کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
2486541 | 1114386 | 2009 | 9 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Intermolecular contacts influencing the conformational and geometric features of the pharmaceutically preferred mebendazole polymorph C
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کلمات کلیدی
موضوعات مرتبط
علوم پزشکی و سلامت
داروسازی، سم شناسی و علوم دارویی
اکتشاف دارویی
پیش نمایش صفحه اول مقاله
![عکس صفحه اول مقاله: Intermolecular contacts influencing the conformational and geometric features of the pharmaceutically preferred mebendazole polymorph C Intermolecular contacts influencing the conformational and geometric features of the pharmaceutically preferred mebendazole polymorph C](/preview/png/2486541.png)
چکیده انگلیسی
Mebendazole (MBZ) is a common benzimidazole anthelmintic that exists in three different polymorphic forms, A, B, and C. Polymorph C is the pharmaceutically preferred form due to its adequated aqueous solubility. No single crystal structure determinations depicting the nature of the crystal packing and molecular conformation and geometry have been performed on this compound. The crystal structure of mebendazole form C is resolved for the first time. Mebendazole form C crystallizes in the triclinic centrosymmetric space group and this drug is practically planar, since the least-squares methyl benzimidazolylcarbamate plane is much fitted on the forming atoms. However, the benzoyl group is twisted by 31(1)° from the benzimidazole ring, likewise the torsional angle between the benzene and carbonyl moieties is 27(1)°. The formerly described bends and other interesting intramolecular geometry features were viewed as consequence of the intermolecular contacts occurring within mebendazole C structure. Among these features, a conjugation decreasing through the imine nitrogen atom of the benzimidazole core and a further resonance path crossing the carbamate one were described. At last, the X-ray powder diffractogram of a form C rich mebendazole mixture was overlaid to the calculated one with the mebendazole crystal structure. © 2008 Wiley-Liss, Inc. and the American Pharmacists Association.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Pharmaceutical Sciences - Volume 98, Issue 7, July 2009, Pages 2336-2344
Journal: Journal of Pharmaceutical Sciences - Volume 98, Issue 7, July 2009, Pages 2336-2344
نویسندگان
Felipe T. Martins, Person P. Neves, Javier Ellena, Gerardo E. CamÃ, Elena V. Brusau, Griselda E. Narda,