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Volumn 9, Issue 6, 2012, Pages 611-617

Synthesis of novel azetidinone derivatives as antitubercular agents

Author keywords

2 amino 5 aryl 5H thiazolo 4,3 b 1,3,4 thiadiazoles; Antitubercular activity; Azetidin 2 ones; Schiff base

Indexed keywords

2 [(E) [[5 (4 HYDROXYPHENYL)[1,3]THIAZOLO[4,3 BETA][1,3,4]THIADIAZOL 2 YL]IMINO]METHYL]PHENOL; 2 AMINO 5 ARYL 5H THIAZOLO[4,3 BETA] L,3,4 THIADIAZOLE; 3 CHLORO 1 [5 (4 HYDROXYPHENYL)[1,3]THIAZOLO[4,3 BETA][1,3,4]THIADIAZOL 2 YL] 4 PHENYLAZETIDIN 2 ONE; 3 CHLORO 1 [5 (4 METHYLPHENYL)[1,3]THIAZOLO[4,3 BETA][1,3,4]THIADIAZOL 2 YL] 4 PHENYLAZETIDIN 2 ONE; 3 CHLORO 4 (2 CHLOROPHENYL) 1 (5 PHENYL[1,3]THIAZOLO[4,3 BETA][1,3,4]THIADIAZOL 2 YL)AZETIDIN 2 ONE; 3 CHLORO 4 (2 HYDROXYPHENYL) 1 [5 (4 HYDROXYPHENYL) [1,3] THIAZOLO[4,3 BETA][1,3,4] THIADIAZOL 2 YL]AZETIDIN 2 ONE; 3 CHLORO 4 (2 METHYLPHENYL) 1 [5 (4 METHYLPHENYL)[1,3]THIAZOLO[4,3 BETA][1,3,4]THIADIAZOL 2 YL]AZETIDIN 2 ONE; 3 CHLORO 4 (4 CHLOROPHENYL) 1 (5 PHENYL[1,3]THIAZOLO[4,3 BETA][1,3,4]THIADIAZOL 2 YL)AZETIDIN 2 ONE; 3 CHLORO 4 (4 METHYLPHENYL) 1 [5 (4 METHYLPHENYL)[1,3]THIAZOLO[4,3 BETA][1,3,4]THIADIAZOL 2 YL]AZETIDIN 2 ONE; 3 CHLORO 4 PHENYL 1 (5 PHENYL[1,3]THIAZOLO[4,3 BETA][1,3,4]THIADIAZOL 2 YL)AZETIDIN 2 ONE; 4 (2 [[(1E) (4 HYDROXYPHENYL)METHYLENE]AMINO][1,3]THIAZOLO[4,3 BETA][1,3,4]THIADIAZOL 5 YL)PHENOL; 4 (2 [[(1E) PHENYLMETHYLENE]AMINO][1,3]THIAZOLO[4,3 BETA][1,3,4]THIADIAZOL 5 YL)PHENOL; 5 (4 METHYLPHENYL) N [(1E) (2 METHYLPHENYL)METHYLENE][1,3]THIAZOLO[4,3 BETA][1,3,4]THIADIAZOL 2 AMINE; 5 (4 METHYLPHENYL) N [(1E) (4 METHYLPHENYL)METHYLENE][1,3]THIAZOLO[4,3 BETA][1,3,4]THIADIAZOL 2 AMINE; 5 (4 METHYLPHENYL) N [(1E) PHENYLMETHYLENE][1,3]THIAZOLO[4,3 BETA][1,3,4]THIADIAZOL 2 AMINE; 5 [4 (DIMETHYLAMINO)PHENYL] N [(1E) (2 METHOXYPHENYL)METHYLENE][1,3]THIAZOLO[4,3 BETA][1,3,4]THIADIAZOL 2 AMINE; 5 [4 (DIMETHYLAMINO)PHENYL] N [(1E) (4 METHOXYPHENYL)METHYLENE][1,3]THIAZOLO[4,3 BETA][1,3,4]THIADIAZOL 2 AMINE; 5 [4 (DIMETHYLAMINO)PHENYL]N [(1E)PHENYLMETHYLENE][1,3]THIAZOLO[4,3 BETA][1,3,4]THIADIAZOL 2 AMINE; 5 PHENYL N [(1E) PHENYLMETHYLENE][1,3]THIAZOLO[4,3 BETA][1,3,4]THIADIAZOL 2 AMINE; ALDEHYDE; AZETIDINONE DERIVATIVE; N [(1E) (2 CHLOROPHENYL)METHYLENE] 5 PHENYL[1,3]THIAZOLO[4,3 BETA][1,3,4]THIADIAZOL 2 AMINE; N [(1E) (4 CHLOROPHENYL)METHYLENE] 5 PHENYL[1,3]THIAZOLO[4,3 BETA][1,3,4]THIADIAZOL 2 AMINE; PYRAZINAMIDE; SCHIFF BASE; STREPTOMYCIN; THIADIAZOLE DERIVATIVE; TRIETHYLAMINE; TUBERCULOSTATIC AGENT; UNCLASSIFIED DRUG; UNINDEXED DRUG;

