Synthesis and antipsychotic and anticonvulsant activity of some new substituted oxa/thiadiazolylazetidinonyl/thiazolidinonylcarbazoles

European Journal of Medicinal Chemistry

Volumn 45, Issue 7, 2010, Pages 2777-2783

  Kaur, Hemlata ^a   Kumar, Sunil ^a   Vishwakarma, Pinki ^a   Sharma, Monica ^a   Saxena, K K ^a   Kumar, Ashok ^a  

^a LLRM MEDICAL COLLEGE   (India)

Author keywords

Acute toxicity; Anticonvulsant activity; Antipsychotic activity; Oxa thiadiazolyl azetidinonyl carbazoles; Oxa thiadiazolyl thiazolidinonyl carbazoles

Indexed keywords

9 [4 (4 HYDROXY 3 METHOXYPHENYL) 2 OXO THIAZOLIDIN 1'' YL 1', 3', 4' THIADIAZOL 5' YL] METHYLENE CARBAZOLE; 9 [4 (4 NN' DIPHENYLPHENYL) 2 OXO THIAZOLIDIN 1'' YL 1', 3', 4' THIADIAZOL 5' YL] METHYLENE CARBAZOLE; 9 [4' (2 BROMOPHENYL) 2 OXO THIAZOLIDIN 1'' YL 1', 3', 4' THIADIAZOL 5 YL] METHYLENE CARBAZOLE; 9 [4' (2 BROMOPHENYL) 3 CHLORO 2 OXO AZETIDIN 1'' YL 1', 3', 4' OXADIAZOL 5' YL] METHYLENE CARBAZOLE; 9 [4' (2 BROMOPHENYL) 3 CHLORO 2 OXO AZETIDIN 1'' YL 1', 3', 4' THIADIAZOL 5' YL] METHYLENE CARBAZOLE; 9 [4' (2,4 DIHYDROXYPHENYL) 2 OXO THIAZOLIDIN 1'' YL 1', 3', 4' OXADIAZOL 5' YL] METHYLENE CARBAZOLE; 9 [4' (2,4 DIHYDROXYPHENYL) 2 OXO THIAZOLIDIN 1'' YL 1', 3', 4' THIADIAZOL 5' YL] METHYLENE CARBAZOLE; 9 [4' (2,4 DIHYDROXYPHENYL) 3 CHLORO 2 OXO AZETIDIN 1'' YL 1', 3', 4' THIADIAZOL 5' YL] METHYLENE CARBAZOLE; 9 [4' (2,4 DIHYDROXYPHENYL) 3 CHLORO 2 OXO AZETIDIN 1'' YL 1', 3', 4', OXADIAZOL 5' YL] METHYLENE CARBAZOLE; 9 [4' (4 HYDROXY 3 METHOXYPHENYL) 2 OXO THIAZOLIDIN 1'' YL 1', 3', 4' OXADIAZOL 5' YL] METHYLENE CARBAZOLE; 9 [4' (4 HYDROXY 3 METHOXYPHENYL) 3 CHLORO 2 OXO AZETIDIN 1'' YL 1', 3', 4' OXADIAZOL 5' YL] METHYLENE CARBAZOLE; 9 [4' (4 HYDROXY 3 METHOXYPHENYL) 3 CHLORO 2 OXO AZETIDIN 1'' YL 1', 3', 4' THIADIAZOL 5' YL] METHYLENE CARBAZOLE; 9 [4' (4 HYDROXYPHENYL) 2 OXO THIAZOLIDIN 1'' YL 1', 3', 4' OXADIAZOL 5' YL] METHYLENE CARBAZOLE; 9 [4' (4 HYDROXYPHENYL) 3 CHLORO 2 OXO AZETIDIN 1'' YL 1', 3', 4' OXADIAZOL 5' YL] METHYLENE CARBAZOLE; 9 [4' (4 HYDROXYPHENYL) 3 CHLORO 2 OXO AZETIDIN 1'' YL 1', 3', 4' THIADIAZOL 5' YL] METHYLENE CARBAZOLE; 9 [4' (4 NN' DIMETHYLAMINOPHENYL) 3 CHLORO 2 OXO AZETIDIN 1'' YL 1', 3', 4' OXADIAZOL 5' YL] METHYLENE CARBAZOLE; 9 [4' (4 NN' DIMETHYLAMINOPHENYL) 3 CHLORO 2 OXO AZETIDIN 1'' YL 1', 3', 4' THIADIAZOL 5' YL] METHYLENE CARBAZOLE; 9 [4' (4 NN' DIPHENYLPHENYL) 2 OXO THIAZOLIDIN 1'' YL 1', 3', 4' OXADIAZOL 4' YL] METHYLENE CARBAZOLE; 9 [4' (BROMOPHENYL) 2 OXO THIAZOLIDIN 1'' YL 1', 3' 4' OXADIAZOL 5' YL] METHYLENE CARBAZOLE; ANTICONVULSIVE AGENT; CARBAZOLE DERIVATIVE; NEUROLEPTIC AGENT; UNCLASSIFIED DRUG;

