : (77)

References (61)

1
- 0004294969
- 4th Ed., Butterworth-Heinemann
- J. W. Mullin, Crystallization, 4th Ed., Butterworth-Heinemann (2001).
- (2001) Crystallization
- Mullin, J.W.¹

2
- 0033966871
- L. Yu, G. A. Stephenson, C. A. Mitchell, C. A. Bunnell, S. V. Snorek, J. J. Bowyer, T. B. Borchardt, J. G. Stowell and S. R. Byrn, J. Am. Chem. Soc., 122(4), 585 (2000).
- (2000) J. Am. Chem. Soc. , vol.122 , Issue.4 , pp. 585
- Yu, L.¹ Stephenson, G.A.² Mitchell, C.A.³ Bunnell, C.A.⁴ Snorek, S.V.⁵ Bowyer, J.J.⁶ Borchardt, T.B.⁷ Stowell, J.G.⁸ Byrn, S.R.⁹

3
- 0000920164
- M. R. Caira, In Design of Organic Solids, 198, 163 (1998).
- (1998) Design of Organic Solids , vol.198 , pp. 163
- Caira, M.R.¹

4
- 0034874245
- J. Bauer, S. Spanton, R. Henry, J. Quick, W. Dziki, W. Porter and J. Morris, Pharm. Res., 18(6), 859 (2001).
- (2001) Pharm. Res. , vol.18 , Issue.6 , pp. 859
- Bauer, J.¹ Spanton, S.² Henry, R.³ Quick, J.⁴ Dziki, W.⁵ Porter, W.⁶ Morris, J.⁷

5
- 0028968902
- D. J. Kempf, K. C. Marsh, J. F. Denissen, E. McDonald, S. Vasavanonda, C. A. Flentge, B. E. Green, L. Fino, C. H. Park, X. P. Kong, N. E. Wideburg, A. Saldivar, L. Ruiz, W. M. Kati, H. L. Sham, T. Robins, K. D. Stewart, A. Hsu, J. J. Plattner, J. M. Leonard and D. W. Norbeck, P. Natl. Acad. Sci., USA, 92(7), 2484 (1995).
- (1995) P. Natl. Acad. Sci., USA , vol.92 , Issue.7 , pp. 2484
- Kempf, D.J.¹ Marsh, K.C.² Denissen, J.F.³ McDonald, E.⁴ Vasavanonda, S.⁵ Flentge, C.A.⁶ Green, B.E.⁷ Fino, L.⁸ Park, C.H.⁹ Kong, X.P.¹⁰ Wideburg, N.E.¹¹ Saldivar, A.¹² Ruiz, L.¹³ Kati, W.M.¹⁴ Sham, H.L.¹⁵ Robins, T.¹⁶ Stewart, K.D.¹⁷ Hsu, A.¹⁸ Plattner, J.J.¹⁹ Leonard, J.M.²⁰ Norbeck, D.W.²¹ more..

6
- 0034886795
- D. Law, S. L. Krill, E. A. Schmitt, J. J. Fort, Y. H. Qiu, W. L. Wang and W. R. Porter, J. Pharm. Sci., 90(8), 1015 (2001).
- (2001) J. Pharm. Sci. , vol.90 , Issue.8 , pp. 1015
- Law, D.¹ Krill, S.L.² Schmitt, E.A.³ Fort, J.J.⁴ Qiu, Y.H.⁵ Wang, W.L.⁶ Porter, W.R.⁷

7
- 84921935631
- Oxford: Clarendon
- J. Bernstein, Polymorphism in molecular crystals, Clarendon, Oxford (2002).
- (2002) Polymorphism in Molecular Crystals
- Bernstein, J.¹

8
- 0003730161
- New York: Academic
- S. R. Byrn, Solid state chemistry of drugs, Academic, New York (1999).
- (1999) Solid State Chemistry of Drugs
- Byrn, S.R.¹

9
- 0001732841
- W. Z. Ostwald, Phys. Chem., 22, 289 (1897).
- (1897) Phys. Chem. , vol.22 , pp. 289
- Ostwald, W.Z.¹

