메뉴 건너뛰기




Volumn 4, Issue 4, 2002, Pages 352-358

Solid-phase synthesis of imidazo[4,5-b]pyridin-2-ones and related urea derivatives by cyclative cleavage of a carbamate linkage

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE;

EID: 0040671363     PISSN: 15204766     EISSN: None     Source Type: Journal    
DOI: 10.1021/cc010091b     Document Type: Article
Times cited : (13)

References (31)
  • 1
    • 0037488464 scopus 로고    scopus 로고
    • Pharmacological profile of a novel series of NK1 antagonists. In vitro and in vivo potency of benzimidazolone derivatives
    • Rémond, G.; Portevin, B.; Bonnet, J.; Canet, E.; Regoli, D.; De Nanteuil, G. Pharmacological Profile of a Novel Series of NK1 Antagonists. In Vitro and in Vivo Potency of Benzimidazolone Derivatives. Eur. J. Med. Chem. 1997, 32 843-868.
    • (1997) Eur. J. Med. Chem. , vol.32 , pp. 843-868
    • Rémond, G.1    Portevin, B.2    Bonnet, J.3    Canet, E.4    Regoli, D.5    De Nanteuil, G.6
  • 5
    • 0025283392 scopus 로고
    • Inhibitors of platelet cAMP phosphodiesterase
    • Meanwell, N. A.; Seiler, S. M. Inhibitors of Platelet cAMP Phosphodiesterase. Drugs Future 1990, 75, 369-390.
    • (1990) Drugs Future , vol.75 , pp. 369-390
    • Meanwell, N.A.1    Seiler, S.M.2
  • 6
    • 0026075595 scopus 로고
    • Gillespie, E. 1,3-dihydro-2H-imidazo[4,5-b]quinolin-2-ones. Inhibitors of blood platelet cAMP phosphodiesterase and induced aggregation
    • Meanwell, N. A.; Roth, H. R.; Smith, E. C. R.; Wedding, D. L.; Wright, J. J. K.; Fleming, J. S.; Gillespie, E. 1,3-Dihydro-2H-imidazo[4,5-b]quinolin-2-ones. Inhibitors of Blood Platelet cAMP Phosphodiesterase and Induced Aggregation. J. Med. Chem. 1991, 34, 2906-2916.
    • (1991) J. Med. Chem. , vol.34 , pp. 2906-2916
    • Meanwell, N.A.1    Roth, H.R.2    Smith, E.C.R.3    Wedding, D.L.4    Wright, J.J.K.5    Fleming, J.S.6
  • 9
    • 0027482539 scopus 로고
    • Inhibitors of blood platelet cAMP phosphodiesterase. 4. Structural variation of the side-chain terminus of water-soluble 1,3-dihydro-2H-imidazo-[4,5-b]quinolin-2-one derivatives
    • Meanwell, N. A.; Hewawasam, P.; Thomas, J. A.; Wright, J. J. K.; Russell, J. W.; Gamberdella, M.; Goldenberg, H. J.; Seiler, S. M.; Zavoico, G. B. Inhibitors of Blood Platelet cAMP Phosphodiesterase. 4. Structural Variation of the Side-Chain Terminus of Water-Soluble 1,3-Dihydro-2H-imidazo-[4,5-b]quinolin-2-one Derivatives. J. Med. Chem. 1993, 36, 3251-3264.
    • (1993) J. Med. Chem. , vol.36 , pp. 3251-3264
    • Meanwell, N.A.1    Hewawasam, P.2    Thomas, J.A.3    Wright, J.J.K.4    Russell, J.W.5    Gamberdella, M.6    Goldenberg, H.J.7    Seiler, S.M.8    Zavoico, G.B.9
  • 10
    • 0034175621 scopus 로고    scopus 로고
    • Use of polymer supported thiophenol for the synthesis and purification of a benz-imidazol-2-one library
    • Ermann, M.; Simkovsky, N. M.; Roberts, S. M.; Parry, D. M.; Baxter, A. D.; Montana, J. G. Use of Polymer Supported Thiophenol for the Synthesis and Purification of a Benz-imidazol-2-one Library. Tetrahedron Lett. 2000, 41, 2483-2485.
    • (2000) Tetrahedron Lett. , vol.41 , pp. 2483-2485
    • Ermann, M.1    Simkovsky, N.M.2    Roberts, S.M.3    Parry, D.M.4    Baxter, A.D.5    Montana, J.G.6
  • 12
    • 37049057295 scopus 로고
    • Some N-substituted 2-oxobenzimidazolines
    • Davoll, J.; Laney, D. R. Some N-Substituted 2-Oxobenzimidazolines. J. Chem. Soc. 1960, 314-318.
