Conformational isomerism in the solid-state structures of tetracaine and tamoxifen with para-sulphonato-calix[4]arene

Journal of Molecular Structure

Volumn 965, Issue 1-3, 2010, Pages 116-120

  Danylyuk, Oksana ^a   Monachino, Melany ^b   Lazar, Adina N ^b   Suwinska, Kinga ^a   Coleman, Anthony W ^b  

^a INSTITUTE OF PHYSICAL CHEMISTRY   (Poland)

^b INSTITUT DE BIOLOGIE ET CHIMIE DES PROTÉINES   (France)

Author keywords

Calix 4 arene; Crystal structure; Drug; Tamoxifen; Tetracaine

Indexed keywords

BI-LAYER; CALIX[4]ARENE; CALIX[4]ARENES; CONFORMATIONAL ISOMERISM; DIFFERENT MODES; DRUG MOLECULES; GUEST-HOST; HYDROPHOBIC LAYERS; SOLID-STATE COMPLEXES; SOLID-STATE STRUCTURES; TAMOXIFEN; TETRACAINE; WATER MOLECULE;

COMPLEXATION; CONFORMATIONS; DRUG INTERACTIONS; DYES; MOLECULES; STEREOCHEMISTRY; STOICHIOMETRY;

CRYSTAL STRUCTURE;

EID: 74449091725     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2009.11.051     Document Type: Article

References (29)

1. Stella V.J., and Rajewski R.A. Pharm. Res. 14 (1997) 556
2. Gutsche C.D. Calixarenes: An Introduction. second ed. (2008), RSC, Cambridge
3. Perret F., Lazar A.N., and Coleman A.W. Chem. Comm. (2006) 2425
4. Paclet M.-H., Rousseau C.F., Campion Y., Morel F., and Coleman A.W. J. Incl. Phen. Macro. Chem. 55 (2006) 353
5. Coleman A.W., Jebors S., Cecillon S., Perret P., Garin D., Marti-Battle D., and Moulin M. New J. Chem. 32 (2008) 780
6. Yang W., and De Villiers M.M. J. Pharm. Pharmacol. 58 (2004) 629
7. Yang W., and De Villiers M.M. AAPS J. 7 (2005) E241
8. Yang W., and De Villiers M.M. J. Pharm. Pharmacol. 56 (2004) 703
9. Megyesi M., and Biczók L. Chem. Phys. Lett. 424 (2006) 71
10. A.W. Coleman, A.N. Lazar, K. Suwinska, O. Danyluk, (2007) World Patent PCT/FR2007/051129.
11. Dupont N., Lazar A.N., Perret F., Danylyuk O., Suwinska K., Navaza A., and Coleman A.W. Cryst. Eng. Comm. 10 (2008) 975
12. Atwood J.L., Barbour L.J., Dawson E.S., Junk P.C., and Kienzle J. Supramol. Chem. 7 (1996) 271
13. Lazar A.N., Danylyuk O., Suwińska K., and Coleman A.W. New J. Chem. 30 (2006) 59
14. Tetracaine, TAJQUR (tetra1), Hydroxytetracain hydrochloride:. Schmidt A.C., Schwarz I., and Mereiter K. I. Pharm. Sci. 95 (2006) 1097
15. TAJRAY (tetra2), Hydroxytetracain hydrochloride hydrate:. Schmidt A.C., Schwarz I., and Mereiter K. I. Pharm. Sci. 95 (2006) 1097
16. XISVOK (tetra3), Tetracaine hydrochloride:. Nowell H., Attfield J.P., Cole J.C., Cox P.J., Shankland K., Maginn S.J., and Motherwell W.D.S. New J. Chem. 26 (2002) 469
17. Tamoxifen, BUDJOZ (tamo1), (E)-lodo-tamoxifen:. Hunter D.H., Payne N.C., Rahman A., Richardson J.F., and Ponce Y.Z. Can. J. Chem. 61 (1983) 421
18. BUDJUF (tamo2), (Z)-lodo-temoxifen:. Hunter D.H., Payne N.C., Rahman A., Richardson J.F., and Ponce Y.Z. Can. J. Chem. 61 (1983) 421
19. DITKEW (tamo3), 2-Hydroxy-tamoxifen:. Kuroda R., Cutbush S., Neidle S., and Leung O.-T. J. Med. Chem. 28 (1985) 1497
20. DITKIA (tamo4), 3-Hydroxy-tamoxifen:. Kuroda R., Cutbush S., Neidle S., and Leung O.-T. J. Med. Chem. 28 (1985) 1497
21. DITKOG (tamo5), 2-Methyl-4-hydroxy-tamoxifen:. Kuroda R., Cutbush S., Neidle S., and Leung O.-T. J. Med. Chem. 28 (1985) 1497
22. FUPDOJ (tamo6), Tamoxifen citrate:. Goldberg I., and Becher Y. I. Pharm. Sci. 76 (1987) 259
23. TTAMOX01 (tamo7), Trans-tamoxifene:. Precigoux G., Courceille C., Geoffre S., and Hospital M. Acta Crystallogr., Sect. B: Struct. Crystallogr. Cryst. Chem. 35 (1979) 3070
24. VUWWOZ (tamo8), (Z)-4-Methylthiotamoxifen:. Blackburn G.M., Goodman I., and Smith A.J. Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 44 (1988) 1629
25. Coleman A.W., Bott S.G., Morley S.D., Means C.M., Robinson K., Zhang H., and Atwood J.L. Angew. Chemie. 100 (1988) 1412
26. Selkti M., Tomas A., Coleman A.W., Douteau-Guevel N., Nicolis I., Villain F., and de Rango C. Chem. Comm. (2000) 161
27. Ness T., Nichols P.J., and Raston C.L. Eur. J. Inorg. Chem. (2001) 1993
28. Sheldrick G.M. Acta Cryst. A46 (1990) 467
29. Sheldrick G.M. SHELXL-97. Program for the Refinement of Crystal Structures. (1997), University of Goettingen, Germany