10
- 57449093598
- J. Aaltonen, M. Alleso, S. Mirza, V. Koradia, K. C. Gordon and J. Rantanen, Eur. J. Pharm. Biopharm., 71(1), 23 (2009).
- (2009) Eur. J. Pharm. Biopharm. , vol.71 , Issue.1 , pp. 23
- Aaltonen, J.¹ Alleso, M.² Mirza, S.³ Koradia, V.⁴ Gordon, K.C.⁵ Rantanen, J.⁶

11
- 1042298890
- S. L. Morissette, Ö. Almarsson, M. L. Peterson, J. F. Remenar, M. J. Read, A. V. Lemmo, S. Ellis, M. J. Cima and C. R. Gardner, Adv. Drug. Deliv. Rev., 56(3), 275 (2004).
- (2004) Adv. Drug. Deliv. Rev. , vol.56 , Issue.3 , pp. 275
- Morissette, S.L.¹ Almarsson² Peterson, M.L.³ Remenar, J.F.⁴ Read, M.J.⁵ Lemmo, A.V.⁶ Ellis, S.⁷ Cima, M.J.⁸ Gardner, C.R.⁹

12
- 0346039315
- S. Mirza, I. Miroshnyk, J. Heinamaki, L. Christiansen, M. Karjalainen and J. Yliruusi, Aaps. Pharm. Sci., 5(2), 39 (2003).
- (2003) Aaps. Pharm. Sci. , vol.5 , Issue.2 , pp. 39
- Mirza, S.¹ Miroshnyk, I.² Heinamaki, J.³ Christiansen, L.⁴ Karjalainen, M.⁵ Yliruusi, J.⁶

13
- 32644445574
- I. Miroshnyk, L. Khriachtchev, S. Mirza, J. Rantanen, J. Heinamaki and J. Yliruusi, Cryst. Growth Des., 6(2), 369 (2006).
- (2006) Cryst. Growth Des. , vol.6 , Issue.2 , pp. 369
- Miroshnyk, I.¹ Khriachtchev, L.² Mirza, S.³ Rantanen, J.⁴ Heinamaki, J.⁵ Yliruusi, J.⁶

14
- 0037070615
- M. D. Hollingsworth, M. L. Peterson, K. L. Pate, B. D. Dinkelmeyer and M. E. Brown, J. Am. Chem. Soc., 124(10), 2094 (2002).
- (2002) J. Am. Chem. Soc. , vol.124 , Issue.10 , pp. 2094
- Hollingsworth, M.D.¹ Peterson, M.L.² Pate, K.L.³ Dinkelmeyer, B.D.⁴ Brown, M.E.⁵

15
- 2542621252
- S. L. Childs, L. J. Chyall, J. T. Dunlap, D. A. Coates, B. C. Stahly and G. P. Stahly, Cryst. Growth Des., 4(3), 441 (2004).
- (2004) Cryst. Growth Des. , vol.4 , Issue.3 , pp. 441
- Childs, S.L.¹ Chyall, L.J.² Dunlap, J.T.³ Coates, D.A.⁴ Stahly, B.C.⁵ Stahly, G.P.⁶

16
- 4243283850
- B. A. Garetz, J. Matic and A. S. Myerson, Phys. Rev. Lett., 89(17), 175501 (2002).
- (2002) Phys. Rev. Lett. , vol.89 , Issue.17 , pp. 175501
- Garetz, B.A.¹ Matic, J.² Myerson, A.S.³

17
- 28944438406
- G. Ruecroft, D. Hipkiss, T. Ly, N. Maxted and P. W. Cains, Org. Proc. Res. Dev., 9(6), 923 (2005).
- (2005) Org. Proc. Res. Dev. , vol.9 , Issue.6 , pp. 923
- Ruecroft, G.¹ Hipkiss, D.² Ly, T.³ Maxted, N.⁴ Cains, P.W.⁵

18
- 0036279842
- M. D. Lang, J. W. Kampf and A. J. Matzger, J. Pharm. Sci., 91(4), 1186 (2002).
- (2002) J. Pharm. Sci. , vol.91 , Issue.4 , pp. 1186
- Lang, M.D.¹ Kampf, J.W.² Matzger, A.J.³

