Enaminonitrile in heterocyclic synthesis: Synthesis and antimicrobial evaluation of some new pyrazole, isoxazole and pyrimidine derivatives incorporating a benzothiazole moiety

European Journal of Medicinal Chemistry

Volumn 44, Issue 12, 2009, Pages 4813-4818

  Bondock, Samir ^a   Fadaly, Walid ^a   Metwally, Mohamed A ^a  

^a Mansoura University   (Egypt)

Author keywords

Antimicrobial activity; Benzothiazoles; Enaminonitriles; Pyrimidines

Indexed keywords

1 (BENZOTHIAZOL 2 YL) 6 OXO 1,6 DIHYDROPYRIMIDINE 5 CARBONITRILE; 2,4 DIAMINO N (BENZOTHIAZOL 2 YL)PYRIMIDINE 5 CARBOXAMIDE; 3 (2 PHENYLHYDRAZINYL) N (BENZOTHIAZOL 2 YL) 2 CYANOACRYLAMIDE; 3 AMINO N (BENZOTHIAZOL 2 YL) 2 CYANOACRYLAMIDE; 4 AMINO N (BENZOTHIAZOL 2 YL) 1H 1,5 BENZODIAZEPINE 3 CARBOXAMIDE; 4 AMINO N (BENZOTHIAZOL 2 YL) 8,10 DIMETHYLPYRIDO[2',3':3,4]PYRAZOLO[1,5 A]PYRIMIDINE 3 CARBOXAMIDE; 4 AMINO N (BENZOTHIAZOL 2 YL)PYRIMIDO[1,2 A]BENZIMIDAZOLE 3 CARBOXAMIDE; 5 AMINO N (BENZOTHIAZOL 2 YL) 1 PHENYL 1H PYRAZOLE 4 CARBOXAMIDE; 5 AMINO N (BENZOTHIAZOL 2 YL) 1H PYRAZOLE 4 CARBOXAMIDE; 5 AMINO N (BENZOTHIAZOL 2 YL)ISOXAZOLE 4 CARBOXAMIDE; 7 AMINO N (BENZOTHIAZOL 2 YL)TETRAZOLO[1,5 A]PYRIMIDINE 6 CARBOXAMIDE; ANTIINFECTIVE AGENT; BENZOTHIAZOLE; CHLORAMPHENICOL; FLUCONAZOLE; HETEROCYCLIC COMPOUND; ISOXAZOLE DERIVATIVE; N (BENZOTHIAZOL 2 YL) 2 CYANO 3 (DIMETHYLAMINO)ACRYLAMIDE; N (BENZOTHIAZOL 2 YL) 2 CYANO 3 HYDRAZINYLACRYLAMIDE; N (BENZOTHIAZOL 2 YL) 4 IMINO 4H PYRIDO[1,2 A]PYRIMIDINE 3 CARBOXAMIDE; N (BENZOTHIAZOL 2 YL) 5 IMINO 5H [1,3]THIAZOLO[3,2 A]PYRIMIDINE 6 CARBOXAMIDE; NITRILE; NITROGEN DERIVATIVE; NUCLEOPHILE; PYRAZOLE DERIVATIVE; PYRIMIDINE DERIVATIVE; STREPTOMYCIN; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ANTIFUNGAL ACTIVITY; ARTICLE; BACILLUS SUBTILIS; BACILLUS THURINGIENSIS; BOTRYTIS FABAE; CHEMICAL REACTION; CONTROLLED STUDY; DRUG POTENCY; DRUG SYNTHESIS; ESCHERICHIA COLI; FUSARIUM OXYSPORUM; INFRARED SPECTROMETRY; MASS SPECTROMETRY; MINIMUM INHIBITORY CONCENTRATION; PROTON NUCLEAR MAGNETIC RESONANCE; PSEUDOMONAS AERUGINOSA; STRUCTURE ACTIVITY RELATION;

ANTI-BACTERIAL AGENTS; ANTIFUNGAL AGENTS; BACTERIA; BENZOTHIAZOLES; BOTRYTIS; DRUG DESIGN; FUSARIUM; HETEROCYCLIC COMPOUNDS; HETEROCYCLIC COMPOUNDS, 2-RING; ISOXAZOLES; MICROBIAL SENSITIVITY TESTS; MOLECULAR STRUCTURE; NITRILES; PYRAZOLES; PYRIMIDINES;

