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Volumn 39, Issue 4, 1996, Pages 881-891

Structure-activity relationships among 2-substituted 5,6-dichloro-, 4,6-dichloro-, and 4,5-dichloro-1-[(2-hydroxyethoxy)methyl]- and -1-[(1,3-dihydroxy-2-propoxy)methyl]benzimidazoles

Author keywords

[No Author keywords available]

Indexed keywords

4,5 DICHLORO 1 [(1,3 DIHYDROXY 2 PROPOXY)METHYL]BENZIMIDAZOLE DERIVATIVE; 4,5 DICHLORO 1 [(2 HYDROXYETHOXY)METHYL]BENZIMIDAZOLE DERIVATIVE; 4,6 DICHLORO 1 [(1,3 DIHYDROXY 2 PROPOXY)METHYL]BENZIMIDAZOLE DERIVATIVE; 4,6 DICHLORO 1 [(2 HYDROXYETHOXY)METHYL]BENZIMIDAZOLE DERIVATIVE; 5,6 DICHLORO 1 [(1,3 DIHYDROXY 2 PROPOXY)METHYL]BENZIMIDAZOLE DERIVATIVE; 5,6 DICHLORO 1 [(2 HYDROXYETHOXY)METHYL]BENZIMIDAZOLE DERIVATIVE; AMMONIA; BENZIMIDAZOLE DERIVATIVE; BENZYL CHLORIDE; DIMETHYLAMINE; METHYLAMINE; NUCLEOSIDE DERIVATIVE; POTASSIUM CYANIDE; SODIUM CARBONATE; THIOUREA; UNCLASSIFIED DRUG;

EID: 0030067363     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm950556a     Document Type: Article
Times cited : (92)

References (58)
  • 4
    • 0039380089 scopus 로고
    • Purine Nucleosides as an Antiviral Agents
    • De Clercq, E., Walker, R. T., Eds.; Plenum Press: New York
    • Drach, J. P. Purine Nucleosides as an Antiviral Agents. In Targets for the Design of Antiviral Agents; De Clercq, E., Walker, R. T., Eds.; Plenum Press: New York, 1984; pp 231-257.
    • (1984) Targets for the Design of Antiviral Agents , pp. 231-257
    • Drach, J.P.1
  • 6
    • 0018331237 scopus 로고
    • Nucleosides. 110. Synthesis and Antiherpes Virus Activity of Some 2′-Fluoro-2′-deoxyarabinofuranosylpyrimidine Nucleosides
    • Watanabe, K. A.; Reichman, V.; Hirota, K.; Lopez, C.; Fox, J. J. Nucleosides. 110. Synthesis and Antiherpes Virus Activity of Some 2′-Fluoro-2′-deoxyarabinofuranosylpyrimidine Nucleosides. J. Med. Chem. 1979, 22, 21-24.
    • (1979) J. Med. Chem. , vol.22 , pp. 21-24
    • Watanabe, K.A.1    Reichman, V.2    Hirota, K.3    Lopez, C.4    Fox, J.J.5
  • 7
    • 0025233918 scopus 로고
    • Ganciclovir. A Review of its Antiviral Activity, Pharmacokinetic Properties and Therapeutic Efficacy in Cytomegalovirus Infections
    • Faulds, D.; Heel, R. C. Ganciclovir. A Review of its Antiviral Activity, Pharmacokinetic Properties and Therapeutic Efficacy in Cytomegalovirus Infections. Drugs 1990, 39, 597-638.
    • (1990) Drugs , vol.39 , pp. 597-638
    • Faulds, D.1    Heel, R.C.2
  • 8
    • 0026085287 scopus 로고
    • Foscarnet. A Review of its Antiviral Activity, Pharmacokinetic Properties and Therapeutic use in Immunocompromised Patients with Cytomegalovirus Retinitis
    • Chrisp, P.; Clissold, S. P. Foscarnet. A Review of its Antiviral Activity, Pharmacokinetic Properties and Therapeutic use in Immunocompromised Patients with Cytomegalovirus Retinitis. Drugs 1991, 41, 104-129.