19
- 27544499568
- A. Y. Lee, I. S. Lee, S. S. Dettet, J. Boerner and A. S. Myerson, J. Am. Chem. Soc., 127(43), 14982 (2005).
- (2005) J. Am. Chem. Soc. , vol.127 , Issue.43 , pp. 14982
- Lee, A.Y.¹ Lee, I.S.² Dettet, S.S.³ Boerner, J.⁴ Myerson, A.S.⁵

20
- 43349105220
- I. S. Lee, A. Y. Lee and A. S. Myerson, Pharm. Res., 25(4), 960 (2008).
- (2008) Pharm. Res. , vol.25 , Issue.4 , pp. 960
- Lee, I.S.¹ Lee, A.Y.² Myerson, A.S.³

21
- 61749103142
- A. Singh, I. S. Lee and A. S. Myerson, Cryst. Growth Des., 9(2), 1182 (2009).
- (2009) Cryst. Growth Des. , vol.9 , Issue.2 , pp. 1182
- Singh, A.¹ Lee, I.S.² Myerson, A.S.³

22
- 0017623487
- S. M. Berge, L. M. Bighley and D. C. Monkhouse, J. Pharm. Sci., 66, 1 (1977).
- (1977) J. Pharm. Sci. , vol.66 , pp. 1
- Berge, S.M.¹ Bighley, L.M.² Monkhouse, D.C.³

23
- 0042058435
- P. H. Stahl and G. Wermuth (Eds.), New York: Wiley-VCH
- P. H. Stahl, G. Wermuth, G. (Eds): Handbook of Pharmaceutical Salts; Properties, Selection and Use (International Union of Pure and Applied Chemistry), New York, Wiley-VCH (2002).
- (2002) Handbook of Pharmaceutical Salts; Properties, Selection and Use (International Union of Pure and Applied Chemistry)

24
- 34250863849
- C. B. Aakeroy, M. E. Fasulo and J. Desper, Mol. Pharma., 4(3), 317 (2007).
- (2007) Mol. Pharma. , vol.4 , Issue.3 , pp. 317
- Aakeroy, C.B.¹ Fasulo, M.E.² Desper, J.³

25
- 0034345216
- R. J. Bastin, M. J. Bowker and B. J. Slater, Org. Proc. Res. Dev., 4, 427 (2000).
- (2000) Org. Proc. Res. Dev. , vol.4 , pp. 427
- Bastin, R.J.¹ Bowker, M.J.² Slater, B.J.³

26
- 0004169648
- C. G. Wermuth (Ed.), London: Academic Press Ltd
- B. D. Anderson and K. P. Flora, inThe Practice of Medicinal Chemistry, Ed. C. G. Wermuth, Academic Press Ltd. London, Chapter 34 (1996).
- (1996) The Practice of Medicinal Chemistry
- Anderson, B.D.¹ Flora, K.P.²

27
- 0015449031
- S. F. Kramer and G. L. Flynn, J. Pharm. Sci., 61, 1896 (1972).
- (1972) J. Pharm. Sci. , vol.61 , pp. 1896
- Kramer, S.F.¹ Flynn, G.L.²

28
- 0022453966
- A. T. M. Serajuddin, P. C. Sheen, D. Mufson, D. F. Bernstein and M. A. Augustine, J. Pharm. Sci., 75, 492 (1986).
- (1986) J. Pharm. Sci. , vol.75 , pp. 492
- Serajuddin, A.T.M.¹ Sheen, P.C.² Mufson, D.³ Bernstein, D.F.⁴ Augustine, M.A.⁵

29
- 23844475290
- S. Li, P. Doyle, S. Metz, A. E. Royce and A. T. M. Serajuddin, J. Pharma. Sci., 94(10), 2224 (2005).
- (2005) J. Pharma. Sci. , vol.94 , Issue.10 , pp. 2224
- Li, S.¹ Doyle, P.² Metz, S.³ Royce, A.E.⁴ Serajuddin, A.T.M.⁵