EID: 70449640310     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2009.07.024     Document Type: Article

References (25)

1. Oukli N., Comesse S., Chafi N., Oulyadi H., and Daich A. Tetrahedron Lett. 50 (2009) 1459-1462
2. Pilipecz M.V., Varga T.R., Mucsi Z., Scheiber P., and Nemes P. Tetrahedron 64 (2008) 5545-5550
3. Shaaban M.R. Heterocycles 75 (2008) 3005-3014
4. Radwan M.A., and El-Sherbiny M. Bioorg. Med. Chem. 15 (2007) 1206-1211
5. Al-Qalaf F., Abdelkhalik M.M., El-Enezi A., and Al-Ajimi J.R. Heterocycles 75 (2008) 145-156
6. Salaheldin A.M., and Alphy M.K. J. Heterocycl. Chem. 45 (2008) 307-310
7. Riyadh S.M., Abdelhamid I.A., Al-Matar H.M., Hilmy N.M., and Elnagdi M.H. Heterocycles 75 (2008) 1849-1905
8. Abdel-Motaleb R.M., Makhloof A.M.A.S., Ibrahim H.M., and Elnagdi M.H. J. Heterocycl. Chem. 44 (2007) 109-114
9. Ibrahim H.M., Makhseed S., Abdel-Motaleb R.M., Makhlouf A.M.A.S., and Elnagdi M.H. Heterocycles 71 (2007) 1951-1966
10. Lin K.S., Debnath M.L., Mathis C.A., and Klunk W. Bioorg. Med. Chem. Lett. 19 (2009) 2258-2262
11. Serdons K., Verduyckt T., Vanderghinste D., Borghgraef P., Cleynhens J., Van Leuven F., Kung H., Bormans G., and Verbruggen A. Eur. J. Med. Chem. 44 (2009) 1415-1426
12. Turan-Zitouni G., Demirayak S., Özdemir A., Kaplancikli Z.A., and Yildiz M.T. Eur. J. Med. Chem. 39 (2003) 267-272
13. Huang S.T., Hsei I.J., and Chen C. Bioorg. Med. Chem. 14 (2006) 6106-6119
14. Lion C.J., Matthews C.S., Wells G., Bradshaw T.D., Stevens M.F.G., and Westwell A.D. Bioorg. Med. Chem. Lett. 16 (2006) 5005-5008
15. Siddiqui N., Pandeya S.N., Khau S.A., Stables J., Rana A., Alam M., Arshad Md.F., and Bhat M.A. Bioorg. Med. Chem. 17 (2007) 255-259
16. Russo F., Romeo G., Santagati N.A., Caruso A., Cutuli V., and Amore D. Eur. J. Med. Chem. 29 (1994) 569-578
17. Russo F., and Santagati M. Farmaco Ed. Sci. 31 (1976) 41-48
18. Musser J.H., Brown R.E., Love B., Baily K., Jones H., Kahen R., Haung F., Khandwala A., and Leibowitz M. J. Med. Chem. 27 (1984) 121-125
19. Bondock S., Fadaly W., and Metwally M.A. J. Sulfur Chem. 30 (2009) 74-107
20. Metwally M.A., Keshk E.M., Fekry A., and Etman H.A. J. Chem. Res. 9 (2004) 602-604
21. Hussein A.M., Abu-Shanab F.A., Abdel-Raheim M.A.M., and El-Gaby M.S.A. Phosphorus, Sulfur Silicon Relat. Elem. 183 (2008) 1722-1734
22. El-Dean A.M., Geies A.A., Mohamed T.A., and Atalla A.A. Bull. Fac. Sci., Assiut Univ. 20 (1991) 15-21
23. El-Dean A.M., Geies A.A., Mohamed T.A., and Atalla A.A. Chem. Abstr. 116 (1992) 106161g
24. Radwan M.A.A., Ragab E.A., Shaaban M.R., and El-Nezhawy A.O.H. Arkivoc vii (2009) 281-291
25. Shamroukh A.H., Zaki M.E.A., Morsy E.M.H., Abdel-Motti F.M., and Abdel-Megeid F.M.E. Arch. Pharm. Chem. Life Sci. 340 (2007) 345-351