    • (1991) Drugs , vol.41 , pp. 104-129
    • Chrisp, P.1    Clissold, S.P.2
  • 10
    • 0021029814 scopus 로고
    • A Comparison of the Antiviral agents 2′-nor-2′-deoxyguanosine and Acyclovir: Uptake and Phosphorylation in Tissue Culture and Kinetics of in vitro inhibition of Viral and Cellular DNA Polymerase by their respective Triphosphates
    • (a) Germershausen, J.; Bostedor, R.; Field, A. K.; Perry, H.; Liou, R.; Bull, H.; Tolman, R. L.; Karkas, J. D. A Comparison of the Antiviral agents 2′-nor-2′-deoxyguanosine And Acyclovir: Uptake and Phosphorylation in Tissue Culture and Kinetics of in vitro inhibition of Viral and Cellular DNA Polymerase by their respective Triphosphates. Biochem. Biophys. Res. Commun. 1983, 116, 360-367.
    • (1983) Biochem. Biophys. Res. Commun. , vol.116 , pp. 360-367
    • Germershausen, J.1    Bostedor, R.2    Field, A.K.3    Perry, H.4    Liou, R.5    Bull, H.6    Tolman, R.L.7    Karkas, J.D.8
  • 11
    • 0021807545 scopus 로고
    • Metabolic Activation of the Nucleoside Analog 9-[(2-Hydroxy-1-(hydroxymethyl)ethoxy]methyl)guanine in Human Diploid Fibroblasts Infected with Human Cytomegalovirus
    • (b) Biron, K. K.; Stanat, S. C.; Sorrell, J. B.; Fyfe, J. A.; Keller, P. M.; Lambe, C. U.; Nelson, D. J. Metabolic Activation of the Nucleoside Analog 9-[(2-Hydroxy-1-(hydroxymethyl)ethoxy]methyl)guanine in Human Diploid Fibroblasts Infected with Human Cytomegalovirus. Proc. Natl. Acad. Sci. U.S.A. 1985, 82, 2473-2477.
    • (1985) Proc. Natl. Acad. Sci. U.S.A. , vol.82 , pp. 2473-2477
    • Biron, K.K.1    Stanat, S.C.2    Sorrell, J.B.3    Fyfe, J.A.4    Keller, P.M.5    Lambe, C.U.6    Nelson, D.J.7
  • 12
    • 0018351553 scopus 로고
    • Growth Inhibition by Acycloguanosine of Herpesviruses Isolated from Human Infections
    • Crumpacker, C. S.; Schnipper, L. E.; Zaia, J. A.; Levin, M. J. Growth Inhibition by Acycloguanosine of Herpesviruses Isolated from Human Infections. Antimicrob. Agents Chemother. 1979, 15, 642-645.
    • (1979) Antimicrob. Agents Chemother. , vol.15 , pp. 642-645
    • Crumpacker, C.S.1    Schnipper, L.E.2    Zaia, J.A.3    Levin, M.J.4
  • 13
    • 0026720227 scopus 로고
    • Protein Kinase Homolog Controls Phosphorylation of Ganciclovir in Human Cytomegalovirus-Infected Cells
    • Sullivan, V. C.; Talarico, C. L.; Stanat, S. C.; Davis, M.; Coen, D. M.; Biron, K. K. A. Protein Kinase Homolog Controls Phosphorylation of Ganciclovir in Human Cytomegalovirus-Infected Cells. Nature (London) 1992, 358, 162-164.
    • (1992) Nature (London) , vol.358 , pp. 162-164
    • Sullivan, V.C.1    Talarico, C.L.2    Stanat, S.C.3    Davis, M.4    Coen, D.M.5    Biron, K.K.A.6
  • 14
    • 2742573036 scopus 로고
    • A Human Cytomegalovirus Mutant Resistant to the Nucleoside Analog 9-(2-Hydroxy-1-(hydroxymethyl)ethoxy}methyl)guanine (BW B759u) Induces Reduced Levels of BW B759 Triphosphates
    • Biron, K. K.; Fyfe, J. A.; Stanat, S. C.; Leslie, L. K.; Sorrell, J. B.; Lambe, C. U.; Coen, D. M. A Human Cytomegalovirus Mutant Resistant to the Nucleoside Analog 9-([2-Hydroxy-1-(hydroxymethyl)ethoxy}methyl)guanine (BW B759u) Induces Reduced Levels of BW B759 Triphosphates. Proc. Natl. Acad. Sci. U.S.A. 1986, 83, 8769-8773.
