메뉴 건너뛰기




Volumn 24, Issue 10-12, 2005, Pages 1971-1996

Synthesis of 3-aminoimidazo[4,5-c]pyrazole nucleoside via the N-N bond formation strategy as a [5:5] fused analog of adenosine

Author keywords

Adenosine analog; AICA riboside; Boulton Katritzky rearrangement; Imidazo 4,5 c pyrazole; Mononuclear heterocyclic rearrangements

Indexed keywords

3 ACETAMIDO 6 (2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL)IMIDAZO[4,5 C]PYRAZOLE; 3 ACETAMIDO 6 (5 O TERT BUTYLDIMETHYLSILYL 2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL)IMIDAZO[4,5 C]PYRAZOLE; 3 AMINOIMIDAZO[4,5 C]PYRAZOLE NUCLEOSIDE; 5 AMINO 1 (5 O TERT BUTYLDIMETHYLSILYL 2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 4 (5 CHLOROMETHYL 1,2,4 OXADIAZOL 3 YL)IMIDAZOLE; 5 AMINO 1 (5 O TERT BUTYLDIMETHYLSILYL 2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 4 (5 PHENYL 1,2,4 OXADIAZOL 3 YL)IMIDAZOLE; 5 AMINO 1 (5 O TERT BUTYLDIMETHYLSILYL 2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 4 [5 (4 NITROPHENYL) 1,2,4 OXADIAZOL 3 YL]IMIDAZOLE; 5 AMINO 1(5 O TERT BUTYLDIMETHYLSILYL 2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 4 (5 METHYL 1,2,4 OXADIAZOL 3 YL)IMIDAZOLE; ACETIC ACID DERIVATIVE; ADENOSINE; ADENOSINE DERIVATIVE; NITROGEN; UNCLASSIFIED DRUG;

EID: 29244468006     PISSN: 15257770     EISSN: 15322335     Source Type: Journal    
DOI: 10.1080/15257770500269531     Document Type: Article
Times cited : (3)

References (49)
  • 1
    • 0028298007 scopus 로고
    • Synthesis and biological activity of the novel adenosine analogs - 3-Amino-6-(β-D-ribofuranosyl)pyrazolo[3,4-c]pyrazole and 3-amino-1-methyl-6-(β-D-ribofuranosyl)pyrazolo[3,4-c]pyrazole
    • Berry, D.A.; Wotring, L.L.; Drach, J.C.; Townsend, L.B. Synthesis and biological activity of the novel adenosine analogs - 3-Amino-6-(β-D- ribofuranosyl)pyrazolo[3,4-c]pyrazole and 3-amino-1-methyl-6-(β-D- ribofuranosyl)pyrazolo[3,4-c]pyrazole. Nucleosides Nucleotides 1994, 13, 405-420.
    • (1994) Nucleosides Nucleotides , vol.13 , pp. 405-420
    • Berry, D.A.1    Wotring, L.L.2    Drach, J.C.3    Townsend, L.B.4
  • 2
    • 0031055902 scopus 로고    scopus 로고
    • Synthesis and antiproliferative and antiviral activities of imidazo[4,5-d]isothiazole nucleosides as 5:5 fused analogs of nebularine and 6-methylpurine ribonucleoside
    • Swayze, E.E.; Drach, J.C.; Wotring, L.L.; Townsend, L.B. Synthesis and antiproliferative and antiviral activities of imidazo[4,5-d]isothiazole nucleosides as 5:5 fused analogs of nebularine and 6-methylpurine ribonucleoside. J. Med. Chem. 1997, 40, 771-784.
    • (1997) J. Med. Chem. , vol.40 , pp. 771-784
    • Swayze, E.E.1    Drach, J.C.2    Wotring, L.L.3    Townsend, L.B.4
  • 3
    • 0344808713 scopus 로고
    • Reactions with diazoazoles Part 5. A ring-forming synthesis of N-glycosides: Dehydrogenation of glycosyltriazeno-1h-pyrazoles
    • Ege, G.; Gilbert, K.; Heck, R. Reactions with diazoazoles Part 5. A ring-forming synthesis of N-glycosides: Dehydrogenation of glycosyltriazeno-1h- pyrazoles. Angew. Chem. 1982, 94, 715-716.
