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14444282371
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UR-9825: A New Triazole Derivative with Potent, Broad-Spectrum Antifungal Activity
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September Toronto, Canada
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Presented in part in the following: (a) Bartroli, J.; Turmo, E.; Algueró, M.; Boncompte, E.; Vericat, M. L.; Conte, L.; Ramis, J.; García-Rafanell, J.; Forn, J. UR-9825: A New Triazole Derivative with Potent, Broad-Spectrum Antifungal Activity. 37 Interscience Conference on Antimicrobial Agents and Chemotherapy (ICAAC), September 1997, Toronto, Canada, (b) Bartroli, J.; Turmo, E.; Algueró, M.; Boncompte, E.; Forn, J. UR-9825: A Novel, Wide spectrum Triazole for Treatment of Fungal Infections: Synthesis and SAR. Trends In Invasive Fungal Infections 4. November 1997, Barcelona, Spain.
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37 Interscience Conference on Antimicrobial Agents and Chemotherapy (ICAAC)
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Bartroli, J.1
Turmo, E.2
Algueró, M.3
Boncompte, E.4
Vericat, M.L.5
Conte, L.6
Ramis, J.7
García-Rafanell, J.8
Forn, J.9
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2
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14444269840
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UR-9825: A Novel, Wide spectrum Triazole for Treatment of Fungal Infections: Synthesis and SAR
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November Barcelona, Spain
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Presented in part in the following: (a) Bartroli, J.; Turmo, E.; Algueró, M.; Boncompte, E.; Vericat, M. L.; Conte, L.; Ramis, J.; García-Rafanell, J.; Forn, J. UR-9825: A New Triazole Derivative with Potent, Broad-Spectrum Antifungal Activity. 37 Interscience Conference on Antimicrobial Agents and Chemotherapy (ICAAC), September 1997, Toronto, Canada, (b) Bartroli, J.; Turmo, E.; Algueró, M.; Boncompte, E.; Forn, J. UR-9825: A Novel, Wide spectrum Triazole for Treatment of Fungal Infections: Synthesis and SAR. Trends In Invasive Fungal Infections 4. November 1997, Barcelona, Spain.
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Bartroli, J.1
Turmo, E.2
Algueró, M.3
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Synthesis and Antifungal Activity of New Azole Derivatives Containing an N-Acylmorpholine Ring
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(a) For part 1 of this study, see: Bartroli, J.; Turmo, E.; Algueró, M.; Boncompte, E.; Vericat, M. L.; García-Rafanell, J.; Forn, J. Synthesis and Antifungal Activity of New Azole Derivatives Containing an N-Acylmorpholine Ring. J. Med. Chem. 1995, 38, 3918-3932.
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15444341737
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New Azole Antifungals. 2. Synthesis and Antifungal Activity of Heterocyclecarboxamide Derivatives of 3-Amino-2-aryl-1-azolyl-2-butanol
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(b) For part 2, see: Bartroli, J.; Turmo, E.; Algueró, M.; Boncompte, E.; Vericat, M. L.; Conte, L.; Ramis, J.; Merlos, M.; García-Rafanell, J.; Forn, J. New Azole Antifungals. 2. Synthesis and Antifungal Activity of Heterocyclecarboxamide Derivatives of 3-Amino-2-aryl-1-azolyl-2-butanol. J. Med. Chem. 1998, 47, 1855-1878.
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0029999845
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Azole Antifungal Agents
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For the latest patents on azole antifungals see: Takashima, K.; Oki, T. Azole Antifungal Agents. Exp. Opin. Ther. Pat. 1990, 6, 645-654.
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For two recent reviews on the newer triazole derivatives in the clinic see (a) Fung, J. C.; Bonner, D. P. Recent Developments in Pradimycin-benanomycin and Triazole Antibiotics. Exp. Opin. Invest. Drugs 1997, 6, 129-145. (b) Turner, W. W.; Rodriguez, M. J. Recent Advances in the Medicinal Chemistry of Antifungal Agents. Curr. Pharm. Des. 1996, 2, 209-224.
