Synthesis and antibacterial activity of some new heterocycles incorporating phthalazine

European Journal of Medicinal Chemistry

Volumn 44, Issue 11, 2009, Pages 4448-4454

  Khalil, A M ^a   Berghot, M A ^a   Gouda, M A ^a  

^a Mansoura University   (Egypt)

Author keywords

Bacillus thuringiensis; Coumarine; Escherichia coli; Ketene N,S acetal; Ketene S,S diacetal; Phthalazine; Triazepine; Triazine

Indexed keywords

2 [(2 CHROMENON 3 YL)CARBONYL] 3,4,4A,5,10,10A HEXAHYDRO 1H 5,10 BENZENO BENZO[G] PHTHALAZINE 1,4 DIONE; 2 [(2 IMINO 2H CHROMEN 3 YL) CARBONYL] 3,4,4A,5,10,10A HEXAHYDRO 1H 5,10 BENZENO BENZO[G] PHTHALAZINE 1,4 DIONE; 2 [(3 AMINO BENZOPYRIDAZIN 2 YL)CARBONYL] 1,4 DIOXO 3,4,4A,5,10,10A HEXAHYDRO 1H 5,10 BENZENO BENZO[G]PHTHALAZINE; 2 [(4 AMINO 3 PHENYL 2 THIO (3H) 5 THIAZOL 5 YL)CARBONYL] 3,4,4A,5,10,10A HEXAHYDRO 1H 5,10 BENZENO BENZO[G] PHTHALAZINE 1,4 DIONE; 2 [BIS(METHYLTHIO) METHYLENE] 3 (1,4 DIOXO 3,4,4A,5,10,10A HEXAHYDRO 1H 5,10 BENZENO BENZO[G] PHTHALAZIN 2 YL) 3 OXOPROPIONONITRILE; 2 BROMO 3 (1,4 DIOXO 3,4,4A,5,10,10A HEXAHYDRO 1H 5,10 BENZENO BENZO[G] PHTHALAZIN 2 YL) 3 OXOPROPIONONITRILE; 2 METHYLTHIO 2 PHENYLAMINOMETHYLENE 3 (1,4 DIOXO 3,4,4A,5,10,10A HEXAHYDRO 1H 5,10 BENZENO BENZO[G] PHTHALAZIN 2 YL) 3 OXOPROPIONONITRILE; 2,2 DIBROMO 3 (1,4 DIOXO 3,4,4A,5,10,10A HEXAHYDRO 1H 5,10 BENZENO BENZO[G] PHTHALAZIN 2 YL) 3 OXOPROPIONONITRILE; 2,3,4,4A,5,10,10A HEPTAHYDRO 1H 5,10 BENZENOBENZO[G] PHTHALAZINE 1,4 DIONE; 3 (1,4 DIOXO 3,4,4A,5,10,10A HEXAHYDRO 1H 5,10 BENZENO BENZO[G] PHTHALAZIN 2 YL) 2 (1,3 DITHIAN 2 YLIDENE) 3 OXO PROPIONONITRILE; 3 (1,4 DIOXO 3,4,4A,5,10,10A HEXAHYDRO 1H 5,10 BENZENO BENZO[G] PHTHALAZIN 2 YL) 3 OXO 2 [3 (4,6 DIMETHYL 1H PYRAZOLO[3,4 B]PYRIDINE)HYDRAZONO]PROPIONONITRILE; 3 (1,4 DIOXO 3,4,4A,5,10,10A HEXAHYDRO 1H 5,10 BENZO BENZO[G] PHTHALAZIN 2 YL) 2 (1,3 DITHIOLAN 2 YLIDENE) 3 OXOPROPIONONITRILE; 3 (1,4 DIOXO 3,4,4E,5,10,10A HEXAHYDRO 1H 5,10 BENZENO BENZO[G]PHTHALAZIN 2 YL) 3 OXO PROPIONONITRILE; 3 HYDAZINO 6 METHYL 4 PHENYL 1,8,15 TRIOXO 8,8A,9,14,14A,15 HEXAHYDRO 3H [1',3'] THIAZOLO [4',5' E] 1H [1,2,4]TRIAZEPINO [1,2 B] 9,14 BENZENO BENZO [G] PHTHALAZINE; 4 PHENYL 3 THIO 1,8,15 TRIOXO 8,8A,9,14,14A,15 HEXAHYDRO 3H [1',3'] THIAZOLO [4',5' E] 1H [1,2,4]TRIAZEPINO [1,2 B] 9,14 BENZENO BENZO [G] PHTHALAZINE; METHYL 2 CYANO 3 (1,4 DIOXO 3,4,4A,5,10,10A HEXAHYDRO 1H 5,10 BENZENO BENZO[G] PHTHALAZIN 2 YL) 3 OXO PROPANE DITHIOTE; PHTHALAZINE DERIVATIVE; PYRIDOPYRAZOLOTRIAZINE DERIVATIVE; TRIAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; DRUG STRUCTURE; DRUG SYNTHESIS; INFRARED SPECTROSCOPY; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE;