    • (1982) Angew. Chem. , vol.94 , pp. 715-716
    • Ege, G.1    Gilbert, K.2    Heck, R.3
  • 4
    • 0021209471 scopus 로고
    • Synthesis and structural studies of certain novel imidazo[1,2-b]pyrazole nucleosides
    • Wood, S.G.; Dalley, N.K.; George, R.D.; Robins, R.K.; Revankar, G.R. Synthesis and structural studies of certain novel imidazo[1,2-b]pyrazole nucleosides. J. Org. Chem. 1984, 49, 3534-3540.
    • (1984) J. Org. Chem. , vol.49 , pp. 3534-3540
    • Wood, S.G.1    Dalley, N.K.2    George, R.D.3    Robins, R.K.4    Revankar, G.R.5
  • 5
    • 0021166950 scopus 로고
    • Synthesis and x-ray crystal structure of 3-amino-1-β-D- ribofuranosyl-s-triazolo[5,1-c]-s-triazole
    • Wood, S.G.; Dalley, N.K.; George, R.D.; Robins, R.K.; Revankar, G.R. Synthesis and x-ray crystal structure of 3-amino-1-β-D-ribofuranosyl-s- triazolo[5,1-c]-s-triazole. Nucleosides Nucleotides 1984, 3, 187-194.
    • (1984) Nucleosides Nucleotides , vol.3 , pp. 187-194
    • Wood, S.G.1    Dalley, N.K.2    George, R.D.3    Robins, R.K.4    Revankar, G.R.5
  • 6
    • 0026785876 scopus 로고
    • Synthesis of 1-(chloroacetyl)-1-dehydroxy-2,3,5-tri-O-benzoyl-β-D- ribofuranose, a potentially versatile intermediate for the synthesis of C-nucleosides
    • Han, H.K; Lee, J.C.; Rang, Y.H.; Kim, J.H.; Chi, D.Y. Synthesis of 1-(chloroacetyl)-1-dehydroxy-2,3,5-tri-O-benzoyl-β-D-ribofuranose, a potentially versatile intermediate for the synthesis of C-nucleosides. Synth. Commun. 1992, 22, 2815-2822.
    • (1992) Synth. Commun. , vol.22 , pp. 2815-2822
    • Han, H.K.1    Lee, J.C.2    Rang, Y.H.3    Kim, J.H.4    Chi, D.Y.5
  • 7
    • 0027768757 scopus 로고
    • Synthesis and antiviral evaluation of some novel [1,2,4] triazolo[4,3-b] [1,2,4]triazole nucleoside analogs
    • Jois, Y.H.R.; Riordan, K.J.M.; Montgomery, J.A.; Secrist, J.A., III. Synthesis and antiviral evaluation of some novel [1,2,4] triazolo[4,3-b] [1,2,4]triazole nucleoside analogs. J. Heterocyclic Chem. 1993, 30, 1289-1292.
    • (1993) J. Heterocyclic Chem. , vol.30 , pp. 1289-1292
    • Jois, Y.H.R.1    Riordan, K.J.M.2    Montgomery, J.A.3    Secrist III, J.A.4
  • 8
    • 0031709061 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of a series of substituted pyrazolo[3,4-d] [1,2,3]triazoles and pyrazolo[3,4-d]oxazoles
    • Vicentini, C.B.; Manfredini, S.; Manfrini, M.; Bazzamni, R.; Musiu, C.; Putzolu, M.; Perra, G.; Marongiu, M.E. Synthesis and biological evaluation of a series of substituted pyrazolo[3,4-d] [1,2,3]triazoles and pyrazolo[3,4-d] oxazoles. Arch. Pharm. 1998, 331, 269-272.
    • (1998) Arch. Pharm. , vol.331 , pp. 269-272
    • Vicentini, C.B.1    Manfredini, S.2    Manfrini, M.3    Bazzamni, R.4    Musiu, C.5    Putzolu, M.6    Perra, G.7    Marongiu, M.E.8
  • 9
    • 0035807545 scopus 로고    scopus 로고
    • "Fleximers." Design and synthesis of two novel split nucleosides
    • Seley, K.L.; Zhang, L.; Hagos, A. "Fleximers." Design and synthesis of two novel split nucleosides. Org. Lett. 2001, 3, 3209-3210.
