The confusion of indexing aspirin crystals

被引:29
作者
Aubrey-Medendorp, Clare [1 ]
Parkin, Sean [2 ]
Li, Tonglei [1 ]
机构
[1] Univ Kentucky, Dept Pharmaceut Sci, Lexington, KY 40536 USA
[2] Univ Kentucky, Dept Chem, Lexington, KY 40536 USA
关键词
wettability; contact angle; crystal packing; indexing; aspirin; X-ray diffraction;
D O I
10.1002/jps.21055
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Much of the existing literature dealing with crystalline aspirin is vague or ambiguous with regard to indexing of the crystal faces. The inconsistency with which the indices of the dominant faces have been assigned leads to confusion in analysis of surface properties. To clarify this, we have conducted crystal growth experiments on aspirin, and indexed the crystal faces with X-ray diffraction (XRD), paying special attention to the placement of symmetry elements. The space group was confirmed as P2(1)/c, and the dominant face was (100). Contact angle measurements made on the two major faces of aspirin indicate the (100) face to be more hydrophobic than the (001) face, likely due to the acetyloxy moiety, not the carboxyl, exposed on the (100). (C) 2007 Wiley-Liss, Inc. and the American Pharmacists Association J Pharm Sci 97:1361-1367, 2008.
引用
收藏
页码:1361 / 1367
页数:7
相关论文
共 24 条
[1]  
[Anonymous], [No title captured], Patent No. [644,077, 644077]
[2]  
Bond AD, 2007, ANGEW CHEM INT EDIT, V46, P618, DOI 10.1002/anie.200603373
[3]   On the polymorphism of aspirin [J].
Bond, Andrew D. ;
Boese, Roland ;
Desiraju, Gautam R. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (04) :615-617
[4]  
Byrn S.R., 1999, Solid State Chemistry of Drugs, VSecond
[5]   A structural-kinetic approach to model face-specific solution/crystal surface energy associated with the crystallization of acetyl salicylic acid from supersaturated aqueous/ethanol solution [J].
Hammond, Robert B. ;
Pencheva, Klimentina ;
Roberts, Kevin J. .
CRYSTAL GROWTH & DESIGN, 2006, 6 (06) :1324-1334
[6]   In situ neutron diffraction studies of single crystals and powders during microwave irradiation [J].
Harrison, A ;
Ibberson, R ;
Robb, G ;
Whittaker, G ;
Wilson, C ;
Youngson, D .
FARADAY DISCUSSIONS, 2003, 122 :363-379
[7]   Crystal structure and surface properties of an investigational drug - A case study [J].
Kiang, YH ;
Shi, HG ;
Mathre, DJ ;
Xu, W ;
Zhang, D ;
Panmai, S .
INTERNATIONAL JOURNAL OF PHARMACEUTICS, 2004, 280 (1-2) :17-26
[8]  
KIM Y, 1985, CHEM PHARM BULL, V33, P2641
[9]  
KOZU S, 1935, P IMP ACAD TOKYO, V11, P381
[10]   Face-integrated Fukui function: Understanding wettability anisotropy of molecular crystals from density functional theory [J].
Li, TL ;
Liu, SB ;
Feng, SX ;
Aubrey, CE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (05) :1364-1365