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Volumn 7, Issue 6, 2011, Pages 697-703

Synthesis, structure and antibacterial evaluation of Some N-substituted 3-amino-5-hydroxy-4-phenyl-1H-pyrazole-1-carboxamides

Author keywords

Antibacterial activity; Pyrazole; Synthesis; X ray analysis

Indexed keywords

AMPICILLIN; CEFUROXIME; N (1 NAPHTHYL) 3 AMINO 5 HYDROXY 4 PHENYL 1H PYRAZOLE 1 CARBOXAMIDE; PYRAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 80655144324     PISSN: 15734064     EISSN: 18756638     Source Type: Journal    
DOI: 10.2174/157340611797928433     Document Type: Article
Times cited : (12)

References (32)
  • 1
    • 85041944712 scopus 로고    scopus 로고
    • In Targets in Heterocyclic Systems; Attanasi, O.A.; Spinelli, D., Eds. Royal Society of Chemistry: Cambridge
    • Elguero, J.; Goya, P.; Jagerovic, N.; Silva, A. M. S. Pyrazoles as Drugs: Facts and Fantasies. In Targets in Heterocyclic Systems; Attanasi, O.A.; Spinelli, D., Eds.; Royal Society of Chemistry: Cambridge, 2002; Vol. 6, pp. 52-98.
    • (2002) Pyrazoles as Drugs: Facts and Fantasies , vol.6 , pp. 52-98
    • Elguero, J.1    Goya, P.2    Jagerovic, N.3    Silva, A.M.S.4
  • 2
    • 36549013145 scopus 로고    scopus 로고
    • Chemistry in crop protection. Part 4. Pyrazole chemistry in crop protection
    • Lamberth, C. Chemistry in Crop Protection. Part 4. Pyrazole Chemistry in Crop Protection. Heterocycles, 2007, 71, 1467-1502.
    • (2007) Heterocycles , vol.71 , pp. 1467-1502
    • Lamberth, C.1
  • 3
    • 0042530225 scopus 로고    scopus 로고
    • Regioselective synthesis of 1,3,4,5-tetrasubstituted pyrazoles from Baylis-Hillman adducts
    • DOI 10.1016/S0040-4039(03)01648-4
    • Lee, K.Y.; Kim, J.M.; Kim, J.N. Regioselective synthesis of 1,3,4,5-tetrasubstituted pyrazoles from Baylis-Hillman adducts. Tetrahedron Lett., 2003, 44, 6737-6740. (Pubitemid 36966037)
    • (2003) Tetrahedron Letters , vol.44 , Issue.35 , pp. 6737-6740
    • Lee, K.Y.1    Kim, J.M.2    Kim, J.N.3
  • 4
    • 0021082923 scopus 로고
    • Antidiabetic activity of some 1-substituted 3,5-dimethylpyrazoles
    • Soliman, R.; Darwish, S.A. Antidiabetic activity of some 1-substituted 3,5-dimethylpyrazoles. J. Med. Chem., 1983, 26, 1659-1663. (Pubitemid 14245365)
    • (1983) Journal of Medicinal Chemistry , vol.26 , Issue.11 , pp. 1659-1663
    • Soliman, R.1    Darwish, S.A.S.2
  • 6
    • 41649097951 scopus 로고    scopus 로고
    • Synthesis, structure and antibacterial activity of novel 1-(5-substituted-3-substituted-4,5-dihydropyrazol-1-yl)ethanone oxime ester derivatives
    • DOI 10.1016/j.bmc.2008.01.035, PII S0968089608000503
    • Liu, X.L.; Cup, P.; Song, B.A.; Bhadury, P.S.; Zhu, H.L.; Wang, S.F. Synthesis, structure and antibacterial activity of novel 1-(5-substituted-3- substituted-4,5-dihydropyrazol-1-yl)ethanone oxime ester derivatives. Bioorg. Med. Chem., 2008, 16, 4075-4082. (Pubitemid 351484019)
    • (2008) Bioorganic and Medicinal Chemistry , vol.16 , Issue.7 , pp. 4075-4082
    • Liu, X.-H.1    Cui, P.2    Song, B.-A.3    Bhadury, P.S.4    Zhu, H.-L.5    Wang, S.-F.6
  • 7
  • 8
    • 57649121700 scopus 로고    scopus 로고
    • Celecoxib NSAIDs, and the skeleton
    • O'Connor, J.P.; Lysz, T. Celecoxib, NSAIDs, and the skeleton. Drugs Today, 2008, 44, 693-709.