EID: 84861945904     PISSN: 15701808     EISSN: 1875628X     Source Type: Journal    
DOI: 10.2174/157018012800673038     Document Type: Article
Times cited : (10)

References (22)
  • 1
    • 0000201501 scopus 로고
    • The synthesis of natural ?-lactam antibiotics
    • Southgate, R. The synthesis of natural ?-lactam antibiotics. Contemp. Org. Synth., 1994. 1, 417-431.
    • (1994) Contemp. Org. Synth. , vol.1 , pp. 417-431
    • Southgate, R.1
  • 2
    • 0141786991 scopus 로고    scopus 로고
    • An efficient, stereoselective solid-phase synthesis of β-lactams using Mukaiyama's salt for the staudinger reaction
    • DOI 10.1021/cc020107d
    • Mata, E. G.; Fraga, M. A.; Delpiccolo, C. M. L. An Efficient, Stereoselective Solid-Phase Synthesis of ?-Lactams Using Mukaiyama's Salt for the Staudinger Reaction. J. Comb. Chem., 2003, 5, 208-210. (Pubitemid 37140564)
    • (2003) Journal of Combinatorial Chemistry , vol.5 , Issue.3 , pp. 208-210
    • Delpiccolo, C.M.L.1    Fraga, M.A.2    Mata, E.G.3
  • 3
    • 0030660723 scopus 로고    scopus 로고
    • The renewed challenge of antibacterial chemotherapy
    • Niccolai, D.; Trasi, L.; Thomas, R. J. The renewed challenge of antibacterial chemotherapy. Chem. Commun., 1997, 4, 2333-2342.
    • (1997) Chem. Commun. , vol.4 , pp. 2333-2342
    • Niccolai, D.1    Trasi, L.2    Thomas, R.J.3
  • 4
    • 0026014624 scopus 로고
    • Synthesis of 3-amino-2-azetidinones: A literature survey
    • Van der Steen, F. H.; Van Koten, G. Synthesis of 3-amino-2-azetidinones: A literature survey. Tetrahedron 1991, 47, 7503-7524.
    • (1991) Tetrahedron , vol.47 , pp. 7503-7524
    • Van Der Steen, F.H.1    Van Koten, G.2
  • 6
    • 0016799718 scopus 로고
    • Monocyclic antibiotic beta-lactams
    • Abdulla, R. F.; Fuhr, K. H. Monocyclic antibiotic beta-lactams. J. Med. Chem. 1975, 18, 625-627.
    • (1975) J. Med. Chem. , vol.18 , pp. 625-627
    • Abdulla, R.F.1    Fuhr, K.H.2
  • 8
    • 0034496985 scopus 로고    scopus 로고
    • Synthesis of some new 2-azetidinones as potential antitubercular agents
    • Parikh, K. A.; Oza, P. S.; Parikh, A. R. Synthesis of some new 2-azetidinones as potential antitubercular agents. Indian J. Chem. 2000, 39B, 716.
    • (2000) Indian J. Chem. , vol.39 B , pp. 716
    • Parikh, K.A.1    Oza, P.S.2    Parikh, A.R.3
  • 9
    • 0000011208 scopus 로고
    • Synthesis and biological activity of 4-thiazolidinones, 2-azetidinones, 4-imidazolinone derivatives having thymol moiety
    • Vashi, B. S.; Mehta, D. S.; Shah, V. H. Synthesis and biological activity of 4-thiazolidinones, 2-azetidinones, 4-imidazolinone derivatives having thymol moiety. Indian J. Chem., 1995, 34B, 802-808.
    • (1995) Indian J. Chem. , vol.34 B , pp. 802-808
    • Vashi, B.S.1    Mehta, D.S.2    Shah, V.H.3