    • (1986) Proc. Natl. Acad. Sci. U.S.A. , vol.83 , pp. 8769-8773
    • Biron, K.K.1    Fyfe, J.A.2    Stanat, S.C.3    Leslie, L.K.4    Sorrell, J.B.5    Lambe, C.U.6    Coen, D.M.7
  • 15
    • 0028156908 scopus 로고
    • "The End of Innocene" Revisited: Resistance of Herpesviruses to Antiviral Drugs
    • Field, A. K.; Biron, K. K. "The End of Innocene" Revisited: Resistance of Herpesviruses to Antiviral Drugs. Clin. Microbiol. Rev. 1994, 7, 1-13.
    • (1994) Clin. Microbiol. Rev. , vol.7 , pp. 1-13
    • Field, A.K.1    Biron, K.K.2
  • 16
    • 0024584523 scopus 로고
    • Herpes simplex virus type 1 DNA polymerase. Mechanism of Inhibition by Acyclovir Triphosphate
    • (153 (a) Reardon, J. E.; Spector, T. Herpes simplex virus type 1 DNA polymerase. Mechanism of Inhibition by Acyclovir Triphosphate. J. Biol. Chem. 1989, 264, 7405-7411.
    • (1989) J. Biol. Chem. , vol.264 , pp. 7405-7411
    • Reardon, J.E.1    Spector, T.2
  • 17
    • 0024853567 scopus 로고
    • Herpes Simplex Virus Type 1 and Human DNA Polymerase Interactions with 2′-Deoxyguanosine-5′-Triphosphate Analogues
    • (b) Reardon, J. E. Herpes Simplex Virus Type 1 and Human DNA Polymerase Interactions with 2′-Deoxyguanosine-5′-Triphosphate Analogues. J. Biol. Chem. 1989, 264, 19039-19044.
    • (1989) J. Biol. Chem. , vol.264 , pp. 19039-19044
    • Reardon, J.E.1
  • 18
    • 0023179232 scopus 로고
    • Critical Determinants of Antiherpes Efficacy of Buciclovir and Related Acyclic Guanosine Analogs
    • Datema, R.; Ericson, A. C.; Field, H. J.; Larson, A.; Stenberg, K. Critical Determinants of Antiherpes Efficacy of Buciclovir and Related Acyclic Guanosine Analogs. Antiviral Res. 1987, 7, 303-316.
    • (1987) Antiviral Res. , vol.7 , pp. 303-316
    • Datema, R.1    Ericson, A.C.2    Field, H.J.3    Larson, A.4    Stenberg, K.5
  • 19
    • 0022532716 scopus 로고
    • Chemistry and Antiviral Activities of Acyclonucleosides
    • Chu, C. K.; Cutler, S. J. Chemistry and Antiviral Activities of Acyclonucleosides. J. Heterocycl. Chem. 1986, 23, 289-319.
    • (1986) J. Heterocycl. Chem. , vol.23 , pp. 289-319
    • Chu, C.K.1    Cutler, S.J.2
  • 20
    • 0011168555 scopus 로고
    • Inhibition of Influenza Virus Multiplication by N-Glycosides of Benzimidazoles
    • Tamm, I.; Folkers, K.; Shunk, C. H.; Horsfall, F. L. Inhibition of Influenza Virus Multiplication by N-Glycosides of Benzimidazoles. J. Exp. Med. 1954, 99, 227-250.
    • (1954) J. Exp. Med. , vol.99 , pp. 227-250
    • Tamm, I.1    Folkers, K.2    Shunk, C.H.3    Horsfall, F.L.4
  • 21
    • 0017915202 scopus 로고
    • Halobenzimidazole Ribosides and RNA Synthesis of Cells and Viruses
    • Tamm, I.; Sehgal, P. B. Halobenzimidazole Ribosides and RNA Synthesis of Cells and Viruses. Adv. Virus Res. 1978, 22, 187-258.
    • (1978) Adv. Virus Res. , vol.22 , pp. 187-258
    • Tamm, I.1    Sehgal, P.B.2
  • 22
    • 0005156235 scopus 로고
    • Relationship between Structure and Benzimidazole Derivatives and Inhibitory Activity on Vaccinia Virus Multiplication
    • (a) Tamm, I.; Overman, J. R. Relationship Between Structure and Benzimidazole Derivatives and Inhibitory Activity on Vaccinia Virus Multiplication. Virology 1957, 3, 185-196.