    • (2001) Org. Lett. , vol.3 , pp. 3209-3210
    • Seley, K.L.1    Zhang, L.2    Hagos, A.3
  • 10
    • 0037123422 scopus 로고    scopus 로고
    • "Fleximers." Design and synthesis of a new class of novel shape-modified nucleosides
    • Seley, K.L.; Zhang, L.; Hagos, A.; Quirk, S. "Fleximers." Design and synthesis of a new class of novel shape-modified nucleosides. J. Org. Chem. 2002, 67, 3365-3373.
    • (2002) J. Org. Chem. , vol.67 , pp. 3365-3373
    • Seley, K.L.1    Zhang, L.2    Hagos, A.3    Quirk, S.4
  • 11
    • 84956238463 scopus 로고
    • Syntheses of nitrogen-containing heterocycles XVIII. Ortho-Condensations of heterocyclic o-aminocarboxylic acid derivatives
    • Dornow, A.; Hinz, E. Syntheses of nitrogen-containing heterocycles XVIII. ortho-Condensations of heterocyclic o-aminocarboxylic acid derivatives. Chem. Ber. 1958, 91, 1834-1840.
    • (1958) Chem. Ber. , vol.91 , pp. 1834-1840
    • Dornow, A.1    Hinz, E.2
  • 12
    • 0010125660 scopus 로고
    • Pyrazoles XXVI. Condensed systems based on 1-phenyl-3-methyl-4,5- diaminopyrazole
    • Grandberg, I.; Klyuchko, G.V. Pyrazoles XXVI. Condensed systems based on 1-phenyl-3-methyl-4,5-diaminopyrazole. Zh. Obshch. Khim. 1962, 32, 1898-1905.
    • (1962) Zh. Obshch. Khim. , vol.32 , pp. 1898-1905
    • Grandberg, I.1    Klyuchko, G.V.2
  • 13
    • 0040975498 scopus 로고
    • Imidazole N-oxides 7. Heterobicyclic compounds 4. Imidazo[4,5-c] pyrazoles from 4-nitro-5-benzylaminopyrazoles
    • Lange, M.; Quell, R.; Lettau, H.; Schubert, H. Imidazole N-oxides 7. Heterobicyclic compounds 4. Imidazo[4,5-c] pyrazoles from 4-nitro-5- benzylaminopyrazoles. Z. Chem. 1977, 17, 94-95.
    • (1977) Z. Chem. , vol.17 , pp. 94-95
    • Lange, M.1    Quell, R.2    Lettau, H.3    Schubert, H.4
  • 14
    • 0039788979 scopus 로고
    • A novel transformation of 2-dichloracetamido-1-methyl-5-nitroimidazole to 5-dichloroacetyliminotetrahydroimidazo[4,5-c]pyrazoles
    • Sudarsanam, V.; Nagarajan, K.; Rao, K.R.; Shenoy, S.J. A novel transformation of 2-dichloracetamido-1-methyl-5-nitroimidazole to 5-dichloroacetyliminotetrahydroimidazo[4,5-c]pyrazoles. Tetrahedron Lett. 1980, 21, 4757-4758.
    • (1980) Tetrahedron Lett. , vol.21 , pp. 4757-4758
    • Sudarsanam, V.1    Nagarajan, K.2    Rao, K.R.3    Shenoy, S.J.4
  • 15
    • 0040975496 scopus 로고
    • Nitroimidazoles 9. Addition of diazomethane to 1-methyl-5-nitro-2- acylamino and 2-sulfonamidoimidazoles and to 2-dichloracetamido-5-nitrothiazole
    • Nagarajan, K.; Sudarsanam, V.; Shenoy, S.J.; Rao, K.R. Nitroimidazoles 9. Addition of diazomethane to 1-methyl-5-nitro-2-acylamino and 2-sulfonamidoimidazoles and to 2-dichloracetamido-5-nitrothiazole. Indian J. Chem. Sec. B 1982, 21, 997-1005.
