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Volumn 15, Issue 2, 2012, Pages 234-251

An insight into thermodynamic relationship between polymorphic forms of efavirenz

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID; ACETONITRILE; EFAVIRENZ; METHANOL;

EID: 84859449346     PISSN: None     EISSN: 14821826     Source Type: Journal    
DOI: 10.18433/j3j30z     Document Type: Article
Times cited : (26)

References (39)
  • 1
    • 65949088359 scopus 로고    scopus 로고
    • Polymorphism and solvatomorphism 2007
    • Brittain HG. Polymorphism and solvatomorphism 2007. J Pharm Sci, 2009; 98:1617-1642.
    • (2009) J Pharm Sci , vol.98 , pp. 1617-1642
    • Brittain, H.G.1
  • 2
    • 84890682089 scopus 로고    scopus 로고
    • Relevance of solid-state properties for pharmaceutical products
    • In Hilfiker R, editors, Wiley-vch Verlag GmbH & Co. KGaA, Weinheim
    • Hilfiker R, Blatter F, Raumer MV. Relevance of solid-state properties for pharmaceutical products. In Hilfiker R, editors. Polymorphism: in the pharmaceutical industry. Wiley-vch Verlag GmbH & Co. KGaA, Weinheim, 2006; p 1-19.
    • (2006) Polymorphism: In the Pharmaceutical Industry , pp. 1-19
    • Hilfiker, R.1    Blatter, F.2    Raumer, M.V.3
  • 4
    • 0242322069 scopus 로고    scopus 로고
    • Comparison of the four anhydrous polymorphs of carbamazepine and the crystal structure of Form I
    • Grzesiak AL, Lang M, Kim K, Matzger AJ. Comparison of the four anhydrous polymorphs of carbamazepine and the crystal structure of Form I. J Pharm Sci, 2003; 92:2260-2271.
    • (2003) J Pharm Sci , vol.92 , pp. 2260-2271
    • Grzesiak, A.L.1    Lang, M.2    Kim, K.3    Matzger, A.J.4
  • 6
    • 0033804854 scopus 로고    scopus 로고
    • Quantitative correlation between initial dissolution rate and heat of solution of drug
    • Terada K, Kitano H, Yoshihashi Y, Yonemochi E. Quantitative correlation between initial dissolution rate and heat of solution of drug. Pharm Res, 2000; 17:920-924.
    • (2000) Pharm Res , vol.17 , pp. 920-924
    • Terada, K.1    Kitano, H.2    Yoshihashi, Y.3    Yonemochi, E.4
  • 7
    • 0034817174 scopus 로고    scopus 로고
    • The Prediction, Morphology, and Mechanical Properties of the Polymorphs of Paracetamol
    • Beyer T, Day GM, Price SL. The Prediction, Morphology, and Mechanical Properties of the Polymorphs of Paracetamol. J Am Chem Soc, 2001; 123:5086-5094.
    • (2001) J Am Chem Soc , vol.123 , pp. 5086-5094
    • Beyer, T.1    Day, G.M.2    Price, S.L.3
  • 9
    • 0027092645 scopus 로고
    • Characterization of polymorphs and solvates of 3-(Amino-1-(m- trifluoromethylphenyl)-6-methyl-1H-pyridazin-4- one
    • Chauvet A, Masse J, Ribet JP, Bigg D, Autin JM, Maurel JL, Patoiseau JF, Jaud J. Characterization of polymorphs and solvates of 3-(Amino-1-(m- trifluoromethylphenyl)-6-methyl-1H-pyridazin-4- one. J Pharm Sci, 1992; 81:836-841.