30
- 39049163486
- T. D. Gross, K. Schaab, M. Ouellette, S. Zook, J. P. Reddy, A. Shurtleff, A. I. Sacaan, T. Alebic-Kolbah and H. Bozigian, Org. Proc. Res. Dev., 11, 365 (2007).
- (2007) Org. Proc. Res. Dev. , vol.11 , pp. 365
- Gross, T.D.¹ Schaab, K.² Ouellette, M.³ Zook, S.⁴ Reddy, J.P.⁵ Shurtleff, A.⁶ Sacaan, A.I.⁷ Alebic-Kolbah, T.⁸ Bozigian, H.⁹

31
- 0027374248
- J. B. Dressman, P. Bass, W. A. Ritschel, D. R. Friend, A. Rubinstein and E. Ziv, J. Pharm. Sci., 82, 857 (1993).
- (1993) J. Pharm. Sci. , vol.82 , pp. 857
- Dressman, J.B.¹ Bass, P.² Ritschel, W.A.³ Friend, D.R.⁴ Rubinstein, A.⁵ Ziv, E.⁶

32
- 0034887576
- E. Redenti, L. Szente and J. Szejtli, J. Pharm. Sci., 90(8), 979 (2001).
- (2001) J. Pharm. Sci. , vol.90 , Issue.8 , pp. 979
- Redenti, E.¹ Szente, L.² Szejtli, J.³

33
- 0028088918
- T. L. Russel, R. R. Berardi, J. L. Barnett, T. L. O'sullivan, J. G. Wagner and J. B. Dressman, Pharm. Res., 11, 136 (1994).
- (1994) Pharm. Res. , vol.11 , pp. 136
- Russel, T.L.¹ Berardi, R.R.² Barnett, J.L.³ O'sullivan, T.L.⁴ Wagner, J.G.⁵ Dressman, J.B.⁶

34
- 0023032232
- P. L. Gould, Int. J. Pharm., 33, 201 (1986).
- (1986) Int. J. Pharm. , vol.33 , pp. 201
- Gould, P.L.¹

35
- 79551689267
- AAPS
- C. C. Sun and D. J. Grant, AAPS, Pharm. Sci. Suppl., 1, S-174 (1999).
- (1999) Pharm. Sci. Suppl. , vol.1
- Sun, C.C.¹ Grant, D.J.²

36
- 79551681500
- M. Gazda, R. J. Dansereau, D. J. Crail, D. H. Sakkab and M. M. Virgin, Pharm. Sci., 1, S403 (1998).
- (1998) Pharm. Sci. , vol.1
- Gazda, M.¹ Dansereau, R.J.² Crail, D.J.³ Sakkab, D.H.⁴ Virgin, M.M.⁵

37
- 33750904749
- R. B. Hammond, R. S. Hashim, C. Ma and K. J. Roberts, J. Pharm. Sci., 95(11), 2361 (2006).
- (2006) J. Pharm. Sci. , vol.95 , Issue.11 , pp. 2361
- Hammond, R.B.¹ Hashim, R.S.² Ma, C.³ Roberts, K.J.⁴

38
- 34249088975
- S. N. Black, E. A. Collier, R. J. Davey and R. J. Roberts, J. Pharm. Sci., 96(5), 1053 (2007).
- (2007) J. Pharm. Sci. , vol.96 , Issue.5 , pp. 1053
- Black, S.N.¹ Collier, E.A.² Davey, R.J.³ Roberts, R.J.⁴

39
- 72449127527
- L. R. Madivada, R. R. Anumala, G. Gilla, S. Alla, K. Charagondla, M. Kagga, A. Bhattacharya and R. Bandichhor, Org. Proc. Res. Dev., 13, 1190 (2009).
- (2009) Org. Proc. Res. Dev. , vol.13 , pp. 1190
- Madivada, L.R.¹ Anumala, R.R.² Gilla, G.³ Alla, S.⁴ Charagondla, K.⁵ Kagga, M.⁶ Bhattacharya, A.⁷ Bandichhor, R.⁸