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For two recent reviews on the newer triazole derivatives in the clinic see (a) Fung, J. C.; Bonner, D. P. Recent Developments in Pradimycin-benanomycin and Triazole Antibiotics. Exp. Opin. Invest. Drugs 1997, 6, 129-145. (b) Turner, W. W.; Rodriguez, M. J. Recent Advances in the Medicinal Chemistry of Antifungal Agents. Curr. Pharm. Des. 1996, 2, 209-224.
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Konosu, T.; Tajima, Y.; Takeda, N.; Miyaoka, T.; Kasahara, M.; Yasuda, H.; Oida, S. Triazole Antifungals. IV. Synthesis and Antifungal Activities of 3-Acylamino-2-aryl-2-butanol Derivatives. Chem. Pharm. Bull. 1991, 39, 9, 2581-2589.
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0029014408
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Aldol Condensation of Evans Chiral Enolates with Acetophenones. Its Application to the Stereoselective Synthesis of Homochiral Antifungal Agents
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Bartroli, J.; Turmo, E.; Belloc, J.; Forn, J. Aldol Condensation of Evans Chiral Enolates with Acetophenones. Its Application to the Stereoselective Synthesis of Homochiral Antifungal Agents. J. Org. Chem. 1995, 60, 3000-3012.
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0027076891
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Clinical trial for this product and its racemate (genaconazole, SCH-39304) have been terminated. For a recent review, see: Drugs Future 1992, 17, 1145-1146.
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14444268237
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TAK-187, a New Antifungal Triazole: Synthesis and Antifungal Activity
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September New Orleans, LA
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Itoh, K.; Okonogi, K.; Tasaka, A.; Hayashi, R.; Tamura, N.; Tsuchimori, N.; Kitazaki, T.; Matsushita, Y.; Obita, J. TAK-187, a New Antifungal Triazole: Synthesis and Antifungal Activity. 36nd Interscience Conference on Antimicrobial Agents and Chemotherapy (ICAAC), September 1996, New Orleans, LA.
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36nd Interscience Conference on Antimicrobial Agents and Chemotherapy (ICAAC)
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Itoh, K.1
Okonogi, K.2
Tasaka, A.3
Hayashi, R.4
Tamura, N.5
Tsuchimori, N.6
Kitazaki, T.7
Matsushita, Y.8
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0029881612
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Eisai's compound ER-30346 has been licensed to Bristol-Myers Squibb. The new laboratory code for this compound is BMS-207,147. For a recent review on this compound, see: Naito, T.; Hata, K.; Tsuruoka, A. Drugs Future 1996, 21, 20-24.
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For a recent review on SCH-56592, see: Drugs Future 1997, 22, 203-204.
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0027183990
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Optically Active Antifungal Azoles. I. Synthesis and Antifungal Activity of (2R,3R)-2-(2,4-Difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2-butanol and Its Stereoisomers
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(a) Tasaka, A.; Tamura, N.; Matsushita, Y.; Teranishi, K.; Hayashi, R.; Okonogi, K.; Itoh, K. Optically Active Antifungal Azoles. I. Synthesis and Antifungal Activity of (2R,3R)-2-(2,4-Difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2-butanol and Its Stereoisomers. Chem. Pharm. Bull. 1993, 41, 1035-1042.
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Optically Active Antifungal Azoles. VII Synthesis and Antifungal Activity of Stereoisomers of 2-[1R,2R-2-(2,4-Difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl) propyl]-4-(2,2,3,3-tetrafluoropropoxy)phenyl-3-(2H,4H)-1,2,4-triazolone (TAK-187)
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In Vitro and in Vivo Activities of SCH 42427, the Active Enantiomer of the Antifungal Agent SCH 30304
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(c) Loebenberg, D.; Cacciapuoti, A.; Parmegiani, R.; Moss, E. L Jr.; Menzel, F., Jr.; Antonacci, B.; Norris, C.; Yarosh-Tomaine, T.; Hare, R. S.; Miller, G. H. In Vitro and in Vivo Activities of SCH 42427, the Active Enantiomer of the Antifungal Agent SCH 30304. Antimicrob. Agents Chemother. 1992, 36, 498-501.