    • (1960) J. Chem. Soc. , pp. 314-318
    • Davoll, J.1    Laney, D.R.2
  • 13
    • 84986715230 scopus 로고
    • Potential H1-antihistaminic drugs: Synthesis of 4-[(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)alkoxycarbonyl]-1-(diphenylmethyl) piperazines by selective monoalkoxycarbonylation of α,ω-dichloroalkanes by phase-transfer catalysis
    • Gomez-Parra, V.; Jimenez, M.; Sanchez, F.; Torres, T. Potential H1-Antihistaminic Drugs: Synthesis of 4-[(2,3-Dihydro-2-oxo-1H-benzimidazol-1-yl)alkoxycarbonyl]-1-(diphenylmethyl) piperazines by Selective Monoalkoxycarbonylation of α,ω-Dichloroalkanes by Phase-Transfer Catalysis. Liebigs Ann. Chem. 1989, 539-544.
    • (1989) Liebigs Ann. Chem. , pp. 539-544
    • Gomez-Parra, V.1    Jimenez, M.2    Sanchez, F.3    Torres, T.4
  • 14
    • 84977258936 scopus 로고
    • Application of a thermal rearrangement reaction to questions of structure of condensed dihydrodiazepinones: The reaction of 2,3-diaminopyridine with ethyl benzoylacetate
    • Israel, M.; Jones, L. C. Application of a Thermal Rearrangement Reaction to Questions of Structure of Condensed Dihydrodiazepinones: The Reaction of 2,3-Diaminopyridine with Ethyl Benzoylacetate. J. Heterocycl. Chem. 1969, 6, 735-738.
    • (1969) J. Heterocycl. Chem. , vol.6 , pp. 735-738
    • Israel, M.1    Jones, L.C.2
  • 15
    • 0032518658 scopus 로고    scopus 로고
    • Solid phase synthesis of benzimidazolones
    • Wei, G. P.; Phillips, G. B. Solid Phase Synthesis of Benzimidazolones. Tetrahedron Lett. 1998, 39, 179-182.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 179-182
    • Wei, G.P.1    Phillips, G.B.2
  • 16
    • 0033532550 scopus 로고    scopus 로고
    • Liquid phase synthesis of arylamines and its application to the benzimidazolone via nucleophilic aryl substitution
    • Pan, P.-C.; Sun, C.-M. Liquid Phase Synthesis of Arylamines and Its Application to the Benzimidazolone via Nucleophilic Aryl Substitution. Bioorg. Med. Chem. Lett. 1999, 9, 1537-1540.
    • (1999) Bioorg. Med. Chem. Lett. , vol.9 , pp. 1537-1540
    • Pan, P.-C.1    Sun, C.-M.2
  • 17
    • 0033609789 scopus 로고    scopus 로고
    • High-throughput combinatorial synthesis of substituted benzimidazolones
    • Pan, P.-C.; Sun, C.-M. High-Throughput Combinatorial Synthesis of Substituted Benzimidazolones. Tetrahedron Lett. 1999, 40, 6443-6446.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 6443-6446
    • Pan, P.-C.1    Sun, C.-M.2
  • 18
    • 0030907666 scopus 로고    scopus 로고
    • Solid-phase synthesis of sulfonamides using a carbamate linker
    • Raju, B.; Kogan, T. P. Solid-Phase Synthesis of Sulfonamides Using a Carbamate Linker. Tetrahedron Lett. 1997, 38, 3373-3376.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 3373-3376
    • Raju, B.1    Kogan, T.P.2
  • 19
    • 0030034999 scopus 로고    scopus 로고
    • Solid-phase synthesis of hydantoins using a carbamate linker and a novel cyclization/cleavage step
    • Dressman, B. A.; Spangle, L. A.; Kaldor, S. W. Solid-Phase Synthesis of Hydantoins Using a Carbamate Linker and a Novel Cyclization/Cleavage Step. Tetrahedron Lett. 1996, 37, 937-940.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 937-940
    • Dressman, B.A.1    Spangle, L.A.2    Kaldor, S.W.3
  • 20
  • 21
    • 0029897843 scopus 로고    scopus 로고
    • Solid-phase synthesis of peptide aminoalkylamides using an allyl linker