    • (1957) Virology , vol.3 , pp. 185-196
    • Tamm, I.1    Overman, J.R.2
  • 23
    • 0019846010 scopus 로고
    • The Inhibition of Vaccinia Virus Replication by 5,6-Dichloro-1-β-D-Ribofuranosylbenzimidazole (DRB): An Effect at the Assembly Stage
    • (b) Pothier, P.; Dru, A.; Beaud, G. The Inhibition of Vaccinia Virus Replication by 5,6-Dichloro-1-β-D-Ribofuranosylbenzimidazole (DRB): an Effect at the Assembly Stage. J. Gen. Virol. 1981, 55, 87-94.
    • (1981) J. Gen. Virol. , vol.55 , pp. 87-94
    • Pothier, P.1    Dru, A.2    Beaud, G.3
  • 24
    • 0040482632 scopus 로고
    • Ribonucleic Acid Synthesis and Influenza Virus Multiplication
    • (a) Tamm, I. Ribonucleic Acid Synthesis and Influenza Virus Multiplication. Science 1957, 126, 1235-1236.
    • (1957) Science , vol.126 , pp. 1235-1236
    • Tamm, I.1
  • 25
    • 0040240095 scopus 로고
    • On the Role of Ribonucleic Acid in Animal Virus Synthesis. I. Studies with 5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole
    • (b) Tamm, I.; Nemes, M. M.; Osterhout, S. On the Role of Ribonucleic Acid in Animal Virus Synthesis. I. Studies with 5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole. J. Exp. Med. 1960, 111, 339-349.
    • (1960) J. Exp. Med. , vol.111 , pp. 339-349
    • Tamm, I.1    Nemes, M.M.2    Osterhout, S.3
  • 26
    • 0018398747 scopus 로고
    • Early Ad-2 Transcription Units: Only Promoter-Proximal RNA Continues to be Made in the presence of DRB
    • (c) Sehgal, P. B.; Fraser, N. W.; Darnell, J. E. Early Ad-2 Transcription Units: Only Promoter-Proximal RNA Continues to be Made in the presence of DRB. Virology 1979, 94, 185-191.
    • (1979) Virology , vol.94 , pp. 185-191
    • Sehgal, P.B.1    Fraser, N.W.2    Darnell, J.E.3
  • 27
    • 0018757067 scopus 로고
    • Multiple Discrete Sites for Premature RNA-Chain Termination Late in Adenovirus-2 Infection: Enhancement by 5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole
    • (d) Fraser, N. W.; Sehgal, P. B.; Darnell, J. E. Multiple Discrete Sites for Premature RNA-Chain Termination Late in Adenovirus-2 Infection: Enhancement by 5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole. Proc. Natl. Acad. Sci. U.S.A. 1979, 76, 2571-2575.
    • (1979) Proc. Natl. Acad. Sci. U.S.A. , vol.76 , pp. 2571-2575
    • Fraser, N.W.1    Sehgal, P.B.2    Darnell, J.E.3
  • 28
    • 0019121342 scopus 로고
    • Effect of 5,6-dichloro-1-β-D-ribofuranoyslbenzimidazole on Ribonucleotide Metabolism and Accumulation of Mitochondrial Rna and Low-Molecular-Weight Cytoplasmic Rna in Hela Cells
    • (a) Harlow, P.; Molloy, G. Effect of 5,6-dichloro-1-β-D-ribofuranoyslbenzimidazole on Ribonucleotide Metabolism and Accumulation of Mitochondrial Rna and Low-Molecular-Weight Cytoplasmic Rna in Hela Cells. Arch. Biochem. Biophys. 1980, 203, 764-773.
    • (1980) Arch. Biochem. Biophys. , vol.203 , pp. 764-773
    • Harlow, P.1    Molloy, G.2
  • 29
    • 0019321229 scopus 로고
    • Short Capped hnRNA Precursor Chains in Hela Cells: Continued Synthesis in the Presence of 5,6-dichloro-1-β-D-ribofuranosylbenzimidazole
    • (b) Tamm, I.; Kikuchi, J. E.; Salditt-Georgieff, M. Short Capped hnRNA Precursor Chains in Hela Cells: Continued Synthesis in the Presence of 5,6-dichloro-1-β-D-ribofuranosylbenzimidazole. Biochemistry 1980, 19, 2743-2748.
