Synthesis and evaluation of 2,6-piperidinedione derivatives as potentially novel compounds with analgesic and other CNS activities

Inflammopharmacology

Volumn 14, Issue 1-2, 2006, Pages 62-71

  El Batran, S A ^a   Osman, A E N ^b   Ismail, M M ^c   El Sayed, A M ^c  

^a NATIONAL RESEARCH CENTRE   (Egypt)

^b CAIRO UNIVERSITY   (Egypt)

^c AL AZHAR UNIVERSITY   (Egypt)

Author keywords

Analgesic; Anticonvulsant; Carbamazepine; Novalgine; Phenobarbital sodium; Sedative

Indexed keywords

3 AZASPIRO[5,5]UNDECANE 2,4 DIONE; 3,5 DICYANO 2,6 PIPERIDINEDIONE; 8 AZASPIRO[4,5]DECANE 7,9 DIONE; CARBAMAZEPINE; DIPYRONE; GLUTARIMIDE DERIVATIVE; PHENOBARBITAL; UNCLASSIFIED DRUG;

ANALGESIC ACTIVITY; ANIMAL EXPERIMENT; ANTICONVULSANT ACTIVITY; ARTICLE; CENTRAL NERVOUS SYSTEM; CENTRAL NERVOUS SYSTEM FUNCTION; CONTROLLED STUDY; DOSE RESPONSE; DRUG SCREENING; DRUG SYNTHESIS; FEMALE; MALE; MOUSE; NONHUMAN; PRIORITY JOURNAL; RAT; SEDATION; SLEEP;

ANALGESICS, NON-NARCOTIC; ANIMALS; ANTICONVULSANTS; ELECTRIC STIMULATION; FEMALE; HYPNOTICS AND SEDATIVES; MALE; MICE; MOLECULAR STRUCTURE; PIPERIDONES; RATS; STRUCTURE-ACTIVITY RELATIONSHIP; TIME FACTORS;

EID: 33646253197     PISSN: 09254692     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10787-006-1498-4     Document Type: Article

References (22)

1. Charlier R., Prost M., Binon F. and Deltour G. (1961): Pharmacology of an anti-1-phenethyl(-2-prepynyl)-4-propinoxypipridine acid glumarate. Arch Intern Pharmacodynamic, 134, 306.
2. Danuta M., Eliza F. and Zdzislaw K. (1975): Pharmacological properties of new derivatives of glutethimide. Acta Pol. Pharm., 32(2), 243
3. (1975); through Chem. Abstr., 84, 12451v.
4. Fischer L. J. and Ambre J. J. (1976): Composition and methods for affecting sedation, (University of Iowa) U.S. 3,962,450 (Cl. 424-267; A61K31/445).
5. Foucaud P. A., Person H. and Robert A. (1964): Preparation of B,B-disubstituted α-cyanoacylamides and spectroscopic investigation of their structure. Bull Soc. Chem. Fr., 8, 1873-1876.
6. Jochheim K. A. and Gerberding I. (1955): Anticonvulsive use of glutethimid. Med. Monatsschr, 9, 808-811.
7. Kapure I. N. and Saxena H. C. (1972): Mathematical Statistics, S. Chand and Co Ltd., Ram Nagar, New Delhi.
8. Karli N., Gursoy A., Terzioglu U., Ozkirimli S., Ozer H. and Ekinci A. C. (1998): Synthesis and preliminary CNS depressant activity evaluation of new 3-[(3-substituted-5-methyl-4-thiazolidinon-2-ylidene)hydrazono] -1h-2-indolinones and 3-[(2-thioxo-3-substituted-4,5-imidazolidine-dion-1- ylimino]-1h-2-indolinones. Arch. Pham. Pharm. Med. Chem., 254.
9. Karras J. W., Lindquist N. A., Camenisch D. R., Elam L., Hope N., Jencius M., Kaim M. and Kharas G. B. (1998): Novel copolymers of halogen ring substituted 2-cyano-3-phenyl-2-propenamides and styrene. Pure Appl. Chem., A35(2), 395-400.
10. Manro M. R., Kanta C., Sharma R. C. and Kalsi P. S. (1995): Reaction of active methylene compounds with 3,4,5-trimethoxybenzalanilines and antifungal activity of products, J. Indian Counc.Chem., 11(1), 35-38.
11. Marshall P. J. and Vallance D. K. (1954): Anticonvulsant activity derivatives of succinimide, glutarimide, thiazolidinedione methanol and miscellaneous compounds: J. Pharm. and Pharmacol., 6, 740.
12. Osman A. N., Elgandy A., Kandel M. M., Ahmed E. M. and Abd Ellatif H. A. (2003): Pull. Fac. Pharm. Cairo University, 41(1), 51.
13. Richard G. R., Greenwood T. D., Nwokogu G. C., Pisipati J. S., Rogers T. G. and Wolfe J. F. (1990): Synthesis and anticonvulsant activity of 2-benzylglutarimides: J. Med. Chem., 33(3), 926.
14. Rizzo M., Morselli P. L. and Garattini S. (1971): Further observation on the interaction between phenobarbitone and diphenylhydantoin drug, chronic treatment in the rat. Biochem Pharmacol., 21: 449-454.
15. Somers T. C. (1956): New analeptics and hypnotics related to the barbiturate antagonist, "Bemegride": Nature, 178, 996.
16. Stiz D. S., Souza M. M., Golin V., Neto R. A. S., Correa R., Nunes R. J., Ynnes R. A. and Cechinel-Filho, V. (2000): Antinociceptive properties N-aryl-glutaramic acid and N-aryl-glutarimides: Pharmazie, 55(12), 942.
17. Tateoka Y., Kimura T., Kamiyama H., watanabe K., Yamamoto I. And HoIK (1988): Central effects of N-substituted derivatives of 2,6-dioxopiperidine in mice. Res. Common Chem. Pathol Pharmacol, 61(3), 315-26.
18. rd Edition, 434.
19. Wong M. G., Defina J. A. and Andrews P. R. (1986): Conformational analysis of clinically active anticonvulsant drugs: J. Med. Chem., 29, 562.
20. Yao-Hua Wu, Smiyh K. R. and Rayburn J. W. (1969): Psychosedative agents N-(4-phenyl-1-piperazinylalkyl)-substituted cyclic imides: J. Med. Chem, 12, 876.
21. Yao-Hua Wu, Rayburn J. W., Allen L. E., Ferguson H. C. and Kisse J. W. (1972): Psychosedative8-(4-substituted1-piperazinyakyl)-8-azaspiro[4,5]decane-7, 9diones. J. Med, Chem, 15, 477.
22. Yuji T., Toshiyuki K., Hidehiro K., Kazuhito W., Ikuo Y. and Kang H. I. (1988): Central effect of N - substituted derivatives of 2,6-dloxopiperidine in mice. Res. Commun. Chem. Pathol. Pharmacol., 61(3), 315.