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Volumn 16, Issue 8, 2011, Pages 6549-6560

Synthesis and antimicrobial activity of some new pyrazoles, fused pyrazolo[3,4-d]-pyrimidine and 1,2-dihydroimidazo-[2,1-c][1,2,4]triazin-6-one derivatives

Author keywords

2 hydrazinyl 5 imidazolone; Antimicrobial activity; Hydrazonoyl halides; Imidazo 2,1 c 1,2,4 triazinone; Pyrazoles; Pyrazolo 3,4 d pyrimidinone

Indexed keywords

AMPHOTERICIN B; ANTIFUNGAL AGENT; ANTIINFECTIVE AGENT; IMIDAZOLE DERIVATIVE; PYRAZOLE DERIVATIVE; PYRIMIDINE DERIVATIVE; TETRACYCLINE; TRIAZINE DERIVATIVE;

EID: 80052209308     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules16086549     Document Type: Article
Times cited : (67)

References (38)
  • 1
    • 0016259815 scopus 로고
    • Preparation and antiinflammatory activity of some non-acidic trisubstituted imidazoles
    • Lombardino, J.G.; Wiseman, E.H. Preparation and antiinflammatory activity of some non-acidic trisubstituted imidazoles. J. Med. Chem. 1974, 17, 1182-1188.
    • (1974) J. Med. Chem. , vol.17 , pp. 1182-1188
    • Lombardino, J.G.1    Wiseman, E.H.2
  • 2
    • 30344431808 scopus 로고    scopus 로고
    • Synthesis, molecular modelling and enzymatic evaluation of (±)3,5-diphenyl-2-thioxoimidazolidin-4-ones as new potential cyclooxygenase inhibitors
    • DOI 10.1016/j.bmc.2005.09.005, PII S0968089605008497
    • Gauthier, M.P.; Michaux, C.; Rolin, S.; Vastersaegher, C.; Leval, X.; Julémont, F.; Pochet, L.; Masereel, B. Synthesis, molecular modelling and enzymatic evaluation of (±)3,5-diphenyl-2-thioxoimidazolidin-4-ones as new potential cyclooxygenase inhibitors. Bioorg. Med. 2006, 14, 918-927. (Pubitemid 43059783)
    • (2006) Bioorganic and Medicinal Chemistry , vol.14 , Issue.4 , pp. 918-927
    • Gauthier, M.P.1    Michaux, C.2    Rolin, S.3    Vastersaegher, C.4    De Leval, X.5    Julemont, F.6    Pochet, L.7    Masereel, B.8
  • 3
    • 79958258686 scopus 로고    scopus 로고
    • Synthesis characterization and antimicrobial studies of some new pyrazole incorporated imidazole derivatives
    • Vijesh, A.M.; Isloor, A.M.; Telkar, S.; Peethambar, S.K.; Rai, S.; Isloor, N. Synthesis, characterization and antimicrobial studies of some new pyrazole incorporated imidazole derivatives. Eur. J. Med. Chem. 2011, 46, 3531-3536.
    • (2011) Eur. J. Med. Chem. , vol.46 , pp. 3531-3536
    • Vijesh, A.M.1    Isloor, A.M.2    Telkar, S.3    Peethambar, S.K.4    Rai, S.5    Isloor, N.6
  • 5
    • 2142781641 scopus 로고    scopus 로고
    • Synthesis and in vitro antileukemic activity of new 4-triazenopyrazole derivatives
    • DOI 10.1016/j.farmac.2004.01.016, PII S0014827X04000527
    • Daidone, G.; Maggio, B.; Raffa, D.; Plescia, S.; Schillaci, D.; Raimondi, M.V. Synthesis and in vitro antileukemic activity of new 4-triazenopyrazole derivatives. ∏Farmaco 2004, 59, 413-417. (Pubitemid 38543116)