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14444275231
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MM2 calculations were performed using Chem-X force field from Chemical Design Ltd.
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MM2 calculations were performed using Chem-X force field from Chemical Design Ltd.
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19
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0002039230
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UK-109,496, A Novel, Wide-Spectrum Triazole Derivative for the Treatment of Fungal Infections: Pre-clinical Phannacokinetics
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September San Francisco, CA
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(a) Voriconazole is known to induce its own methabolism following multiple dose administration in sensitive rodent species and hence shows little efficacy in murine models. Jezequel, S. G.; Clark, M.; Cole, S.; Evans, K. M.; Wastall, P. UK-109,496, A Novel, Wide-Spectrum Triazole Derivative for the Treatment of Fungal Infections: Pre-clinical Phannacokinetics. 35 Interscience Conference on Antimicrobial Agents and Chemotherapy (ICAAC), September 1995, San Francisco, CA.
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35 Interscience Conference on Antimicrobial Agents and Chemotherapy (ICAAC)
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Jezequel, S.G.1
Clark, M.2
Cole, S.3
Evans, K.M.4
Wastall, P.5
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A Novel. UK-109, 496, A Novel Wide-Spectrum Triazole Derivative for the Treatment of Fungal Infections: Activity in Systemic Candidiasis Models and Early Efficacy in Oropharyngeal Candidiasis
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September San Francisco, CA
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(b) Voriconazole produced efficacy similar to that of fluconazole in a guinea pig model of candidosis. Troke, P. F.; Brammer, K. W.; Hitchcock, C. A.; Sarantis, N.; Yonren, S. A Novel. UK-109, 496, A Novel Wide-Spectrum Triazole Derivative for the Treatment of Fungal Infections: Activity in Systemic Candidiasis Models and Early Efficacy in Oropharyngeal Candidiasis. 35 Interscience Conference on Antimicrobial Agents and Chemotherapy (ICAAC), September 1995, San Francisco, CA.
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35 Interscience Conference on Antimicrobial Agents and Chemotherapy (ICAAC)
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Troke, P.F.1
Brammer, K.W.2
Hitchcock, C.A.3
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Yonren, S.5
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The Chemistry of an Electron-Deficient 5-Deazaflavin. 5-Cyano-10-Methyl-5-deazaisoalloxazine
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34548374750
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SCH 56592, A Novel Broad Spectrum Antifungal Agent
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September San Francisco, CA
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Girijavallabhan, V. M.; Saksena, A. K.; Lovey, R. G.; Bennett, F.; Pike, R. E.; Wang, H.; Pinto, P.; Liu, Y. T.; Patel, N.; Ganguly, A. K. SCH 56592, A Novel Broad Spectrum Antifungal Agent. 35 Interscience Conference on Antimicrobial Agents and Chemotherapy (ICAAC), September 1995, San Francisco, CA.
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35 Interscience Conference on Antimicrobial Agents and Chemotherapy (ICAAC)
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New Series of 6-Chloro-2,3-dihydro-4(1H)-quinazolinone Derivatives as Antiemetic and Gastrointestinal Motility Enhancing Agents
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Baldazzi, C.; Barbanti, M.; Basaglia, R.; Benelli, A.; Bertolini, A.; Piani, S. A New Series of 6-Chloro-2,3-dihydro-4(1H)-quinazolinone Derivatives as Antiemetic and Gastrointestinal Motility Enhancing Agents. Arzneim. Forsch. 1996, 46, 911-918.
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