  • 10
    • 33646559244 scopus 로고    scopus 로고
    • Synthesis and antiproliferative activity of N-substituted 2-amino-5-(2,4-dihydroxyphenyl)-1,3,4-thiadiazoles
    • DOI 10.1016/j.bmc.2006.02.027, PII S0968089606001799
    • Matysiak, J.; Opolski, A. Synthesis and antiproliferative activity of N-substituted 2-amino-5-(2,4-dihydroxyphenyl)-1,3,4-thiadiazoles. Bioorg. Med. Chem., 2006, 14, 4483-4489. (Pubitemid 43728673)
    • (2006) Bioorganic and Medicinal Chemistry , vol.14 , Issue.13 , pp. 4483-4489
    • Matysiak, J.1    Opolski, A.2
  • 11
    • 0020537722 scopus 로고
    • Synthesis of some N-(5-aryl/aryloxymethyl-1,3,4-thiadiazol-2-yl) glyoxylamide thiosemicarbazones as potential antiviral and antifungal agents
    • Giri, S. N.; Srivastava, U. C. Synthesis of some N-(5-aryl/aryloxymethyl- 1,3,4-thiadiazol-2-yl)-glyoxyla-mide thiosemicarbazones as potential antiviral and antifungal agents, Agric. Biol. Chem., 1983, 47, 103-105. (Pubitemid 13126841)
    • (1983) Agricultural and Biological Chemistry , vol.47 , Issue.1 , pp. 103-105
    • Giri, S.1    Nizamuddin2    Srivastava, U.C.3
  • 12
    • 62549153106 scopus 로고    scopus 로고
    • Synthesis, antimicrobial and cytotoxic activities of 1,3,4-oxadiazoles, 1,3,4-thiadiazoles and 1,2,4-triazoles
    • Padmavathi, V.; Reddy, G. S.; Padmaja, A.; Kondaiah, P.; Shazia, A. Synthesis, antimicrobial and cytotoxic activities of 1,3,4-oxadiazoles, 1,3,4-thiadiazoles and 1,2,4-triazoles, Eur. J. Med. Chem., 2009, 44, 2106-2112.
    • (2009) Eur. J. Med. Chem. , vol.44 , pp. 2106-2112
    • Padmavathi, V.1    Reddy, G.S.2    Padmaja, A.3    Kondaiah, P.4    Shazia, A.5
  • 14
    • 4644256276 scopus 로고    scopus 로고
    • Synthesis and anti-tubercular activity of a series of 2-sulfonamido/ trifluoromethyl-6-substituted imidazo[2,1-b]-1,3,4-thiadiazole derivatives
    • DOI 10.1016/j.bmc.2004.07.060, PII S0968089604005838
    • Gadad, A. K.; Noolvi, M. N.; Karpoormath, R. V. Synthesis and anti-tubercular activity of a series of 2-sulfonamido/trifluoro methyl-6-substituted imidazo[2,1-b]-1,3,4-thiadiazole derivatives. Bioorg Med Chem., 2004, 12, 5651-5659. (Pubitemid 39304064)
    • (2004) Bioorganic and Medicinal Chemistry , vol.12 , Issue.21 , pp. 5651-5659
    • Gadad, A.K.1    Noolvi, M.N.2    Karpoormath, R.V.3
  • 15
    • 42149101677 scopus 로고    scopus 로고
    • Synthesis and antioxidant properties of novel N-methyl-1,3,4-thiadiazol- 2-amine and 4-methyl-2H-1,2,4-triazole-3(4H)-thione derivatives of benzimidazole class
    • DOI 10.1016/j.bmc.2008.02.077, PII S0968089608001995
    • Kus, C.; Kilcigil, G. A.; Ozbey, S.; Kaynak, F. B.; Kaya, M.; Coban, T.; Eke, B. C. Synthesis and antioxidant properties of novel N-methyl-1,3,4- thiadiazol-2-amine and 4-methyl-2H-1,2,4-triazole-3(4H)-thione derivatives of benzimidazole class, Bioorg. Med. Chem., 2008, 16, 4294-4303. (Pubitemid 351539047)