    • (2008) Drugs Today , vol.44 , pp. 693-709
    • O'Connor, J.P.1    Lysz, T.2
  • 9
    • 48249106686 scopus 로고    scopus 로고
    • Cannabinoid CB1 receptor antagonists in therapeutic and structural perspectives
    • Lange, J.H. M.; Kruse, C.G. Cannabinoid CB1 receptor antagonists in therapeutic and structural perspectives. Chemical Record, 2008, 8, 156-168.
    • (2008) Chemical Record , vol.8 , pp. 156-168
    • Lange, J.H.M.1    Kruse, C.G.2
  • 11
    • 17644417498 scopus 로고    scopus 로고
    • Fomepizole as a therapeutic strategy in paediatric methanol poisoning. A case report and review of the literature
    • DOI 10.1007/s00431-004-1588-5
    • De Brabander, N.; Wojciechowski, M.; De Decker, K.; De Weerdt, A.; Jorens P.G. Fomepizole as a therapeutic strategy in pediatric methanol poisoning. A case report and review of the literature. Euro. J. Pediatrics, 2005, 164, 158-161. (Pubitemid 40558179)
    • (2005) European Journal of Pediatrics , vol.164 , Issue.3 , pp. 158-161
    • De Brabander, N.1    Wojciechowski, M.2    De Decker, K.3    De Weerdt, A.4    Jorens, P.G.5
  • 12
    • 0034624679 scopus 로고    scopus 로고
    • Novel 1,5-diphenylpyrazole nonnucleoside HIV-1 reverse transcriptase inhibitors with enhanced activity versus the delavirdine-resistant P236L mutant: Lead identification and SAR of 3- and 4-substituted derivatives
    • DOI 10.1021/jm990383f
    • Genin, M.J.; Biles, C.; Keiser, B.J.; Poppe, S.M.; Swaney, S.M.; Tarpley, W.G.; Yagi, Y.; Romero, D.L. Novel 1,5-diphenylpyrazole nonnucleoside HIV-1 reverse transcriptase inhibitors with enhanced activity versus the delavirdine-resistant P236L mutant: Lead identification and SAR of 3-and 4-substituted derivatives. J. Med. Chem., 2000, 43, 1034-1040. (Pubitemid 30152308)
    • (2000) Journal of Medicinal Chemistry , vol.43 , Issue.5 , pp. 1034-1040
    • Genin, M.J.1    Biles, C.2    Keiser, B.J.3    Poppe, S.M.4    Swaney, S.M.5    Tarpley, W.G.6    Yagi, Y.7    Romero, D.L.8
  • 13
    • 33750806826 scopus 로고    scopus 로고
    • Design, synthesis, and preliminary biological evaluation of novel ethyl 1-(2'-hydroxy-3'-aroxypropyl)-3-aryl-1H-pyrazole-5-carboxyla te
    • DOI 10.1016/j.bmcl.2006.09.008, PII S0960894X06010511
    • Wei, F.; Zhao, B.W.; Huang, B.; Zhang, L.; Sun, C.H., Dong, W.L.; Shin, D.S.; Miao, J.Y. Design, synthesis, and preliminary biological evaluation of novel ethyl 1-(2'-hydroxy-3'-aroxypropyl)-3-aryl-1H-pyrazole-5-carboxylate. Bioorg. Med. Chem. Lett., 2006, 16, 6342-6347. (Pubitemid 44712059)
    • (2006) Bioorganic and Medicinal Chemistry Letters , vol.16 , Issue.24 , pp. 6342-6347
    • Wei, F.1    Zhao, B.-X.2    Huang, B.3    Zhang, L.4    Sun, C.-H.5    Dong, W.-L.6    Shin, D.-S.7    Miao, J.-Y.8
  • 14
    • 1642288258 scopus 로고    scopus 로고
    • Novel inhibitors of DNA gyrase: 3D structure based biased needle screening, hit validation by biophysical methods, and 3D guided optimization. A promising alternative to random screening
    • DOI 10.1021/jm000017s
    • Boehm, H.J.; Boehringer, M.; Bur, D.; Gmuender, H.; Huber, W.; Klaus, W.; Kostrewa, D.; Kuehne, H.; Luebbers, T.; Meunier-Keller, N.; Mueller, F. Novel inhibitors of DNA gyrase: 3D structure based biased needle screening, hit validation by biophysical methods, and 3D guided optimization. A promising alternative to random screening. J. Med. Chem., 2000, 43, 2664-2674. (Pubitemid 30463915)