    • (1992) J Pharm Sci , vol.81 , pp. 836-841
    • Chauvet, A.1    Masse, J.2    Ribet, J.P.3    Bigg, D.4    Autin, J.M.5    Maurel, J.L.6    Patoiseau, J.F.7    Jaud, J.8
  • 10
    • 20344363158 scopus 로고    scopus 로고
    • A novel standard sample powder preparation method for Quantitative Analysis of Polymorphs
    • Okumura T, Otsuka M. A novel standard sample powder preparation method for Quantitative Analysis of Polymorphs. J Pharm Sci, 2005; 94:1013-1023.
    • (2005) J Pharm Sci , vol.94 , pp. 1013-1023
    • Okumura, T.1    Otsuka, M.2
  • 11
    • 20344391910 scopus 로고    scopus 로고
    • Trends in solubility of polymorphs
    • Pudipeddi M, Serajuddin ATM. Trends in solubility of polymorphs. J Pharm Sci, 2005; 94: 929-937.
    • (2005) J Pharm Sci , vol.94 , pp. 929-937
    • Pudipeddi, M.1    Serajuddin, A.T.M.2
  • 17
    • 84859477633 scopus 로고    scopus 로고
    • Polymorphic forms of efavirenz, WO 2008/108630 A1
    • Dova E. Polymorphic forms of efavirenz, 2008; WO 2008/108630 A1.
    • (2008)
    • Dova, E.1
  • 18
    • 74549188043 scopus 로고    scopus 로고
    • Molecular and crystal structure of efavirenz, a potent and specific inhibitor ofHIV-1 reverse transcriptase, and its monohydrate
    • Ravikumar K, Sridhar B. Molecular and crystal structure of efavirenz, a potent and specific inhibitor ofHIV-1 reverse transcriptase, and its monohydrate. Mol Cryst Liq Crystal, 2009; 515:190-198.
    • (2009) Mol Cryst Liq Crystal , vol.515 , pp. 190-198
    • Ravikumar, K.1    Sridhar, B.2
  • 19
    • 0005082618 scopus 로고    scopus 로고
    • 5th ed., The Indian Pharmacopoeia Commission. Central Indian Pharmacopoeia Laboratory, Ghaziabad, India
    • Indian Pharmacopeia. 5th ed., The Indian Pharmacopoeia Commission. Central Indian Pharmacopoeia Laboratory, Ghaziabad, India, 2007; p 242.
    • (2007) Indian Pharmacopeia , pp. 242
  • 20
    • 0016588006 scopus 로고
    • Characterization of habits and crystalline modification of solids and their pharmaceutical applications
    • Haleblian JK. Characterization of habits and crystalline modification of solids and their pharmaceutical applications. J Pharm Sci. 1975; 64: 1269-1286.
    • (1975) J Pharm Sci , vol.64 , pp. 1269-1286
    • Haleblian, J.K.1
  • 21
    • 0036115697 scopus 로고    scopus 로고
    • Kinetics and mechanism of hydrolysis of efavirenz
    • Maurin RB, Rowe SM, Blom K, Pierce ME. Kinetics and mechanism of hydrolysis of efavirenz. Pharm Res. 2002; 19: 517-521.
    • (2002) Pharm Res , vol.19 , pp. 517-521
    • Maurin, R.B.1    Rowe, S.M.2    Blom, K.3    Pierce, M.E.4
  • 23
    • 34249016716 scopus 로고    scopus 로고
    • Reversibilty of enantiotropically related polymorphic transformations from a practical viewpoint: Thermal analysis of kinetically reversible/irreversible polymorphic transformations
    • Kawakami K. Reversibilty of enantiotropically related polymorphic transformations from a practical viewpoint: Thermal analysis of kinetically reversible/irreversible polymorphic transformations. J Pharm Sci, 2007; 96:982-989.
    • (2007) J Pharm Sci , vol.96 , pp. 982-989
    • Kawakami, K.1
  • 24
    • 58149322190 scopus 로고
    • Thermal analysis and calorimetric methods in the characterization of polymorphs and solvates
    • Giron D. Thermal analysis and calorimetric methods in the characterization of polymorphs and solvates. Thermochim Acta, 1995; 248:1-59.