    • (2008) Bioorganic and Medicinal Chemistry , vol.16 , Issue.8 , pp. 4294-4303
    • Kus, C.1    Ayhan-Kilcigil, G.2    Ozbey, S.3    Kaynak, F.B.4    Kaya, M.5    Coban, T.6    Can-Eke, B.7
  • 16
    • 41449111442 scopus 로고    scopus 로고
    • Synthesis, antimicrobial and anti-inflammatory activities of some 1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles and 1,2,4-triazolo[3,4-b][1,3,4] thiadiazines bearing trichlorophenyl moiety
    • DOI 10.1016/j.ejmech.2007.06.026, PII S0223523407002565
    • Karegoudar, P.; Prasad, D. J.; Ashok, M.; Mahalinga, M.; Poojary, B.; Holla, B. S. Synthesis, antimicrobial and anti-inflammatory activities of some 1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles and 1,2,4-triazolo[3,4-b][1,3,4] thiadiazines bearing trichlorophenyl moiety, Eur. J. Med. Chem, 2008, 43, 808-815. (Pubitemid 351454053)
    • (2008) European Journal of Medicinal Chemistry , vol.43 , Issue.4 , pp. 808-815
    • Karegoudar, P.1    Prasad, D.J.2    Ashok, M.3    Mahalinga, M.4    Poojary, B.5    Holla, B.S.6
  • 18
    • 34047221878 scopus 로고    scopus 로고
    • Synthesis and antimicrobial activities of some novel 1,2,4-triazolo[3,4- b]-1,3,4-thiadiazoles and 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazines carrying thioalkyl and sulphonyl phenoxy moieties
    • DOI 10.1016/j.ejmech.2006.10.010, PII S0223523406003849
    • Karabasanagouda, T.; Adhikari, A.V.; Shetty, N. S. Synthesis and antimicrobial activities of some novel 1,2,4-triazolo. -b]-1,3,4-thiadiazoles and 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazines carrying thioalkyl and sulphonyl phenoxy moieties, Eur. J. Med. Chem., 2007, Vol. 42, 521-529. (Pubitemid 46533874)
    • (2007) European Journal of Medicinal Chemistry , vol.42 , Issue.4 , pp. 521-529
    • Karabasanagouda, T.1    Adhikari, A.V.2    Shetty, N.S.3
  • 22
    • 2442551918 scopus 로고    scopus 로고
    • Comparison of Flow Cytometric and Alamar Blue Tests with the Proportional Method for Testing Susceptibility of Mycobacterium tuberculosis to Rifampin and Isoniazid
    • DOI 10.1128/JCM.42.5.2247-2248.2004
    • Reis, R. S.; Neves, Jr. I.; Lourenço, S. L. S.; Fonseca, L. S.; Lourenço, M. C. S. Comparison of Flow Cytometric and Alamar Blue Tests with the Proportional Method for Testing Susceptibility of Mycobacterium tuberculosis to Rifampin and Isoniazid. J. Clin. Microbiol., 2004, 42, 2247-2248. (Pubitemid 38637855)
    • (2004) Journal of Clinical Microbiology , vol.42 , Issue.5 , pp. 2247-2248
    • Reis, R.S.1    Neves Jr., I.2    Lourenco, S.L.S.3    Fonseca, L.S.4    Lourenco, M.C.S.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.