40
- 79551681996
- US3558690
- A. Sallmann, Bottmingen, R. Pfister and B. Switzerland, US3558690 (1971).
- (1971)
- Sallmann, A.¹ Bottmingen² Pfister, R.³ Switzerland, B.⁴

41
- 0000452966
- R. Bucci, A. D. Magrì, A. L. Magrì and Fresenius, J. Anal. Chem., 362, 577 (1998).
- (1998) J. Anal. Chem. , vol.362 , pp. 577
- Bucci, R.¹ Magrì, A.D.² Magrì, A.L.³ Fresenius⁴

42
- 79551685137
- GB1565966
- J. Bradshaw, B. J. Price and J. W. Clitherow, GB1565966 (1980).
- (1980)
- Bradshaw, J.¹ Price, B.J.² Clitherow, J.W.³

43
- 79551682770
- US3950333
- G. J. Durant, J. C. Emmett and C. R. Ganellin, US3950333 (1976).
- (1976)
- Durant, G.J.¹ Emmett, J.C.² Ganellin, C.R.³

44
- 79551682048
- US4283408
- H. Yasufumi, Y. Isao, I. Yoshio, T. Shinichi, I. Noriki, I. Yasuo and T. Masaaki, US4283408 (1981).
- (1981)
- Yasufumi, H.¹ Isao, Y.² Yoshio, I.³ Shinichi, T.⁴ Noriki, I.⁵ Yasuo, I.⁶ Masaaki, T.⁷

45
- 5044235632
- Ö. Almarsson and M. J. Zaworotko, Chem. Commun., 17, 1889 (2004).
- (2004) Chem. Commun. , vol.17 , pp. 1889
- Almarsson¹ Zaworotko, M.J.²

46
- 67649134796
- I. Miroshnyk, S. Mirza and N. Sandler, Expt. Opin. Drug Deliv., 6, 333 (2009).
- (2009) Expt. Opin. Drug Deliv. , vol.6 , pp. 333
- Miroshnyk, I.¹ Mirza, S.² Sandler, N.³

47
- 33748842545
- M. C. Etter, J. Phys. Chem., 95, 4601 (1991).
- (1991) J. Phys. Chem. , vol.95 , pp. 4601
- Etter, M.C.¹

48
- 76349105968
- C. C. Seaton, K. Chadwick, G. Sadiq, K. Guo and R. J. Davey, Cryst. Growth Des., 10, 726 (2010).
- (2010) Cryst. Growth Des. , vol.10 , pp. 726
- Seaton, C.C.¹ Chadwick, K.² Sadiq, G.³ Guo, K.⁴ Davey, R.J.⁵

49
- 1042298890
- S. L. Morissettea, Ö. Almarsson, M. L. Peterson, J. F. Remenar, M. J. Read, A. V. Lemmo, S. Ellis, M. J. Cima and C. R. Gardner, Adv. Drug Deliv. Rev., 56, 275 (2004).
- (2004) Adv. Drug Deliv. Rev. , vol.56 , pp. 275
- Morissettea, S.L.¹ Almarsson² Peterson, M.L.³ Remenar, J.F.⁴ Read, M.J.⁵ Lemmo, A.V.⁶ Ellis, S.⁷ Cima, M.J.⁸ Gardner, C.R.⁹

50
- 34547790002
- A. V. Trask and W. Jones, Top. Curr. Chem., 35, 3523 (2005).
- (2005) Top. Curr. Chem. , vol.35 , pp. 3523
- Trask, A.V.¹ Jones, W.²

51
- 60849084156
- K. Chadwick, R. Davey, G. Sadiq, W. Cross and R. Pritchard, Cryst. Eng. Comm., 11, 412 (2009).
- (2009) Cryst. Eng. Comm. , vol.11 , pp. 412
- Chadwick, K.¹ Davey, R.² Sadiq, G.³ Cross, W.⁴ Pritchard, R.⁵

52
- 32644436069
- S. J. Nehm, B. Rodríguez-Spong and N. Rodríguez-Hornedo, Cryst. Growth Des., 6, 592 (2006).
- (2006) Cryst. Growth Des. , vol.6 , pp. 592
- Nehm, S.J.¹ Rodríguez-Spong, B.² Rodríguez-Hornedo, N.³

