Synthesis of novel 1,3,4-oxadiazole derivatives as potential antimicrobial agents

Acta Poloniae Pharmaceutica - Drug Research

Volumn 67, Issue 3, 2010, Pages 247-253

  Rakesh, Chawla ^a   Anshu, Arora ^a   Parameswaran, Manoj Kumar ^b   Sharma, Prabodh Chander ^c   Michael, Sukumar ^b   Ravi, Thengungal Kochupappy ^b  

^a SD College of Pharmacy   (India)

^b India)   (India)

^c KURUKSHETRA UNIVERSITY   (India)

Author keywords

2,3 dihydro 1,3,4 Oxadiazole; Antibacterial; Antifungal; Benzo b thiophene

Indexed keywords

2 (3 CHLORO 1 BENZO[B]THIOPHEN 2 YL) 5 (2 CHLOROPHNEYL) 1,3,4 OXADIAZOLE; 2 (3 CHLORO 1 BENZO[B]THIOPHEN 2 YL) 5 (3 METHOXY 4 HYDROXYPHENYL) 1,3,4 OXADIAZOLE; 2 (3 CHLORO 1 BENZO[B]THIOPHEN 2 YL) 5 (3 NITROPHENYL) 1,3,4 OXADIAZOLE; 2 (3 CHLORO 1 BENZO[B]THIOPHEN 2 YL) 5 (4 CHLOROPHENYL) 1,3,4 OXADIAZOLE; 2 (3 CHLORO 1 BENZO[B]THIOPHEN 2 YL) 5 (4 FLUOROPHENYL) 1,3,4 OXADIAZOLE; 2 (3 CHLORO 1 BENZO[B]THIOPHEN 2 YL) 5 (4 METHOXYPHENYL) 1,3,4 OXADIAZOLE; 2 (3 CHLORO 1 BENZO[B]THIOPHEN 2Y L) 5 (3 METHOXYPHENYL) 1,3,4 OXADIAZOLE; 2 (3 CHLORO 1BENZO[B]THIOPHEN 2 YL) 5 PHENYL 1,3,4 OXADIAZOLE; 3 ACETYL 5 (3 CHLORO 1 BENZO[B]THIOPHEN 2 YL) 2 (2 CHLOROPHENYL) 2,3 DIHYDRO 1,3,4 OXADIAZOLE; 3 ACETYL 5 (3 CHLORO 1 BENZO[B]THIOPHEN 2 YL) 2 (3 METHOXY 4 HYDROXYPHENYL) 2,3 DIHYDRO 1,3,4 OXADIAZOLE; 3 ACETYL 5 (3 CHLORO 1 BENZO[B]THIOPHEN 2 YL) 2 (3 METHOXYPHENYL) 2,3 DIHYDRO 1,3,4 OXADIAZOLE; 3 ACETYL 5 (3 CHLORO 1 BENZO[B]THIOPHEN 2 YL) 2 (3 NITROPHENYL) 2,3 DIHYDRO 1,3,4 OXADIAZOLE; 3 ACETYL 5 (3 CHLORO 1 BENZO[B]THIOPHEN 2 YL) 2 (4 CHLOROPHENYL) 2,3 DIHYDRO 1,3,4 OXADIAZOLE; 3 ACETYL 5 (3 CHLORO 1 BENZO[B]THIOPHEN 2 YL) 2 (4 FLUOROPHENYL) 2,3 DIHYDRO 1,3,4 OXADIAZOLE; 3 ACETYL 5 (3 CHLORO 1 BENZO[B]THIOPHEN 2 YL) 2 (4 METHOXYPHENYL) 2,3 DIHYDRO 1,3,4 OXADIAZOLE; 3 ACETYL 5 (3 CHLORO 1 BENZO[B]THIOPHEN 2 YL) 2 PHENYL 2,3 DIHYDRO 1,3, OXADIAZOLE; 3 CHLORO 1 BENZO[B]THIOPHENE 2 CARBONYL CHLORIDE; ACETIC ANHYDRIDE; ALDEHYDE; ANTIFUNGAL AGENT; ANTIINFECTIVE AGENT; CHLORINE DERIVATIVE; CHLOROBENZENE; CIPROFLOXACIN; FLUCONAZOLE; HYDRAZINE; HYDRAZONE DERIVATIVE; OXADIAZOLE DERIVATIVE; TOSYLCHLORAMIDE SODIUM; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ANTIFUNGAL ACTIVITY; ANTIMICROBIAL ACTIVITY; ARTICLE; ASPERGILLUS NIGER; BACILLUS SUBTILIS; CANDIDA ALBICANS; CONTROLLED STUDY; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; ESCHERICHIA COLI; INFRARED SPECTROSCOPY; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; PSEUDOMONAS AERUGINOSA; STAPHYLOCOCCUS AUREUS; SUBSTITUTION REACTION;