    • (1982) Indian J. Chem. Sec. B , vol.21 , pp. 997-1005
    • Nagarajan, K.1    Sudarsanam, V.2    Shenoy, S.J.3    Rao, K.R.4
  • 17
    • 0024996248 scopus 로고
    • A new general and efficient synthesis of imidazo[4,5-c]pyrazole derivatives
    • Vicentini, C.B.; Veronese, A.C.; Giori, P.; Lumachi, B.; Guarneri, M. A new general and efficient synthesis of imidazo[4,5-c]pyrazole derivatives. Tetrahedron 1990, 46, 5777-5788.
    • (1990) Tetrahedron , vol.46 , pp. 5777-5788
    • Vicentini, C.B.1    Veronese, A.C.2    Giori, P.3    Lumachi, B.4    Guarneri, M.5
  • 20
    • 0029921240 scopus 로고    scopus 로고
    • Imidazo[4,5-c]pyrazoles. Synthesis of 4-, 5- and 6-substituted derivatives
    • Vicentini, C.B.; Veronese, A.C.; Manfrini, M.; Guarneri, M. Imidazo[4,5-c]pyrazoles. Synthesis of 4-, 5- and 6-substituted derivatives. Tetrahedron 1996, 52, 7179-7182.
    • (1996) Tetrahedron , vol.52 , pp. 7179-7182
    • Vicentini, C.B.1    Veronese, A.C.2    Manfrini, M.3    Guarneri, M.4
  • 22
    • 0036320961 scopus 로고    scopus 로고
    • Novel 2-thioxohydantoin ketene dithioacetals: Versatile intermediates for synthesis of methylsulfanylimidazo [4,5-c] pyrazoles and methylsulfanylpyrrolo[1,2-c]imidazoles
    • Elgemeie, G.H.; Elghandour, A.H.; Ali, H.A.; Hussein, A.M. Novel 2-thioxohydantoin ketene dithioacetals: Versatile intermediates for synthesis of methylsulfanylimidazo [4,5-c] pyrazoles and methylsulfanylpyrrolo[1,2-c] imidazoles. Synth. Commun. 2002, 32, 2245-2253.
    • (2002) Synth. Commun. , vol.32 , pp. 2245-2253
    • Elgemeie, G.H.1    Elghandour, A.H.2    Ali, H.A.3    Hussein, A.M.4
  • 23
    • 0035806284 scopus 로고    scopus 로고
    • Microwave assisted solvent-free synthesis of pyrazolo[3,4-b]quinolines and pyrazolo[3,4-c]pyrazoles using p-TsOH
    • Paul, S.; Gupta, M.; Gupta, R.; Loupy, A. Microwave assisted solvent-free synthesis of pyrazolo[3,4-b]quinolines and pyrazolo[3,4-c]pyrazoles using p-TsOH. Tetrahedron Lett. 2001, 42, 3827-3829.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 3827-3829
    • Paul, S.1    Gupta, M.2    Gupta, R.3    Loupy, A.4
  • 24
    • 0017083986 scopus 로고
    • Synthesis and antiviral and antimicrobial activity of certain 1-β-D-ribofuranosyl-4,5-disubstituted imidazoles
    • Srivastava, P.C.; Streeter, D.G.; Matthews, T.R.; Allen, L.B.; Sidwell, R.W.; Robins, R.K. Synthesis and antiviral and antimicrobial activity of certain 1-β-D-ribofuranosyl-4,5-disubstituted imidazoles. J. Med. Chem. 1976, 19, 1020-1026.
    • (1976) J. Med. Chem. , vol.19 , pp. 1020-1026
    • Srivastava, P.C.1    Streeter, D.G.2    Matthews, T.R.3    Allen, L.B.4    Sidwell, R.W.5    Robins, R.K.6
  • 25
    • 37049140919 scopus 로고
    • Heterocyclic rearrangements X. A generalised monocyclic rearrangement
    • Boulton, A.J.; Katritzky, A.R.; Hamid, A.M. Heterocyclic rearrangements X. A generalised monocyclic rearrangement. J. Chem. Soc. (C) 1967, 2005-2007.