    • (1995) Thermochim Acta , vol.248 , pp. 1-59
    • Giron, D.1
  • 25
    • 0025949389 scopus 로고
    • Heat of fusion measurement of a low melting polymorph of carbamazepine that undergoes multiple phase changes during differential scanning calorimetry analysis
    • Behme RJ, Brooke D. Heat of fusion measurement of a low melting polymorph of carbamazepine that undergoes multiple phase changes during differential scanning calorimetry analysis. J Pharm Sci, 1991; 80:986-990.
    • (1991) J Pharm Sci , vol.80 , pp. 986-990
    • Behme, R.J.1    Brooke, D.2
  • 26
    • 21644469633 scopus 로고    scopus 로고
    • Characterization of pharmaceutical polymorphs by isothermal calorimetry
    • Urakami K. Characterization of pharmaceutical polymorphs by isothermal calorimetry. Curr Pharm Biotech, 2005; 6: 193-203.
    • (2005) Curr Pharm Biotech , vol.6 , pp. 193-203
    • Urakami, K.1
  • 27
    • 34548016063 scopus 로고    scopus 로고
    • Quantifying solubility enhancement due to particle size reduction and crystal modification: Case study of acetyl salicylic acid
    • Hammond RB, Pencheva K, Roberts KJ, A Auffret. Quantifying solubility enhancement due to particle size reduction and crystal modification: Case study of acetyl salicylic acid. J Pharm Sci, 2007; 96: 1967-1973.
    • (2007) J Pharm Sci , vol.96 , pp. 1967-1973
    • Hammond, R.B.1    Pencheva, K.2    Roberts, K.J.3    Auffret, A.4
  • 28
    • 0029064484 scopus 로고
    • Significant discripancies between van't Hoff and calorimetric enthalpies
    • Naghibi H, Tamura A, Sturtevant JM. Significant discripancies between van't Hoff and calorimetric enthalpies. Proc Natl Acad Sci USA, 1995; 92: 5597-5599.
    • (1995) Proc Natl Acad Sci USA , vol.92 , pp. 5597-5599
    • Naghibi, H.1    Tamura, A.2    Sturtevant, J.M.3
  • 29
    • 0028805495 scopus 로고
    • Significant discripancies between van't Hoff and calorimetric enthalpies. II
    • Liu Y and Sturtevant JM. Significant discripancies between van't Hoff and calorimetric enthalpies. II. Protein Science, 1995; 4: 2559-2561.
    • (1995) Protein Science , vol.4 , pp. 2559-2561
    • Liu, Y.1    Sturtevant, J.M.2
  • 30
    • 0029074760 scopus 로고
    • Inferring thermodynamic stability relationship of polymorphs by melting data
    • L. Yu. Inferring thermodynamic stability relationship of polymorphs by melting data. J Pharm Sci, 1995; 84: 966-974.
    • (1995) J Pharm Sci , vol.84 , pp. 966-974
    • Yu, L.1
  • 31
    • 0034820059 scopus 로고    scopus 로고
    • Estimating the relative stability of polymorphs and hydrates from heat of solution and solubility data
    • Gu C-H, Grant DJW. Estimating the relative stability of polymorphs and hydrates from heat of solution and solubility data. J Pharm Sci, 2001; 90:1277-1287.
    • (2001) J Pharm Sci , vol.90 , pp. 1277-1287
    • Gu, C.-H.1    Grant, D.J.W.2
  • 33
    • 0036273482 scopus 로고    scopus 로고
    • Some physicochemical properties of doxazosin mesylate polymorphic forms and its amorphous state
    • Greman M, Vrecer F, Meden A. Some physicochemical properties of doxazosin mesylate polymorphic forms and its amorphous state. J Therm Ana and Cal, 2002; 68:373-387.