    • (2004) Farmaco , vol.59 , Issue.5 , pp. 413-417
    • Daidone, G.1    Maggio, B.2    Raffa, D.3    Plescia, S.4    Schillaci, D.5    Raimondi, M.V.6
  • 7
    • 34548814453 scopus 로고    scopus 로고
    • Synthesis and structure-activity relationships of novel 1-arylmethyl-3-aryl-1H-pyrazole-5-carbohydrazide derivatives as potential agents against A549 lung cancer cells
    • DOI 10.1016/j.bmc.2007.08.021, PII S0968089607007055
    • Xia, Y.; Dong, Z.-W.; Zhao, B.-X.; Ge, X.; Meng, N.; Shin, D.-S.; Miao, J.-Y. Synthesis and structure-activity relationships of novel 1-arylmethyl-3-aryl-1 H-pyrazole-5-carbohydrazide derivatives as potential agents against A549 lung cancer cells. Bioorg. Med. Chem. 2007, 15, 6893-6899. (Pubitemid 47451800)
    • (2007) Bioorganic and Medicinal Chemistry , vol.15 , Issue.22 , pp. 6893-6899
    • Xia, Y.1    Dong, Z.-W.2    Zhao, B.-X.3    Ge, X.4    Meng, N.5    Shin, D.-S.6    Miao, J.-Y.7
  • 8
    • 38749095499 scopus 로고    scopus 로고
    • Regioselective synthesis and antitumor screening of some novel N-phenylpyrazole derivatives
    • DOI 10.1016/j.bmc.2007.10.015, PII S0968089607008814
    • Farag, A.M.; Mayhoub, A.S.; Barakat, S.E.; Bayomi, A.H. Regioselective synthesis and antitumor screening of some novel N-phenylpyrazole derivatives. Bioorg. Med. Chem. 2008, 16, 881-889. (Pubitemid 351175638)
    • (2008) Bioorganic and Medicinal Chemistry , vol.16 , Issue.2 , pp. 881-889
    • Farag, A.M.1    Mayhoub, A.S.2    Barakat, S.E.3    Bayomi, A.H.4
  • 9
    • 1642346523 scopus 로고    scopus 로고
    • Synthesis and antiproliferative activity of triazenoindazoles and triazenopyrazoles: A comparative study
    • DOI 10.1016/j.ejmech.2003.11.012, PII S0223523403002320
    • Daidone, G.; Raffa, D.; Maggio, B.; Raimondi, M.V.; Plescia, F.; Schillaci, D. Synthesis and antiproliferative activity of triazenoindazoles and triazenopyrazoles: A comparative study. Eur. J. Med. Chem. 2004, 39, 219-224. (Pubitemid 38393748)
    • (2004) European Journal of Medicinal Chemistry , vol.39 , Issue.3 , pp. 219-224
    • Daidone, G.1    Raffa, D.2    Maggio, B.3    Raimondi, M.V.4    Plescia, F.5    Schillaci, D.6
  • 11
    • 6944222563 scopus 로고    scopus 로고
    • Natural and synthetic coumarin derivatives with anti-inflammatory/ antioxidant activities
    • Fylaktakidou, C.K.; Hadjipavlou, J.D.; Litinas, E.K.; Nicolaides, N.D. Natural and synthetic coumarin derivatives with anti-inflammatory/antioxidant activities. Curr. Pharm. Des. 2004, 10, 3813-3833.
    • (2004) Curr. Pharm. Des. , vol.10 , pp. 3813-3833
    • Fylaktakidou, C.K.1    Hadjipavlou, J.D.2    Litinas, E.K.3    Nicolaides, N.D.4
  • 12
    • 28844452830 scopus 로고    scopus 로고
    • Synthesis and cyclization reaction of pyrazolin-5-one derivatives
    • Jung, J.C.; Watkins, E.B.; Avery, M.A. Synthesis and cyclization reaction of pyrazolin-5-one derivatives. Heterocycles 2005, 65, 77.