    • (1980) Biochemistry , vol.19 , pp. 2743-2748
    • Tamm, I.1    Kikuchi, J.E.2    Salditt-Georgieff, M.3
  • 30
    • 0024561487 scopus 로고
    • 5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole Inhibits Transcription Elongation by RNA Polymerase II in vitro
    • Chodosh, L. A.; Fire, A; Samuels, M.; Sharp, P. A. 5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole Inhibits Transcription Elongation by RNA Polymerase II in vitro. J. Biol. Chem. 1989, 264, 2250-2257.
    • (1989) J. Biol. Chem. , vol.264 , pp. 2250-2257
    • Chodosh, L.A.1    Fire, A.2    Samuels, M.3    Sharp, P.A.4
  • 31
    • 0014038835 scopus 로고
    • The Effects of Substituted Benzimidazoles on the Growth of Viruses and the Nucleic Acid Metabolism of Host Cells
    • Bucknall, R. A. The Effects of Substituted Benzimidazoles on the Growth of Viruses and the Nucleic Acid Metabolism of Host Cells. J. Gen. Virol. 1967, 1, 89-99.
    • (1967) J. Gen. Virol. , vol.1 , pp. 89-99
    • Bucknall, R.A.1
  • 32
    • 0014803750 scopus 로고
    • Benzimidazole Nucleosides, Nucleotides, and Related Derivatives
    • Townsend, L. B.; Revankar, G. R. Benzimidazole Nucleosides, Nucleotides, And Related Derivatives. Chem. Rev. 1970, 70, 389-438.
    • (1970) Chem. Rev. , vol.70 , pp. 389-438
    • Townsend, L.B.1    Revankar, G.R.2
  • 33
    • 0017035993 scopus 로고
    • Inhibitors of Hypoxanthine Metabolism in Ehrlich Ascites Tumor Cells in vitro
    • (a) Smith, C. M.; Zombor, G.; Henderson, J. F. Inhibitors of Hypoxanthine Metabolism in Ehrlich Ascites Tumor Cells in vitro. Cancer Treat. Rep. 1976, 60, 1567-1583.
    • (1976) Cancer Treat. Rep. , vol.60 , pp. 1567-1583
    • Smith, C.M.1    Zombor, G.2    Henderson, J.F.3
  • 34
    • 85033016334 scopus 로고    scopus 로고
    • Drug Research and Development Chemotherapy, National Cancer Institute, report of March 1, 1972, to L. B. Townsend
    • (b) Drug Research and Development Chemotherapy, National Cancer Institute, report of March 1, 1972, to L. B. Townsend.
  • 35
    • 0028853743 scopus 로고
    • Design, Synthesis and Antiviral Activity of Certain 2,5,6-trihalo-1-(β-D-ribofuranosyl)benzimidazoles
    • (a) Townsend, L. B.; Devivar, R. V.; Turk, S. R.; Nassiri, M. R.; Drach, J. C. Design, Synthesis and Antiviral Activity of Certain 2,5,6-trihalo-1-(β-D-ribofuranosyl)benzimidazoles. J. Med. Chem. 1995, 38, 4098-4105.
    • (1995) J. Med. Chem. , vol.38 , pp. 4098-4105
    • Townsend, L.B.1    Devivar, R.V.2    Turk, S.R.3    Nassiri, M.R.4    Drach, J.C.5
  • 36
    • 0345672420 scopus 로고
    • Benzimidazole Ribonucleosides: Design, Synthesis, and Evaluation of 2,5,6-Trichloro-1-(β-D-ribofuranosyl) benzimidazole (TCRB), 2-Bromo-5,6-dichloro-1-(β-D-ribofuranosyl) benzimidazole (BDCRB), and Some Structurally Related Analogs as Agents for Human Cytomegalovirus Infections
    • Vancouver, BC, Canada, March 8-13
    • (b) Townsend, L. B. Benzimidazole Ribonucleosides: Design, Synthesis, and Evaluation of 2,5,6-Trichloro-1-(β-D-ribofuranosyl) benzimidazole (TCRB), 2-Bromo-5,6-dichloro-1-(β-D-ribofuranosyl) benzimidazole (BDCRB), and Some Structurally Related Analogs as Agents for Human Cytomegalovirus Infections. Fifth International Conference on Antiviral Research, Vancouver, BC, Canada, March 8-13, 1992.