    • (2002) J Therm Ana and Cal , vol.68 , pp. 373-387
    • Greman, M.1    Vrecer, F.2    Meden, A.3
  • 34
    • 0027092645 scopus 로고
    • Characterization of polymorphs and solvates of 3-Amino-1-(m- trifluoromethylphenyl)-6-methyl-1H-pyridazin-4- one
    • Chauvet A, Masse J, Ribet JP, Bigg D, Autin JM, Maurel JL, Patoiseau JF, Jaud J. Characterization of polymorphs and solvates of 3-Amino-1-(m- trifluoromethylphenyl)-6-methyl-1H-pyridazin-4- one. J Pharm Sci, 1992; 81:836-841.
    • (1992) J Pharm Sci , vol.81 , pp. 836-841
    • Chauvet, A.1    Masse, J.2    Ribet, J.P.3    Bigg, D.4    Autin, J.M.5    Maurel, J.L.6    Patoiseau, J.F.7    Jaud, J.8
  • 35
    • 0025232683 scopus 로고
    • Study of the polymorphism of 3-(((3-(2-(7-chloro-2-quinolinyl)-(E)-ethenyl)phenyl)((3-(dimethylamino-3-oxoprpyl)thio)methyl)-thio)prpanoic acid (MK571) by DSC, TG, XRPD and solubility measurements
    • Ghodbane S, McCauley JA. Study of the polymorphism of 3-(((3-(2-(7-chloro-2-quinolinyl)-(E)-ethenyl)phenyl)((3-(dimethylamino-3-oxoprpyl)thio)methyl)-thio)prpanoic acid (MK571) by DSC, TG, XRPD and solubility measurements. Int J Pharm, 1990; 59:281-286.
    • (1990) Int J Pharm , vol.59 , pp. 281-286
    • Ghodbane, S.1    McCauley, J.A.2
  • 36
    • 0024521188 scopus 로고    scopus 로고
    • Polymorphism and crystal structure of 2R, 4S, 6-Fluoro-2-methyl-spiro [chroman-4, 4′-imidazoline]-2′, 5-dione (M79175)
    • Ashizawa K. Polymorphism and crystal structure of 2R, 4S, 6-Fluoro-2-methyl-spiro [chroman-4, 4′-imidazoline]-2′, 5-dione (M79175). J Pharm Sci, 1999; 78:256-260.
    • (1999) J Pharm Sci , vol.78 , pp. 256-260
    • Ashizawa, K.1
  • 37
    • 0242322069 scopus 로고    scopus 로고
    • Comparison of the four anhydrous polymorphs of carbamazepine and the crystal structure of Form I
    • Grzesiak AL, Lang M, Kim K, Matzger AJ. Comparison of the four anhydrous polymorphs of carbamazepine and the crystal structure of Form I. J Pharm Sci, 2003; 92:2260-2271.
    • (2003) J Pharm Sci , vol.92 , pp. 2260-2271
    • Grzesiak, A.L.1    Lang, M.2    Kim, K.3    Matzger, A.J.4
  • 38
    • 0029152059 scopus 로고
    • Solid state characterization of dehydroepiandrosterone
    • Chang L-C, Caira MR, Guillory JK. Solid state characterization of dehydroepiandrosterone. J Pharm Sci, 1995; 84:1169-1179.
    • (1995) J Pharm Sci , vol.84 , pp. 1169-1179
    • Chang, L.-C.1    Caira, M.R.2    Guillory, J.K.3
  • 39
    • 0031048775 scopus 로고    scopus 로고
    • The polymorphic drug substances of the European Pharmacopeia. Part 9. Physicochemical properties and crystal structure of acetazolamide crystal forms
    • Griesser UJ, Burger A, Mereiter K. The polymorphic drug substances of the European Pharmacopeia. Part 9. Physicochemical properties and crystal structure of acetazolamide crystal forms. J Pharm Sci, 1997; 86:352-358.
    • (1997) J Pharm Sci , vol.86 , pp. 352-358
    • Griesser, U.J.1    Burger, A.2    Mereiter, K.3


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