    • (2005) Heterocycles , vol.65 , pp. 77
    • Jung, J.C.1    Watkins, E.B.2    Avery, M.A.3
  • 14
    • 33847055385 scopus 로고    scopus 로고
    • New thiopyrazolo[3,4-d]pyrimidine derivatives as anti-mycobacterial agents
    • DOI 10.1016/j.bmcl.2006.12.066, PII S0960894X06014697
    • Ballell, L.; Field, R.A.; Chung, G.A.C.; Young, R. New thiopyrazolo[3,4- d ]pyrimidine derivatives as anti-mycobacterial agents. J. Bioorg. Med. Chem. Lett. 2007, 17, 1736-1740. (Pubitemid 46274329)
    • (2007) Bioorganic and Medicinal Chemistry Letters , vol.17 , Issue.6 , pp. 1736-1740
    • Ballell, L.1    Field, R.A.2    Chung, G.A.C.3    Young, R.J.4
  • 15
    • 33845891369 scopus 로고    scopus 로고
    • 1 receptors and extracellular signal-regulated kinase 1/2 activation in human trabecular meshwork cells
    • DOI 10.1124/jpet.106.110981
    • Husain, S.; Shearer, T.W.; Crosson, C.E. Mechanisms linking adenosine A1 receptors and extracellular signal-regulated kinase 1/2 activation in human trabecular meshwork cells. J. Pharm. Exp. Ther. 2007, 320, 258-265. (Pubitemid 46025742)
    • (2007) Journal of Pharmacology and Experimental Therapeutics , vol.320 , Issue.1 , pp. 258-265
    • Husain, S.1    Shearer, T.W.2    Crosson, C.E.3
  • 16
    • 15744385708 scopus 로고    scopus 로고
    • Somatostatin-induced activation and up-regulation of N-methyl-D-aspartate receptor function: Mediation through calmodulin-dependent protein kinase II, phospholipase C, protein kinase C, and tyrosine kinase in hippocampal noradrenergic nerve endings
    • DOI 10.1124/jpet.104.079590
    • Pittaluga, A.; Feligioni, M.; Longordo, F.; Arvigo, M.; Raiteri, M. Somatostatin-induced activation and up-regulation of N-Methyl-D-aspartate receptor function: Mediation through calmodulin-dependent protein kinase II, phospholipase C, protein kinase C, and tyrosine kinase in hippocampal noradrenergic nerve endings. J. Pharm. Exp. Ther. 2005, 313, 242-249. (Pubitemid 40411348)
    • (2005) Journal of Pharmacology and Experimental Therapeutics , vol.313 , Issue.1 , pp. 242-249
    • Pittaluga, A.1    Feligioni, M.2    Longordo, F.3    Arvigo, M.4    Raiteri, M.5
  • 17
    • 0035120038 scopus 로고    scopus 로고
    • Protein tyrosine kinase inhibitors alter human dopamine transporter activity in Xenopus oocytes
    • Doolen, S.; Zahniser, N.R. Protein tyrosine kinase inhibitors alter human dopamine transporter activity in Xenopus oocytes. J. Pharm. Exp. Ther. 2001, 296, 931-938. (Pubitemid 32187367)
    • (2001) Journal of Pharmacology and Experimental Therapeutics , vol.296 , Issue.3 , pp. 931-938
    • Doolen, S.1    Zahniser, N.R.2
  • 18
    • 33645682128 scopus 로고    scopus 로고
    • Designing heterocyclic selective kinase inhibitors: From concept to new drug candidates
    • ICHC-20
    • Halazy, S. Designing heterocyclic selective kinase inhibitors: From concept to new drug candidates. ARKIVOC 2006, vii, 496-508. (Pubitemid 43533852)
    • (2006) Arkivoc , vol.2006 , Issue.7 , pp. 496-508
    • Halazy, S.1
  • 20
    • 0037077369 scopus 로고    scopus 로고
    • Development of new fungicides against Magnaporthe grisea: Synthesis and biological activity of pyrazolo[3,4-d][1,3]thiazine, pyrazolo[1,5-c][1,3,5] thiadiazine, and pyrazolo[3,4-d]pyrimidine derivatives
    • DOI 10.1021/jf0202436
    • Vicentini, C.B.; Forlani, G.; Manfrini, M.; Romagnoli, C.; Mares, D. Development of new fungicides against magnaporthe grisea: Synthesis and biological activity of pyrazolo[3,4-d][1,3]thiazine, pyrazolo[1,5-c][1,3,5] thiadiazine, and pyrazolo[3,4-d]pyrimidine derivatives J. Agric. Food Chem. 2002, 50, 4839-4845. (Pubitemid 34856153)
    • (2002) Journal of Agricultural and Food Chemistry , vol.50 , Issue.17 , pp. 4839-4845
    • Vicentini, C.B.1    Forlani, G.2    Manfrini, M.3    Romagnoli, C.4    Mares, D.5
  • 21
    • 0034913996 scopus 로고    scopus 로고
    • Pyrazolopyrimidines: Synthesis, effect on histamine release from rat peritoneal mast cells and cytotoxic activity
    • DOI 10.1016/S0223-5234(01)01225-9, PII S0223523401012259
    • Quintela, J.M.; Peinador, C.; Moreira, M.J.; Alfonso, A.; Botana, L.M.; Riguera, R. Pyrazolopyrimidines: Synthesis, effect on histamine release from rat peritoneal mast cells and cytotoxic activity. Eur. J. Med. Chem. 2001, 36, 321-332. (Pubitemid 32675224)
    • (2001) European Journal of Medicinal Chemistry , vol.36 , Issue.4 , pp. 321-332
    • Quintela, J.M.1    Peinador, C.2    Moreira, M.J.3    Alfonso, A.4    Botana, L.M.5    Riguera, R.6
  • 23
    • 0019813116 scopus 로고
    • Pyrazolopyrimidine nucleosides. 12. Synthesis and biological activity of certain pyrazolo[3,4-d]pyrimidine nucleosides related to adenosine
    • Bhat, G.A.; Montero, J.L.G.; Panzica, R.P.; Wotring, L.L.; Townsend, L.B. Pyrazolo-pyrimidine nucleosides: Synthesis and biological activity of certain pyrazolo[3,4-d]pyrimidine nucleosides related to adenosine. J. Med. Chem. 1981, 24, 1165-1172. (Pubitemid 12208773)
    • (1981) Journal of Medicinal Chemistry , vol.24 , Issue.10 , pp. 1165-1172
    • Bhat, G.A.1    Montero, J.L.G.2    Panzica, R.P.3
  • 24
    • 39049110109 scopus 로고    scopus 로고
    • Design synthesis characterization and antitubercular activity of some 2-heterocycle-substituted phenothiazines
    • Trivedi, A.R.; Siddiqui, A.B.; Shah, V.H. Design, synthesis, characterization and antitubercular activity of some 2-heterocycle-substituted phenothiazines. ARKIVOC 2008, ii, 210-217.
