Polymorphism of glimepiride: Crystallographic study, thermal transitions behavior and dissolution study

S.T.P. Pharma Sciences

Volumn 13, Issue 4, 2003, Pages 281-286

  Endo, T ^a   Iwata, M ^b   Nagase, H ^a   Shiro, M ^c   Ueda, H ^a  

^a HOSHI UNIVERSITY   (Japan)

^b Aventis Pharma Ltd   (Japan)

^c RIGAKU CORPORATION   (Japan)

Author keywords

Dissolution profile; Glimepiride; Polymorphism; Solubility; Thermal transition behavior; X ray crystal structure; X ray diffraction and differential scanning calorimetry simultaneous measurements

Indexed keywords

GLIMEPIRIDE;

ARTICLE; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; CRYSTALLIZATION; DIFFERENTIAL SCANNING CALORIMETRY; DRUG CONFORMATION; DRUG SOLUBILITY; HYDROGEN BOND; INFRARED SPECTROSCOPY; PHASE TRANSITION; X RAY CRYSTALLOGRAPHY; X RAY POWDER DIFFRACTION;

EID: 0242318934     PISSN: 11571489     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (26)

1. BRITTAIN H.G. (Ed.) - Polymorphism in pharmaceutical solids. - In: Drugs and the Pharmaceutical Sciences, Vol. 95, J. Swarbrick Executive Ed., Marcel Dekker, Inc., New York, 1999.
2. BORKA L. - Review on crystal polymorphism of substances in the European Pharmacopoeia - Pharm. Acta Helv., 66, 16-22, 1991.
3. SIMMONS D.L., RANZ R.J., GYANCHANDANI N.D. - Polymorphism in pharmaceuticals. III. Chlorpropamide. - Can. J. Pharm. Sci., 8, 125-127, 1973.
4. AL-SAIEQ S.S., RILEY G.S. - Polymorphism in sulphonylurea hypoglycaemic agents: II. Chlorpropamide. - Pharm. Acta Helv., 57, 8-11, 1982.
5. OTSUKA M., MATSUMOTO T., KANENIWA N. - Effects of the mechanical energy of multi-tableting compression on the polymorphic transformations of chlorpropamide. - J. Pharm. Pharmacol., 41, 665-669, 1989.
6. OTSUKA M., MATSUDA Y. - Effects of environmental temperature and compression energy on polymorphic transformation during tabletting. - Drug Dev. Ind. Pharm., 19, 2241-2269, 1993.
7. TUDOR A.M., CHURCH S.J., HENDRA P.J., DAVIES M.C., MELIA C.D. - The qualitative and quantitative analysis of chlorpropamide polymorphic mixtures by near-infrared Fourier transform raman spectroscopy. - Pharm. Res., 10, 1772-1776, 1993.
8. SIMMONS D. L., RANZ R.J., GYANCHANDANI N.D., PICOTTE P. - Polymorphism in pharmaceuticals. II. Tolbutamide. - Can. J. Pharm. Sci., 7, 121-123, 1972.
9. BURGER A. - Zur polymorphie oraler antidiabetika. - Sci. Pharm., 43, 161-168, 1975.
10. AL-SAIEQ S.S., RILEY G.S. - Polymorphism in sulphonylurea hypoglycaemic agents. I. Tolbutamide. - Pharm. Acta Helv., 56, 125-129, 1981.
11. TAKLA P.G., CHRONEOS I. - The polymorphism of acetohexamide. - J. Pharm. Pharmacol., 29, 640-642, 1977.
12. KURODA K., YOKOYAMA T., UMEDA T., TAKAGISHI Y. - Studies on drug non-equivalence. IV. Physicochemical studies on polymorphism of acetohexamide. - Chem. Pharm. Bull., 26, 2565-2568, 1978.
13. AL-SAIEQ S.S., RILEY G.S. - Polymorphism in sulphonylurea hypoglycaemic agents. III. Acetohexamide. - Pharm. Acta Helv., 57, 43-46, 1982.
14. MÖLLER H., WIRBITZKI E. - Regulatory aspects of modified release dosage forms: Special cases of dissolution testing using the flow-through system. - Boll. Chim. Farm., 132, 105-115, 1993.
15. IWATA M., NAGASE H., ENDO T., UEDA H. - Glimepiride. - Acta Crystallogr. Sect. C, 53, 329-331, 1997.
16. IZUMI F. - A software package for the Rietveld analysis of X-ray and neutron diffraction patterns. - J. Crystallogr. Soc. Jpn., 27, 23-31, 1985.
17. teXsan, Crystal structure analysis package, Molecular Structure Corporation, 3200 Research Forest Drive, The Woodlands, TX 77381, USA, 1985 & 1999.
18. ALTOMARE A., BURLA M.C., CAMALLI M., CASCARANO G.L., GIACOVAZZO C., GUAGLIARDI A., MOLITERNI A.G.G., POLIDORI G., SPAGNA R. - SIR97: a new tool for crystal structure determination and refinement. - J. Appl. Cryst., 32, 115-119, 1999.
19. SEKIGUCHI K., OWADA E., ITO K. - Studies on the molecular compounds of organic medicinals. IV. Physico-pharmaceutical properties of the molecular compound of homosulfanilamide and sulfathiazole. - Chem. Pharm. Bull., 15, 873-878, 1967.
20. TAKLA P.G., DAKAS C.J. - An infrared study of tautomerism in acetohexamide polymorphs. - J. Pharm. Pharmacol., 41, 227-230, 1989.
21. STEPHENSON G.A., PFEIFFER R.R., BYRN S.R. - Solid-state investigation of the tautomerism of acetohexamide. - Int. J. Pharm., 146, 93-99, 1997.
22. KIMURA K., HIRAYAMA F., UEKAMA K. - Characterization of tolbutamide polymorphs (Burger's Forms II and IV) and polymorphic transition behavior. - J. Pharm. Sci., 88, 385-391, 1999.
23. UCHIDA T., YONEMOCHI E., OGUCHI T., TERADA K., YAMAMOTO K., NAKAI Y. - Polymorphism of tegafur: physicochemical properties of four polymorphs. - Chem. Pharm. Bull., 41, 1632-1635, 1993.
24. PIRTTIMÄKI J., LAINE E., KETOLAINEN J., PARONEN P. - Effects of grinding and compression on crystal structure of anhydrous caffeine. - Int. J. Pharm., 95, 93-99, 1993.
25. UEDA H., NAMBU N., NAGAI T. - Dissolution behavior of chlorpropamide polymorphs. - Chem. Pharm. Bull., 32, 244-250, 1984.
26. UEDA H., NAMBU N., NAGAI T. - Thermodynamic properties of polymorphs of tolbutamide. - Chem. Pharm. Bull., 30, 2618-2620, 1982.