    • (1967) J. Chem. Soc. (C) , pp. 2005-2007
    • Boulton, A.J.1    Katritzky, A.R.2    Hamid, A.M.3
  • 26
    • 9444273114 scopus 로고
    • Mononuclear heterocyclic rearrangements Part 12. Rearrangement of 1,2,4-oxadiazoles into indazoles
    • Vivona, N.; Cusmano, G.; Macaluso, G.; Frenna, V.; Ruccia, M. Mononuclear heterocyclic rearrangements Part 12. Rearrangement of 1,2,4-oxadiazoles into indazoles. J. Heterocyclic Chem. 1979, 16, 783-784.
    • (1979) J. Heterocyclic Chem. , vol.16 , pp. 783-784
    • Vivona, N.1    Cusmano, G.2    Macaluso, G.3    Frenna, V.4    Ruccia, M.5
  • 27
    • 9444238204 scopus 로고
    • Neighboring group participation in formation of condensed azines - Formation of pyrazolo[3,4-b]pyrazines, isoxazolo[4,5-&]pyrazines and isothiazolo[5,4-e]pyridine
    • Kocevar, M.; Vercek, B.; Stariovnik, B.; Tisler, M. Neighboring group participation in formation of condensed azines - Formation of pyrazolo[3,4-b]pyrazines, isoxazolo[4,5-&]pyrazines and isothiazolo[5,4-e] pyridine. Monatsh. Chem. 1982, 113, 731-744.
    • (1982) Monatsh. Chem. , vol.113 , pp. 731-744
    • Kocevar, M.1    Vercek, B.2    Stariovnik, B.3    Tisler, M.4
  • 28
    • 9444226145 scopus 로고
    • New synthetic approach for pyrazolo[3,4-e]pyrazines and isoxazolo [4,5-6] pyrazines
    • Kocevar, M.; Tisler, M.; Stanovnik, B. New synthetic approach for pyrazolo[3,4-e]pyrazines and isoxazolo [4,5-6] pyrazines. Heterocycles 1982, 19, 339-342.
    • (1982) Heterocycles , vol.19 , pp. 339-342
    • Kocevar, M.1    Tisler, M.2    Stanovnik, B.3
  • 29
    • 37049096860 scopus 로고
    • Ring transformation of 3-(2-aminoaryl)-1,2,4-oxadiazoles into 3-acylaminoindazoles; Extension of the Boulton-Katritzy scheme
    • Korbonits, D.; Kanzel-Szoboda, I.; Horvath, K. Ring transformation of 3-(2-aminoaryl)-1,2,4-oxadiazoles into 3-acylaminoindazoles; Extension of the Boulton-Katritzy scheme. J. Chem. Soc. Perkin Trans. 1 1982, 759-766.
    • (1982) J. Chem. Soc. Perkin Trans. 1 , pp. 759-766
    • Korbonits, D.1    Kanzel-Szoboda, I.2    Horvath, K.3
  • 30
    • 0007336506 scopus 로고
    • PH-dependent alternative ring closure of monoacyl 2-aminobenzamidoximes. A new 2-aminobenzimidazole synthesis
    • Korbonits, D.; Kolonits, P. PH-dependent alternative ring closure of monoacyl 2-aminobenzamidoximes. A new 2-aminobenzimidazole synthesis. J. Chem. Res. (S) 1988, 209.
    • (1988) J. Chem. Res. (S) , pp. 209
    • Korbonits, D.1    Kolonits, P.2
  • 31
    • 0007328950 scopus 로고
    • Recent results on the cyclization tendency of diacyl-2- aminobenzamidoximes
    • Korbonits, D.; Kolonits, P. Recent results on the cyclization tendency of diacyl-2-aminobenzamidoximes. Acta Chim. Hung. 1990, 127, 795-802.