    • (1992) Fifth International Conference on Antiviral Research
    • Townsend, L.B.1
  • 39
    • 0346495323 scopus 로고
    • Inhibition of HCMV DNA Processing by a New Class of Anti-HCMV Compounds is Mediated Through the UL89 Gene Product
    • Vancouver, BC, August
    • (b) Underwood, M. R.; Stanat, S. C.; Drach, J. C.; Harvey, R. J.; Biron, K. K. Inhibition of HCMV DNA Processing by a New Class of Anti-HCMV Compounds is Mediated Through the UL89 Gene Product. Herpesvirus Workshop, Vancouver, BC, August 1994.
    • (1994) Herpesvirus Workshop
    • Underwood, M.R.1    Stanat, S.C.2    Drach, J.C.3    Harvey, R.J.4    Biron, K.K.5
  • 41
    • 33845470620 scopus 로고
    • Synthesis of 2′-Deoxy tubercidin, 2′-Deoxyadenosine, and Related 2′-Deoxynucleosides via a Novel Direct Stereospecific Sodium Salt Glycosylation Procedure
    • Kazimierczuk, Z.; Cottam, H. B.; Revankar, G. R.; Robins, R. K. Synthesis of 2′-Deoxy tubercidin, 2′-Deoxyadenosine, and Related 2′-Deoxynucleosides via a Novel Direct Stereospecific Sodium Salt Glycosylation Procedure. J. Am. Chem. Soc. 1984, 106, 6379-6382.
    • (1984) J. Am. Chem. Soc. , vol.106 , pp. 6379-6382
    • Kazimierczuk, Z.1    Cottam, H.B.2    Revankar, G.R.3    Robins, R.K.4
  • 42
    • 0343086628 scopus 로고
    • 2,5,6-Trichlorobenzimidazole
    • Townsend, L. B., Tipson, R. S., Eds.; John Wiley and Sons: New York
    • Kawashima, E.; Gupta, P. K.; Devivar, R. V.; Townsend, L. B. 2,5,6-Trichlorobenzimidazole. In Nucleic Acid Chemistry; Townsend, L. B., Tipson, R. S., Eds.; John Wiley and Sons: New York, 1991; Part 4, pp 24-26.
    • (1991) Nucleic Acid Chemistry , Issue.4 PART , pp. 24-26
    • Kawashima, E.1    Gupta, P.K.2    Devivar, R.V.3    Townsend, L.B.4
  • 44
    • 85033015961 scopus 로고    scopus 로고
    • note
    • (a) Chloromethylation of 2-(benzyloxy)ethanol (Aldrich) with p-formaldehyde and HCl (gas) gave 2-(benzyloxy)-1-(chloromethoxy)ethane.
  • 45
    • 0000292216 scopus 로고
    • The Preparation of Benzyloxyalkyl p-toluenesulfonates
    • (b) Butler, C. L.; Renfrew, A. G.; Clapps, M. The Preparation of Benzyloxyalkyl p-toluenesulfonates. J. Am. Chem. Soc. 1938, 60, 1472-1473.
    • (1938) J. Am. Chem. Soc. , vol.60 , pp. 1472-1473
    • Butler, C.L.1    Renfrew, A.G.2    Clapps, M.3
  • 46
    • 0020636893 scopus 로고
    • 9-[(1,3-Dihydroxy-2-propoxy)methyl]guanine: A New Potent and Selective Antiherpes Agent
    • Martin, J. C.; Dvorak, C. A.; Smee, D. F.; Matthews, T. R.; Verheyden, J. P. 9-[(1,3-Dihydroxy-2-propoxy)methyl]guanine: A New Potent and Selective Antiherpes Agent. J. Med. Chem. 1983, 26, 759-761.