    • (2008) ARKIVOC , vol.2 , pp. 210-217
    • Trivedi, A.R.1    Siddiqui, A.B.2    Shah, V.H.3
  • 25
    • 3342912990 scopus 로고    scopus 로고
    • Synthesis and reactions of some new heterocyclic carbohydrazides and related compounds as potential anticancer agents
    • Mansour, A.K.; Eid, M.M.; Khalil, N.S.A.M. Synthesis and reactions of some new heterocyclic carbohydrazides and related compounds as potential anticancer agents. Molecules 2003, 8, 744-755. (Pubitemid 38990373)
    • (2003) Molecules , vol.8 , Issue.10 , pp. 744-755
    • Mansour, A.K.1    Eid, M.M.2    Khalil, N.S.A.M.3
  • 27
    • 34250799688 scopus 로고    scopus 로고
    • Synthesis spectral studies and biological activity of 3H-1,5-benzodiazepine derivatives
    • Kumar, R.; Joshi, Y.C. Synthesis, spectral studies and biological activity of 3H-1,5-benzodiazepine derivatives. ARKIVOC 2007, xiii, 142.
    • (2007) ARKIVOC , vol.13 , pp. 142
    • Kumar, R.1    Joshi, Y.C.2
  • 28
    • 28244455107 scopus 로고    scopus 로고
    • Synthesis and biological activities of 7-arylazo-7H-pyrazolo[5,1-c] [1,2,4] triazolo-6(5H)-ones and 7-arylhydrazono-7H-[1,2,4]triazolo-[3,4-b][1,3, 4] thiadiazines
    • Abdallah, M.A.; Riyadh, S.M.; Abbas, I.M.; Gomha, S.M. Synthesis and biological activities of 7-arylazo-7H-pyrazolo[5,1-c] [1,2,4] triazolo-6(5H)-ones and 7-arylhydrazono-7H-[1,2,4]triazolo-[3,4-b][1,3,4] thiadiazines. J. Chin. Chem. Soc. 2005, 52, 987-994.
    • (2005) J. Chin. Chem. Soc. , vol.52 , pp. 987-994
    • Abdallah, M.A.1    Riyadh, S.M.2    Abbas, I.M.3    Gomha, S.M.4
  • 29
    • 42249106823 scopus 로고    scopus 로고
    • Synthesis and antimicrobial activity of 3,5-disubstituted-1,3,4- thiadiazol-2-yliden by the intramolecular ring transformation of 1,3,4-oxadiazole
    • Abdallah, M.A.; Riyadh, S.M.; Abbas, I.M.; Gomha, S.M. Synthesis and antimicrobial activity of 3,5-disubstituted-1,3,4-thiadiazol-2-yliden by the intramolecular ring transformation of 1,3,4-oxadiazole. Int. J. Pure Appl. Chem. 2006, 1, 265-271.