    • (1990) Acta Chim. Hung. , vol.127 , pp. 795-802
    • Korbonits, D.1    Kolonits, P.2
  • 32
    • 0029994183 scopus 로고    scopus 로고
    • Photoinduced molecular rearrangements. The photochemistry of some 1,2,4-oxadiazoles in the presence of nitrogen nucleophiles. Formation of 1,2,4-triazoles, indazoles, and benzimidazoles
    • Buscemi, S.; Vivona, N.; Carolina, T. Photoinduced molecular rearrangements. The photochemistry of some 1,2,4-oxadiazoles in the presence of nitrogen nucleophiles. Formation of 1,2,4-triazoles, indazoles, and benzimidazoles. J. Org. Chem. 1996, 61, 8397-8401.
    • (1996) J. Org. Chem. , vol.61 , pp. 8397-8401
    • Buscemi, S.1    Vivona, N.2    Carolina, T.3
  • 33
    • 9444280776 scopus 로고    scopus 로고
    • Mononuclear heterocyclic rearrangement: Synthesis of [5:5] bicyclic [c]-fused 3-aminopyrazoles via the N-N bond formation strategy
    • Berry, D.A.; Chien, T.-C.; Townsend, L.B. Mononuclear heterocyclic rearrangement: Synthesis of [5:5] bicyclic [c]-fused 3-aminopyrazoles via the N-N bond formation strategy. Heterocycles 2004, 63, 2475-2494.
    • (2004) Heterocycles , vol.63 , pp. 2475-2494
    • Berry, D.A.1    Chien, T.-C.2    Townsend, L.B.3
  • 34
    • 0016768605 scopus 로고
    • Synthesis of 5-amino-1-(5-deoxy-β-D-ribofuranosyl)imidazole-4- carboxamide and related 5′-deoxyimidazole ribonucleosides
    • Srivastava, P.C.; Newman, A.R.; Matthews, T.R.; Robins, R.K. Synthesis of 5-amino-1-(5-deoxy-β-D-ribofuranosyl)imidazole-4-carboxamide and related 5′-deoxyimidazole ribonucleosides. J. Med. Chem. 1975, 18, 1237-1240.
    • (1975) J. Med. Chem. , vol.18 , pp. 1237-1240
    • Srivastava, P.C.1    Newman, A.R.2    Matthews, T.R.3    Robins, R.K.4
  • 35
    • 0001688888 scopus 로고    scopus 로고
    • Stereospecific synthesis of 1,9-bis(β-D-glycosyl)adenines: A chemical route to stable analogs of cyclic-ADP ribose (cADPR)
    • Hutchinson, E.J.; Taylor, B.F.; Blackburn, G.M. Stereospecific synthesis of 1,9-bis(β-D-glycosyl)adenines: A chemical route to stable analogs of cyclic-ADP ribose (cADPR). Chem. Commun. 1997, 1859-1860.
    • (1997) Chem. Commun. , pp. 1859-1860
    • Hutchinson, E.J.1    Taylor, B.F.2    Blackburn, G.M.3
  • 36
    • 0033578807 scopus 로고    scopus 로고
    • Nucleosides and nucleotides 184. Synthesis and conformational investigation of anti-fixed 3-deaza-3-halopurine ribonucleosides
    • Minakawa, N.; Kojima, N.; Matsuda, A. Nucleosides and nucleotides 184. Synthesis and conformational investigation of anti-fixed 3-deaza-3-halopurine ribonucleosides. J. Org. Chem. 1999, 64, 7158-7172.
    • (1999) J. Org. Chem. , vol.64 , pp. 7158-7172
    • Minakawa, N.1    Kojima, N.2    Matsuda, A.3
  • 37
    • 0019184986 scopus 로고
    • 1-Methylisoguanosine, a pharmacologically active agent from a marine sponge
    • Cook, A.F.; Bartlett, R.T.; Gregson, R.P.; Quinn, R.J. 1-Methylisoguanosine, a pharmacologically active agent from a marine sponge. J. Org. Chem. 1980, 45, 4020-4025.