ANIMALS; ANTI-BACTERIAL AGENTS; AZEPINES; BACILLUS THURINGIENSIS; COUMARINS; ESCHERICHIA COLI; MICE; MICROBIAL SENSITIVITY TESTS; MOLECULAR STRUCTURE; PHTHALAZINES; TRIAZINES;

EID: 70349777425     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2009.06.003     Document Type: Article

References (20)

1. Al-Assar F., Zelenin K.N., Lesiovskaya E.E., Bezhan I.P., and Chakchir B.A. Pharm. Chem. J. 36 (2002) 598-603
2. Jain R.P., and Vederas J.C. Bioorg. Med. Chem. Lett. 14 (2004) 3655-3658
3. Carling R.W., Moore K.W., Street L.J., Wild D., Isted C., Leeson P.D., Thomas S., O'Connor D., McKernan R.M., Quirk K., Cook S.M., Atack J.R., Wafford K.A., Thompson S.A., Dawson G.R., Ferris P., and Castro J.L. J. Med. Chem. 47 7 (2004) 1807-1822
4. Grasso S., De Sarro G., De Sarro A., Micale N., Zappalà M., Puja G., Baraldi M., and De Micheli C. J. Med. Chem. 43 15 (2000) 2851-2859
5. Nomoto Y., Obase H., Takai H., Teranishi M., Nakamura J., and Kubo K. Chem. Pharm. Bull. (Tokyo) 38 (1990) 2179-2182
6. Watanabe N., Kabasawa Y., Takase Y., Matsukura M., Miyazaki K., Ishihara H., Kodama K., and Adachi H. J. Med. Chem. 41 (1998) 3367-3372
7. Diels D., and Alder K. Ber. 64 B (1931) 2194-2200
8. Berghot M.A. Arch. Pharm. 325 (1992) 285-289
9. Berghot M.A. Arch. Pharm. Res. 24 4 (2001) 263-269
10. Berghot M.A., and Moawad E.B. Eur. J. Pharma. Sci. 20 2 (2003) 173-179
11. Nagai S.-i., Takemoto S., Ueda T., Mizutani K., Uozumi Y., and Tokuda H. J. Het. Chem. 38 5 (2001) 1097-1101
12. Veal G.J., Agrawal S., and Byrn R.A. Antiviral Res. 98 1 (1998) 63-73 C.A., 129 (1998) 12318e
13. Fleckenstein E., and Mohr R. Ger. Offen Patent 2 238 (1974) 406 C.A., 81 (1974) 65179g
14. Mohareb R.M., Sherif S.M., Abdel Aal F.A.M., and Sayed N.I.A. Liebigs Ann. Chem. 11 (1990) 1143-1146 C.A., 114 (1991) 23849v
15. Abdellatif M.S. Heterocyclic Chem. 14 7 (2003) 612-616
16. Srivastava A., Srivastava V., and Verma S.M. Pol. J. Chem. 68 1 (1994) 29-35 C.A., 121 (1994) 157621t
17. Dieter R.K. Tetrahedron 42 12 (1986) 3029-3096
18. Junjappa H., Ila H., and Asokan C.V. Tetrahedron 46 16 (1990) 5423-5506
19. Raslan M.A., Abd El-Aal R.M., Hassan M.E., Ahamed N.A., and Sadek K.U. J. Chin. Chem. Soc. 48 (2001) 91-99
20. Cruickshank R., Duguid J.P., Marion B.P., and Swain R.H.A. Medicinal Microbiology. twelfth ed. vol. II (1975), Churchill Livingstone, London 196-202