    • (2000) Journal of Medicinal Chemistry , vol.43 , Issue.14 , pp. 2664-2674
    • Boehm, H.-J.1    Boehringer, M.2    Bur, D.3    Gmuender, H.4    Huber, W.5    Klaus, W.6    Kostrewa, D.7    Kuehne, H.8    Luebbers, T.9    Meunier-Keller, N.10    Mueller, F.11
  • 16
    • 33646438157 scopus 로고    scopus 로고
    • Oxford Diffraction, Version 1.171. Oxford Diffraction Ltd.
    • Oxford Diffraction, Xcalibur CCD System, CrysAlis Software System, Version 1.171. Oxford Diffraction Ltd., 2009.
    • (2009) Xcalibur CCD System, CrysAlis Software System
  • 17
    • 37549039510 scopus 로고    scopus 로고
    • A short history of SHELX
    • Sheldrick, G.M. A short history of SHELX. Acta Cryst., 2008, A64, 112-122.
    • (2008) Acta Cryst. , vol.A64 , pp. 112-122
    • Sheldrick, G.M.1
  • 18
    • 66149160510 scopus 로고    scopus 로고
    • Determination of the lipophilicity of some new derivatives of semicarbazide and 1,2,4-triazol-5-one with potential antibacterial activity
    • Pitucha, M.; Polak, B.; Świeboda, R.; Kosikowska, U.; Malm, A. Determination of the lipophilicity of some new derivatives of semicarbazide and 1,2,4-triazol-5-one with potential antibacterial activity. Z. Naturforsch., 2009, 64b, 570-576.
    • (2009) Z. Naturforsch. , vol.64 B , pp. 570-576
    • Pitucha, M.1    Polak, B.2    Świeboda, R.3    Kosikowska, U.4    Malm, A.5
  • 20
    • 3643113884 scopus 로고
    • Synthesis of amino acids from substituted cyanoacetic esters
    • Gagnon, P.E; Boivin, J.L. Synthesis of amino acids from substituted cyanoacetic esters. Can. J. Res., 1948, 26, 503-510.
    • (1948) Can. J. Res. , vol.26 , pp. 503-510
    • Gagnon, P.E.1    Boivin, J.L.2
  • 21
    • 0027517868 scopus 로고
    • Bacillus cereus and related species
    • Drobniewski, F.A. Bacillus cereus and related species. Clin. Microbiol. Rev., 1993, 6, 324-338. (Pubitemid 23306590)
    • (1993) Clinical Microbiology Reviews , vol.6 , Issue.4 , pp. 324-338
    • Drobniewski, F.A.1
  • 22
    • 70349306261 scopus 로고    scopus 로고
    • Rapid colonization with methicillin-resistant coagulase-negative staphylococci after surgery
    • Zingg, W.; Demartines, N.; Imhof, A.; Senn, G.; Ruef, C. Rapid colonization with methicillin-resistant coagulase-negative staphylococci after surgery. World J. Surg., 2009, 33, 2058-2062.
    • (2009) World J. Surg. , vol.33 , pp. 2058-2062
    • Zingg, W.1    Demartines, N.2    Imhof, A.3    Senn, G.4    Ruef, C.5
  • 24
    • 0030746910 scopus 로고    scopus 로고
    • Nasal carriage of Staphylococcus aureus: Epidemiology, underlying mechanisms, and associated risks
    • Kluytmans, J.; van Belkum, A.; Verbrugh, H. Nasal carriage of Staphylococcus aureus: Epidemiology, underlying mechanisms, and associated risks. Clin. Microbiol. Rev., 1997, 10, 505-520. (Pubitemid 27359263)
    • (1997) Clinical Microbiology Reviews , vol.10 , Issue.3 , pp. 505-520
    • Kluytmans, J.1    Van Belkum, A.2    Verbrugh, H.3
  • 25
    • 0036217211 scopus 로고    scopus 로고
    • Staphylococcus epidermidis infections
    • DOI 10.1016/S1286-4579(02)01563-0, PII S1286457902015630