ANTICONVULSANT ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; PROTON NUCLEAR MAGNETIC RESONANCE;

ANTICONVULSANTS; ANTIPSYCHOTIC AGENTS; CARBAZOLES; LETHAL DOSE 50; OXADIAZOLES; SEIZURES; THIADIAZOLES;

EID: 77954348924     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2010.02.060     Document Type: Article

References (24)

1. W. Schindler, and F. Hafliger Helv. Chim. Acta 37 2 1954 472 483 10.1002/hlca1954037
2. M.A. Houtkooper, A. Lamertsma, J.W.W. Meyer, D.M. Goedhart, H. Meinardi, C.A.E.H. Van Oorschot, G.F. Blom, R.J.E.A. Hoppener, and J.A.R.J. Hulsman Epilepsia 28 6 2007 693 698
3. M. Mazza, G.D. Merca, and D.M. Nicola Epilepsy Behav. 10 3 2007 397 401
4. C. Dulsat, N. Mealy, R. Castaner, and J. Bolos Drugs Future 34 3 2009 189
5. C.F. Masaguer, E. Ravina, J.A. Fontenla, B. Jose, T. Helena, and I.L. Maria Eur. J. Med. Chem. 35 2000 83 95
6. S.N. Rastogi, and N. Anand Indian J. Chem. 26B 1987 335 340
7. Y.K. Shukla, and S.D. Srivastava Indian J. Chem. 33B 1994 397 399
8. W.S. Messer, J.R., Yang Cao, Frederick Tejada, Patent US 2009/0012101 A1
9. G.J. Macdonaled, C.L. Branch, M.D. Hadley, C.N. Johnson, D.J. Nash, A.B. Smith, G. Stemp, K.M. Thewlis, A.K.K. Vong, N.E. Austin, P. Jeffrey, K.Y. Winborn, I. Boyfield, J.J. Hagan, D.N. Middlemiss, C. Reavill, G.J. Riley, J.M. Watson, M. Wood, S.G. Parker, and C.R. Ashby J. Med. Chem. 46 2003 4952 4964
10. F.P. Bymaster, H.E. Shannon, K. Rasmussen, N.W. Delapp, C.H. Mitch, J.S. Ward, D.O. Calligaro, T.S. Ludvigsen, M.J. Sheardown, P.H. Olesen, M.D. Swedberg, P. Sauerberg, and J.A. Fink Eur. J. Pharmacol. 356 23 1998 109 119
11. P. Sauerberg, L. Jeppesen, P.H. Olesen, T.R. Asmussen, M.D. Swedberg, M.J. Sheardown, J.A. Fink, C. Thomsen, H. Thogersen, K. Rimvall, J.S. Ward, D.O. Calligaro, N.W. Delapp, F.P. Bymaster, and H.E. Shannon J. Med. Chem. 41 22 1998 4378 4384
12. N.J. Harib, J.G. Jurcak, D.E. Bregna, D.E.R.W. Dunn, H.M. Geyer, H.B. Hartman, J.E. Roehr, K.L. Rogers, D.K. Rush, and A.M. Szczepanik J. Med. Chem. 35 14 1992 2712 2715
13. N.J. Harib, J.F. Jurcak, D.E. Bregna, K.L. Burqher, H.B. Hartman, S. Kafka, L.L. Kerman, S.K. Ongsamut, J.E. Roehr, M.R. Szewczak, K.A.T. Woods, and R. Corbett J. Med. Chem. 39 20 1996 4044 4057
14. M.A. Omaima, and M.A.E. El-Metwalli Archiv. Pharm. 325 2006 603 608
15. P. Mishra, A.K. Shakya, R.K. Agarwal, and G.K. Patnaik J. Indian Chem. Soc. 67 1990 520 521
16. V. Jatav, P. Mishra, S. Kashaw, and J.P. Stables Eur. J. Med. Chem. 10 2002 2893 2898
17. A. Almasirad, S.A. Tabatabai, M. Faizi, A. Kebriacezadch, N. Mehrabi, A. Dalvandi, and A. Shafiee Bioorg. Med. Chem. 14 2004 6057 6059
18. S.K. Srivastava, S. Srivastava, and S.D. Srivastava Indian J. Chem. 41B 2002 2357 2363
19. A.R.S. Murugasen J. Pharm. Bios. 2 2 2005 162 168
20. A. Agarwal, S. Lata, K.K. Saxena, V.K. Srivastava, and A. Kumar Eur. J. Med. Chem. 41 2006 1223 1229
21. B. Castall, and R.J. Naylor Eur. J. Pharmacol. 27 1974 46 58
22. S.M. Dunham, and T.S. Miya J. Am. Pharm. Assoc. 426 1957 208 209
23. J.E.P. Toman, E.A. Swinyard, and L.S. Goodman J. Neurophysiol. 9 1946 231 240
24. Q.E. Smith, Pharmacological Screening Tests Progress in Medicinal Chemistry vol. 1 1960 Butterworths London 1 33