Hydrogen bonding in three anticonvulsant enaminones

Journal of Molecular Structure

Volumn 525, Issue 1-3, 2000, Pages 141-152

  Kubicki, M ^a   Bassyouni, H A R ^b   Codding, P W ^c  

^a ADAM MICKIEWICZ UNIVERSITY   (Poland)

^b UNIVERSITY OF CALGARY   (Canada)

^c UNIVERSITY OF VICTORIA   (Canada)

Author keywords

Anticonvulsant activity; Crystal structure; Enaminones; Hydrogen bonds; Resonance assisted hydrogen bonds

Indexed keywords

4 (4 CHLOROANILINO) 6 METHYL 2 OXO 3 CYCLOHEXENE 1 CARBOXYLIC ACID METHYL ESTER; ANTICONVULSIVE AGENT; CYCLOHEXENE DERIVATIVE; ENAMINE; METHYL 4 [(4 ETHYLPHENYL)AMINO] 6 METHYL 2 OXO 3 CYCLOHEXEN 1 CARBOXYLIC ACID; METHYL 4 [(4' CHLORO 2' PYRIDINYL)AMINO] 6 METHYL 2 OXO 3 CYCLOHEXEN 1 CARBOXYLIC ACID; METHYL GROUP; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANTICONVULSANT ACTIVITY; ARTICLE; CONTROLLED STUDY; CRYSTAL STRUCTURE; DRUG STRUCTURE; HYDROGEN BOND; NONHUMAN; RAT; STEREOCHEMISTRY;

EID: 0034641310     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-2860(00)00410-5     Document Type: Article

References (22)

1. Edafiogho I.O., Hinko C.N., Chang H., Moore J.A., Mulzac D., Nicholson J.M., Scott K.R. J. Med. Chem. 35:1992;2798.
2. Scott K.R., Edafiogho I.O., Richardson E.L., Farrar V.A., Moore J.A., Tietz E.I., Hinko C.N., Chang H., El-Assadi A., Nicholson K.R. J. Med. Chem. 36:1993;1947.
3. Edafiogho I.O., Moore J.A., Farrar J.V.A., Nicholson J.M., Scott K.R. J. Pharm. Sci. 83:1994;79.
4. Scott K.R., Rankin G.O., Stables J.P., Alexander M.S., Edafiogho I.O., Farrar V.A., Kolen K.R., Moore J.A., Sims L.D., Tonnu A.D. J. Med. Chem. 38:1995;4033.
5. Kubicki M., Codding P.W. Acta Cryst. C. 49:1993;2045.
6. Bertolasi V., Gilli P., Ferretti V., Gilli G. Acta Cryst. B. 54:1998;50.
7. Gilli G., Bellucci F., Ferretti V., Bertolasi V. J. Am. Chem. Soc. 111:1989;1023.
8. Bertolasi V., Gilli P., Ferretti V., Gilli G. Acta Cryst. B. 51:1995;1004.
9. CAD-4 Software, Version 5, Enraf-Nonius, Delft, The Netherlands, 1989.
10. S. Rettig, ENPROC. Data Reduction Program for Enraf-Nonius CAD-4F Diffractometerer, University of British Columbia, Vancouver, BC, Canada, 1978.
11. Sheldrick G.M. Acta Cryst A. 46:1990;467.
12. Sheldrick G.M. SHELXL93. Program for the Refinement of Crystal Structures. 1993;University of Göttingen, Germany.
13. International Tables for X-ray Crystallography. vol. IV:1969;293-309 Kynoch Press, Birmingham.
14. Abrahams S.C., Keve E.T. Acta Cryst. A. 27:1971;157.
15. Duax W.L., Norton D.A. Atlas of Steroid Structure. vol. 1:1975;Plenum Press, New York.
16. Allen F.H., Kennard O. Chemical Design Automation News. 8:1993;31.
17. Etter M.C., MacDonald J.C., Bernstein J. Acta Cryst. B. 46:1990;256.
18. Bernstein J., Davis R.E., Shimoni L., Chang N.-L. Angew. Chem. Int. Ed. Engl. 34:1995;1555.
19. Etter M.C., Urbañczyk-Lipkowska Z., Jahn D.A., Frye J.S. J. Am. Chem. Soc. 108:1986;5871.
20. Murray-Rust P., Glusker J. J. Am. Chem. Soc. 106:1984;2383.
21. Taylor R., Kennard O., Versichel W. J. Am. Chem. Soc. 105:1983;5761.
22. Siemens, Stereochemical Workstation. Siemens Analytical X-ray Instruments Inc., Madison, WI, USA, 1989.