ANTI-BACTERIAL AGENTS; ANTIFUNGAL AGENTS; BACTERIA; CHROMATOGRAPHY, THIN LAYER; DISK DIFFUSION ANTIMICROBIAL TESTS; DRUG DESIGN; FUNGI; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; OXADIAZOLES; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 77950853352     PISSN: 00016837     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (24)

1. Kim S.W., Kuti J.L., Nicolan D.P.: Curr. Infect. Dis. Rep. 10, 29 (2008).
2. Kaplancikli Z.A., Turan-Zitouni G., Ozdemir A., Revial G., Guven K.: Phosphorous Sulfur Silicon Relat. Elem.182, 749 (2007).
3. Sheehan D.J., Hitchcock C.A., Sibley C.M.: Clin. Microbiol. Rev. 12, 40 (1999).
4. Hood S., Denning D.W.: J. Antimicrob. Chemother. 37, 71 (1996).
5. Chabert J.F.D., Marquez B., Neville L., Joucla L., Broussous S. et al.: Bioorg. Med. Chem. 15, 4482 (2007).
6. Queiroz M.R.P., Ferreira I.C.F.R., Gaetano Y.D., Kirsch G., Calhelha R.C., Estevinho L.M.: Bioorg. Med. Chem. 14, 6827 (2006).
7. Ferreira I.C.F.R., Queiroz M.J.R.P., Vilas-Boas M., Estevinho L.M., Begouin A., Kirsch G.: Bioorg. Med. Chem. Lett. 16, 1384 (2006).
8. Krajewski K., Zhang Y., Parrish D., Deschamps J., Roller P.P., Vinay K.P.: Bioorg. Med. Chem. 16, 3034 (2006).
9. Encio I., Villar R., Migliaccio M., Gil M.J., Martinez-Merino, V.: Bioorg. Med. Chem. 12, 963 (2004).
10. Boulware S.L., Bronstein J.C., Nordby E.C., Weber P.C.: Antiviral Res. 51, 111 (2001).
11. Ngalakshmi G.: Dhaka Univ. J. Pharm. Sci. 6, 69 (2007).
12. Jin L., Chen J., Song B., Chen Z., Yang S., Li Q. et al.: Bioorg. Med. Chem. Lett. 16, 5036 (2006).
13. Undavia N.K., Trivedi P.B., Shanishchara A.P., Trivedi V.P.: J. Ind. Chem. Soc. 82, 746 (2005).
14. Kucukguzel S.G., Kucukguzel I., Tatar E., Rollas S., Sahin F. et al.: Eur. J. Med. Chem. 42, 893 (2007).
15. Navarrete-Vazquez G., Molina-Salinas G.M., Duarte-Fajardo Z.V., Vargas-Villarreal J., Estrada-Soto S. et al.: Bioorg. Med. Chem. 15, 5502 (2007).
16. Zarghi A., Tabatabai S.A., Mehrdad F., Ahadian A., Navabi P. et al.: Bioorg. Med. Chem. Lett. 15, 1863 (2005).
17. Jin L., Chen J., Song B., Chen Z., Yang S. et al.: Bioorg. Med. Chem. Lett. 16, 5036 (2006).
18. Shah H.P., Shah B.R., Bhatt J.J., Desai N.C., Trivedi P.B., Undavia N.K.: Indian J. Chem.: 37B, 180 (1998).
19. Chrysiha E.D., Kosmopoulou M.N., Tiraidis C., Kardakaris R., Bischler N. et al.: Protein Pharmacol. 14, 873 (2005).
20. Maslat A.O., Abussaud M., Tashtoush H., AL-Talib M.: Pol. J. Pharmacol. 54, 55 (2002).
21. th ed., p. 165, Longman, Harlow 1989.
22. Castle S.L., Buckhaults P.J., Baldwin, L.J.: J. Heterocycl. Chem. 24, 1103 (1987).
23. Musser J.H., Brown R.E., Loev B., Bailey K., Jones H. et al.: J. Med. Chem. 27, 121 (1984).
24. Bauer A.N., Kirby W.N.M., Sherries J.C., Truck M.: Am. J. Clin. Pathol. 45, 493 (1996).