53
- 34250814473
- J. F. Remenar, M. L. Peterson, P. W. Stephens, Z. Zhang, Y. Zimenkov and M. B. Hickey, Mol. Pharma., 4(3), 386 (2007).
- (2007) Mol. Pharma. , vol.4 , Issue.3 , pp. 386
- Remenar, J.F.¹ Peterson, M.L.² Stephens, P.W.³ Zhang, Z.⁴ Zimenkov, Y.⁵ Hickey, M.B.⁶

54
- 19944371772
- A. V. Trask, W. D. S. Motherwell and W. Jones, Cryst. Growth Des., 5(3), 1013 (2005).
- (2005) Cryst. Growth Des. , vol.5 , Issue.3 , pp. 1013
- Trask, A.V.¹ Motherwell, W.D.S.² Jones, W.³

55
- 33645371510
- P. Vishweshwar, J. A. McMahon, J. A. Bis and M. J. Zaworotko, J. Pharm. Sci., 95, 499 (2006).
- (2006) J. Pharm. Sci. , vol.95 , pp. 499
- Vishweshwar, P.¹ McMahon, J.A.² Bis, J.A.³ Zaworotko, M.J.⁴

56
- 6044264984
- S. L. Childs, L. J. Chyall, J. T. Dunlap, V. N. Smolenskaya, B. C. Stahly and G. P. Stahly, J. Am. Chem. Soc., 126(41), 13335 (2004).
- (2004) J. Am. Chem. Soc. , vol.126 , Issue.41 , pp. 13335
- Childs, S.L.¹ Chyall, L.J.² Dunlap, J.T.³ Smolenskaya, V.N.⁴ Stahly, B.C.⁵ Stahly, G.P.⁶

57
- 53049103992
- A. Bak, A. Gore, E. Yanez, M. Stanton, S. Tufekcic, R. Syed, A. Akrami, M. Rose, S. Surapaneni, T. Bostick, A. King, S. Neervannan, D. Ostovic and A. Koparkar, J. Pharm. Sci., 97(9), 3942 (2008).
- (2008) J. Pharm. Sci. , vol.97 , Issue.9 , pp. 3942
- Bak, A.¹ Gore, A.² Yanez, E.³ Stanton, M.⁴ Tufekcic, S.⁵ Syed, R.⁶ Akrami, A.⁷ Rose, M.⁸ Surapaneni, S.⁹ Bostick, T.¹⁰ King, A.¹¹ Neervannan, S.¹² Ostovic, D.¹³ Koparkar, A.¹⁴

58
- 0038713880
- J. F. Remenar, S. L. Morissette, M. L. Peterson, B. Moulton, J. M. MacPhee, H. R. Guzmán and Ö. Almarsson, J. Am. Chem. Soc., 125(28), 8456 (2003).
- (2003) J. Am. Chem. Soc. , vol.125 , Issue.28 , pp. 8456
- Remenar, J.F.¹ Morissette, S.L.² Peterson, M.L.³ Moulton, B.⁴ Macphee, J.M.⁵ Guzmán, H.R.⁶ Almarsson⁷

59
- 61649108172
- J. Galcera and E. Molins, Cryst. Growth Des., 9(1), 327 (2009).
- (2009) Cryst. Growth Des. , vol.9 , Issue.1 , pp. 327
- Galcera, J.¹ Molins, E.²

60
- 43049170351
- N. Shan and M. J. Zaworotko, Drug Discov. Today, 13(9-10), 440 (2008).
- (2008) Drug Discov. Today , vol.13 , Issue.9-10 , pp. 440
- Shan, N.¹ Zaworotko, M.J.²

61
- 66849083715
- N. Schultheiss and A. Newmanwill, Cryst. Growth Des., 9(6), 2950 (2009).
- (2009) Cryst. Growth Des. , vol.9 , Issue.6 , pp. 2950
- Schultheiss, N.¹ Newmanwill, A.²

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