    • (1983) J. Med. Chem. , vol.26 , pp. 759-761
    • Martin, J.C.1    Dvorak, C.A.2    Smee, D.F.3    Matthews, T.R.4    Verheyden, J.P.5
  • 48
    • 0024314580 scopus 로고
    • Assignment of Anomeric Configuration of D-Ribo-Arabino-2′-Deoxyribo-, and 2′,3′-Dideoxyribonucleosides by NOE Difference Spectroscopy
    • Rosemeyer, H.; Toth, G.; Seela, F. Assignment of Anomeric Configuration of D-Ribo-Arabino-2′-Deoxyribo-, and 2′,3′-Dideoxyribonucleosides by NOE Difference Spectroscopy. Nucleosides Nucleotides 1989, 8, 587-597.
    • (1989) Nucleosides Nucleotides , vol.8 , pp. 587-597
    • Rosemeyer, H.1    Toth, G.2    Seela, F.3
  • 49
    • 6444220423 scopus 로고
    • Nucleophilic Substitution Reaction of 2-Chlorobenzimidazoles. Part I. Formation of Benzimidazolin-2-ones and 2-Alkoxybenzimidazoles
    • Harrison, D.; Ralph, J. T. Nucleophilic Substitution Reaction of 2-Chlorobenzimidazoles. Part I. Formation of Benzimidazolin-2-ones and 2-Alkoxybenzimidazoles. J. Chem. Soc. 1965, 236-239.
    • (1965) J. Chem. Soc. , pp. 236-239
    • Harrison, D.1    Ralph, J.T.2
  • 51
    • 0019975382 scopus 로고
    • Nucleic Acid Related Compounds. 37. Convenient and High-yield Syntheses of N-[(2-Hydroxyethoxy)methyl]heterocycles as "Acyclic Nucleoside" Analogues
    • Robins, M. J.; Hatfield, P. W. Nucleic Acid Related Compounds. 37. Convenient and High-yield Syntheses of N-[(2-Hydroxyethoxy)methyl]heterocycles as "Acyclic Nucleoside" Analogues. Can. J. Chem. 1982, 60, 547-533.
    • (1982) Can. J. Chem. , vol.60 , pp. 547-1533
    • Robins, M.J.1    Hatfield, P.W.2
  • 53
    • 0028129709 scopus 로고
    • Benzimidazole Ribonucleosides: Design, Synthesis and Antiviral Evaluation of Certain 2-Alkylthio-5,6-dichloro-1-(β-D-ribofuranosyl)benzimidazoles
    • Devivar, R. V.; Kawashima, E.; Revankar, G. R.; Breitenbach, J. M.; Drach, J. C.; Townsend, L. B. Benzimidazole Ribonucleosides: Design, Synthesis and Antiviral Evaluation of Certain 2-Alkylthio-5,6-dichloro-1-(β-D-ribofuranosyl)benzimidazoles. J. Med. Chem. 1994, 37, 2942-2949.
    • (1994) J. Med. Chem. , vol.37 , pp. 2942-2949
    • Devivar, R.V.1    Kawashima, E.2    Revankar, G.R.3    Breitenbach, J.M.4    Drach, J.C.5    Townsend, L.B.6
  • 54
    • 85033030659 scopus 로고    scopus 로고
    • note
    • The solvent system in parentheses next to the melting point is solvent of crystallization and/or recrystallization.
  • 56
    • 0025304011 scopus 로고
    • Microtiter Virus Yield Reduction Assay for the Evaluation of Antiviral Compounds Against Human Cytomegalovirus and Herpes Simplex Virus
    • Prichard, M. N.; Turk, S. R.; Coleman, L. A.; Engelhardt, S. L.; Shipman, C., Jr.; Drach, J. C. A. Microtiter Virus Yield Reduction Assay for The Evaluation of Antiviral Compounds Against Human Cytomegalovirus and Herpes Simplex Virus. J. Virol. Methods 1990, 28, 101-106.
    • (1990) J. Virol. Methods , vol.28 , pp. 101-106
    • Prichard, M.N.1    Turk, S.R.2    Coleman, L.A.3    Engelhardt, S.L.4    Shipman Jr., C.5    Drach, J.C.A.6
  • 57
    • 0024993530 scopus 로고
    • A. Three-Dimensional Model to Analyze Drug-Drug Interactions
    • Prichard, M. N.; Shipman, C., Jr. A. Three-Dimensional Model To Analyze Drug-Drug Interactions. Antiviral Res. 1990, 14, 181-206.
    • (1990) Antiviral Res. , vol.14 , pp. 181-206
    • Prichard, M.N.1    Shipman Jr., C.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.