    • Vuong, C.; Otto, M. Staphylococcus epidermidis infections. Microbes Infect., 2002, 4, 481-489. (Pubitemid 34270685)
    • (2002) Microbes and Infection , vol.4 , Issue.4 , pp. 481-489
    • Vuong, C.1    Otto, M.2
  • 26
    • 0020445482 scopus 로고
    • Infection and immunosuppression. A study of the infective complications of 75 patients with immunologically-mediated disease
    • Cohen, J.; Pinching, A.J.; Rees, A.J.; Peters, D.K. Infection and immunosuppression. A study of the infective complications of 75 patients with immunologically-mediated disease. Q. J. Med., 1982, 51, 1-15. (Pubitemid 13160887)
    • (1982) Quarterly Journal of Medicine , vol.51 , Issue.201 , pp. 1-15
    • Cohen, J.1    Pinching, A.J.2    Rees, A.J.3    Peters, D.K.4
  • 27
    • 0017330984 scopus 로고
    • The role of opportunistic bacteria in human disease
    • Von Graevenitz, A. The role of opportunistic bacteria in human disease. Ann. Rev. Microbiol., 1977, 31, 447-471.
    • (1977) Ann. Rev. Microbiol. , vol.31 , pp. 447-471
    • Von Graevenitz, A.1
  • 28
    • 33749161896 scopus 로고    scopus 로고
    • Profile of opportunistic infections among patients on immunosuppressive medication
    • DOI 10.1111/j.1479-8077.2006.00212.x
    • Reddy, S.; Wanchu, A.; Gupta, V.; Bambery, P. Profile of opportunistic infections among patients on immunosuppressive medication. APLAR J. Rheumatol., 2006, 9, 269-274. (Pubitemid 44473298)
    • (2006) APLAR Journal of Rheumatology , vol.9 , Issue.3 , pp. 269-274
    • Reddy, S.1    Wanchu, A.2    Gupta, V.3    Bambery, P.4
  • 29
    • 0037300154 scopus 로고    scopus 로고
    • The etiology of urinary tract infection: Traditional and emerging pathogens
    • DOI 10.1016/S0011-5029(03)90001-0
    • Ronald, A. The etiology of urinary tract infection: Traditional and emerging pathogens. Dis. Mon., 2003, 49, 71-82. (Pubitemid 36350776)
    • (2003) Disease-a-Month , vol.49 , Issue.2 , pp. 71-82
    • Ronald, A.1
  • 30
    • 0035103402 scopus 로고    scopus 로고
    • The importance of bacterial sepsis in intensive care unit patients with acquired immunodeficiency syndrome: Implications for future care in the age of increasing antiretroviral resistance
    • Rosenberg, A.L.; Seneff, M.G.; Atiyeh, L.; Wagner, R.; Bojanowski, L.; Zimmerman, J.E. The importance of bacterial sepsis in intensive care unit patients with acquired immunodeficiency syndrome: Implications for future care in the age of increasing antiretroviral resistance. Crit. Care Med., 2001, 29, 548-556. (Pubitemid 32225296)
    • (2001) Critical Care Medicine , vol.29 , Issue.3 , pp. 548-556
    • Rosenberg, A.L.1    Seneff, M.G.2    Atiyeh, L.3    Wagner, R.4    Bojanowski, L.5    Zimmerman, J.E.6
  • 31
    • 26944452422 scopus 로고    scopus 로고
    • New antibiotics for the treatment of severe staphylococcal infection in the critically ill patient
    • DOI 10.1097/01.ccx.0000176690.18433.22
    • Schmidt-Ioanas, M.; de Roux, A.;. Lode, H. New antibiotics for the treatment of severe staphylococcal infection in the critically ill patient. Curr. Opin. Crit. Care., 2005, 11, 481-486. (Pubitemid 41482705)
    • (2005) Current Opinion in Critical Care , vol.11 , Issue.5 , pp. 481-486
    • Schmidt-Ioanas, M.1    De Roux, A.2    Lode, H.H.3


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