    • (2006) Int. J. Pure Appl. Chem. , vol.1 , pp. 265-271
    • Abdallah, M.A.1    Riyadh, S.M.2    Abbas, I.M.3    Gomha, S.M.4
  • 30
    • 58849159113 scopus 로고    scopus 로고
    • A Facile one-pot synthesis of 4,5,6,7-tetrahydro-benzo[4,5]thieno[2,3- d]-1,2,4-triazolo[4,5-a]pyrimidin-5-one
    • Gomha, S.M. A Facile one-pot synthesis of 4,5,6,7-tetrahydro-benzo[4,5] thieno[2,3- d]-1,2,4-triazolo[4,5-a]pyrimidin-5-one. Monatsh. Chem. 2009, 140, 213-220.
    • (2009) Monatsh. Chem. , vol.140 , pp. 213-220
    • Gomha, S.M.1
  • 31
    • 79952860143 scopus 로고    scopus 로고
    • Synthesis Reactions and Antibacterial activity of 3-acetyl[1,2,4] triazolo[3,4-a]isoquinoline derivatives using Chitosan as heterogeneous catalyst under microwave irradiation
    • Hassaneen, H.M.; Hassaneen, H.M.E.; Mohammed, Y.S.; Pagni, R.M. Synthesis, Reactions and Antibacterial activity of 3-acetyl[1,2,4]triazolo[3,4- a]isoquinoline derivatives using Chitosan as heterogeneous catalyst under microwave irradiation. Z Naturforsch. 2011, 66b, 299-310.
    • (2011) Z Naturforsch. , vol.66 B , pp. 299-310
    • Hassaneen, H.M.1    Hassaneen, H.M.E.2    Mohammed, Y.S.3    Pagni, R.M.4
  • 32
    • 0037450446 scopus 로고    scopus 로고
    • A rapid and efficient microwave-assisted synthesis of hydantoins and thiohydantoins
    • DOI 10.1016/S0040-4020(03)00033-4
    • Muccioli, G.G.; Poupaert, J.H.; Wouters, J.; Norberg, B.; Poppitz, W.; Gerhard, K.; Lamberta, D.M. A rapid and efficient microwave-assisted synthesis of hydantoins and thiohydantoins. Tetrahedron 2003, 59, 1301-1307. (Pubitemid 36170218)
    • (2003) Tetrahedron , vol.59 , Issue.8 , pp. 1301-1307
    • Muccioli, G.G.1    Poupaert, J.H.2    Wouters, J.3    Norberg, B.4    Poppitz, W.5    Scriba, G.K.E.6    Lambert, D.M.7
  • 34
    • 72149126864 scopus 로고    scopus 로고
    • A convenient synthesis of 2(2-benz[b]furo)indoles and benzofuropyrazoles
    • Gaudarshivannanavar, B.C.; Jayadevappa, H.; Mahadevan, K.M. A convenient synthesis of 2(2-benz[b]furo)indoles and benzofuropyrazoles. Indian J. Chem. 2009, 48B, 1419-1423.
    • (2009) Indian J. Chem. , vol.48 B , pp. 1419-1423
    • Gaudarshivannanavar, B.C.1    Jayadevappa, H.2    Mahadevan, K.M.3
  • 35
    • 84983247030 scopus 로고
    • Synthesis of heterocycles. Part II new routes to acetylthiadiazolines and alkylazothiazoles
    • Eweiss, N.F.; Osman, A. Synthesis of heterocycles. Part II new routes to acetylthiadiazolines and alkylazothiazoles. J. Heterocycl. Chem. 1980, 17, 1713-1717.
    • (1980) J. Heterocycl. Chem. , vol.17 , pp. 1713-1717
    • Eweiss, N.F.1    Osman, A.2
  • 36
    • 0000585790 scopus 로고
    • Reaction of dimethylphenacylsulfonium bromide with N- nitrosoacetarylamides and reactions of the products with nucleophiles
    • Shawali, A.S.; Abdelhamid, A.O. Reaction of dimethylphenacylsulfonium bromide with N-nitrosoacetarylamides and reactions of the products with nucleophiles. Bull. Chem. Soc. Jpn. 1976, 49, 321-327.
    • (1976) Bull. Chem. Soc. Jpn. , vol.49 , pp. 321-327
    • Shawali, A.S.1    Abdelhamid, A.O.2
  • 37
    • 0028112288 scopus 로고
    • A survey of antifungal compounds from higher plants, 1982-1993
    • DOI 10.1016/0031-9422(94)85005-4
    • Grayer, R.J.; Harborne, J.B. A survey of antifungal compounds from higher plants. Phytochemistry 1994, 37, 19-42. (Pubitemid 2148797)
    • (1994) Phytochemistry , vol.37 , Issue.1 , pp. 19-42
    • Grayer, R.J.1    Harborne, J.B.2


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