    • (1980) J. Org. Chem. , vol.45 , pp. 4020-4025
    • Cook, A.F.1    Bartlett, R.T.2    Gregson, R.P.3    Quinn, R.J.4
  • 39
    • 0000170577 scopus 로고
    • Rearrangements in heterocyclic synthesis - A novel translocation of an (N-amino-N-methylamino) methylene group from a heterocyclic N-amino-N- methylformamidine side-chain to the vinylogous nitrile function
    • Hosmane, R.S.; Lim, B.B.; Burnett, F.N. Rearrangements in heterocyclic synthesis - A novel translocation of an (N-amino-N-methylamino) methylene group from a heterocyclic N-amino-N-methylformamidine side-chain to the vinylogous nitrile function. J. Org. Chem. 1988, 53, 382-386.
    • (1988) J. Org. Chem. , vol.53 , pp. 382-386
    • Hosmane, R.S.1    Lim, B.B.2    Burnett, F.N.3
  • 40
    • 0028356397 scopus 로고
    • Synthesis of 4-disubstituted and 5-disubstituted 1-benzylimidazoles, important precursors of purine analogs
    • Alves, M.J.; Proenca, M.; Booth, B.L. Synthesis of 4-disubstituted and 5-disubstituted 1-benzylimidazoles, important precursors of purine analogs. J. Heterocyclic Chem. 1994, 31, 345-350.
    • (1994) J. Heterocyclic Chem. , vol.31 , pp. 345-350
    • Alves, M.J.1    Proenca, M.2    Booth, B.L.3
  • 42
    • 0033400599 scopus 로고    scopus 로고
    • Analogs of AICA- and iso-AICA ribosides and their methylated base counterparts
    • Panzica, R.P.; Townsend, L.B. Analogs of AICA- and iso-AICA ribosides and their methylated base counterparts. Nucleosides Nucleotides 1999, 18, 2345-2356.
    • (1999) Nucleosides Nucleotides , vol.18 , pp. 2345-2356
    • Panzica, R.P.1    Townsend, L.B.2
  • 43
    • 0026083109 scopus 로고
    • Nucleosides and nucleotides 96. Synthesis and antitumor activity of 5-ethynyl-1-β-D-ribofuranosylimidazole-4-carboxamide (EICAR) and its derivatives
    • Minakawa, N.; Takeda, T.; Sasaki, T.; Matsuda, A.; Ueda, T. Nucleosides and nucleotides 96. Synthesis and antitumor activity of 5-ethynyl-1-β-D- ribofuranosylimidazole-4-carboxamide (EICAR) and its derivatives. J. Med. Chem. 1991, 34, 778-786.
    • (1991) J. Med. Chem. , vol.34 , pp. 778-786
    • Minakawa, N.1    Takeda, T.2    Sasaki, T.3    Matsuda, A.4    Ueda, T.5
  • 44
    • 0017073707 scopus 로고
    • Antiviral activity of arabinosyladenine and arabinosylhypoxanthine in herpes-simplex virus-infected KB cells - Selective-inhibition of viral deoxyribonucleic-acid synthesis in synchronized suspension cultures
    • Shipman, C., Jr.; Smith, S.H.; Carlson, R.H.; Drach, J.C. Antiviral activity of arabinosyladenine and arabinosylhypoxanthine in herpes-simplex virus-infected KB cells - Selective-inhibition of viral deoxyribonucleic-acid synthesis in synchronized suspension cultures. Antimicrob. Agents and Chemoth. 1976, 9, 120-127.
    • (1976) Antimicrob. Agents and Chemoth. , vol.9 , pp. 120-127
    • Shipman Jr., C.1    Smith, S.H.2    Carlson, R.H.3    Drach, J.C.4
  • 46
    • 0025304011 scopus 로고
    • A 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.6
  • 48
    • 0024993530 scopus 로고
    • A 3-dimensional model to analyze drug-drug interactions
    • Prichard, M.N.; Shipman, C., Jr. A 3-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
  • 49
    • 0002714675 scopus 로고
    • Rapid chromatographic technique for preparative separations with moderate resolution
    • Still, W.C.; Kahn, M.; Mitra, A. Rapid chromatographic technique for preparative separations with moderate resolution. J. Org. Chem. 1978, 43, 2923-2925.
    • (1978) J. Org. Chem. , vol.43 , pp. 2923-2925
    • Still, W.C.1    Kahn, M.2    Mitra, A.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.