    • Kaljuste, K.; Unden, A. Solid-Phase Synthesis of Peptide Aminoalkylamides Using an Allyl Linker. Tetrahedron Lett. 1996, 57, 3031-3034.
    • (1996) Tetrahedron Lett. , vol.57 , pp. 3031-3034
    • Kaljuste, K.1    Unden, A.2
  • 22
    • 0033578665 scopus 로고    scopus 로고
    • Transfer catalysis between two solids: Application to the reduction of nitro arenes
    • Hari, A.; Miller, B. L. Transfer Catalysis between Two Solids: Application to the Reduction of Nitro Arenes. Angew. Chem., Int. Ed. 1999, 38, 2777-2779.
    • (1999) Angew. Chem., Int. Ed. , vol.38 , pp. 2777-2779
    • Hari, A.1    Miller, B.L.2
  • 23
    • 0033534331 scopus 로고    scopus 로고
    • A new method for the mild and selective reduction of aryl nitro groups on solid support
    • Hari, A.; Miller, B. L. A New Method for the Mild and Selective Reduction of Aryl Nitro Groups on Solid Support. Tetrahedron Lett. 1999, 40, 245-248.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 245-248
    • Hari, A.1    Miller, B.L.2
  • 24
    • 0034183890 scopus 로고    scopus 로고
    • Solid-phase synthesis of purines and pyrimidines
    • Di Lucrezia, R.; Gilbert, I. H.; Floyd, C. D. Solid-Phase Synthesis of Purines and Pyrimidines. J. Comb. Chem. 2000, 2, 249-253.
    • (2000) J. Comb. Chem. , vol.2 , pp. 249-253
    • Di Lucrezia, R.1    Gilbert, I.H.2    Floyd, C.D.3
  • 25
    • 0032511925 scopus 로고    scopus 로고
    • Solid-phase synthesis of 1,5-benzodiazepin-2-ones
    • Schwarz, M. K.; Tumelty, D.; Gallop, M. A. Solid-Phase Synthesis of 1,5-Benzodiazepin-2-ones. Tetrahedron Lett. 1998, 39, 8397-8400.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 8397-8400
    • Schwarz, M.K.1    Tumelty, D.2    Gallop, M.A.3
  • 26
    • 0032497665 scopus 로고    scopus 로고
    • Solid-phase synthesis of substituted 1-phenyl-2-amino-benzimidazoles and 1-phenyl-2-thiomethyl-benzimidazoles
    • Tumelty, D.; Schwarz, M. K.; Needles, M. C. Solid-Phase Synthesis of Substituted 1-Phenyl-2-amino-benzimidazoles and 1-Phenyl-2-thiomethyl-benzimidazoles. Tetrahedron Lett. 1998, 39, 7467-7470.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 7467-7470
    • Tumelty, D.1    Schwarz, M.K.2    Needles, M.C.3
  • 27
    • 0033992005 scopus 로고    scopus 로고
    • Solid-phase synthesis of 5,6,7,8-tetrahydro1H-imidazo[4,5-g]quinoxalin-6-ones
    • Mazurov, A. Solid-phase Synthesis of 5,6,7,8-Tetrahydro1H-imidazo[4,5-g]quinoxalin-6-ones. Tetrahedron Lett. 2000, 41, 7-10.
    • (2000) Tetrahedron Lett. , vol.41 , pp. 7-10
    • Mazurov, A.1
  • 28
    • 0030879776 scopus 로고    scopus 로고
    • Synthesis of 2-oxindole derivatives via the intramolecular heck reaction on solid-support
    • Arumugam, V.; Routledge, A.; Abell, C.; Balasubramanian, S. Synthesis of 2-Oxindole Derivatives via the Intramolecular Heck Reaction on Solid-Support. Tetrahedron Lett. 1997, 38, 6473-6476.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 6473-6476
    • Arumugam, V.1    Routledge, A.2    Abell, C.3    Balasubramanian, S.4
  • 29
    • 0032497430 scopus 로고    scopus 로고
    • Solid-phase synthesis of a library of piperazinediones and diazepinediones via kaiser oxime resin
    • Smith, R. A.; Bobko, M. A.; Lee, W. Solid-Phase Synthesis of a Library of Piperazinediones and Diazepinediones via Kaiser Oxime Resin. Bioorg. Med. Chem. Lett. 1998, 8, 2369-2374.
    • (1998) Bioorg. Med. Chem. Lett. , vol.8 , pp. 2369-2374
    • Smith, R.A.1    Bobko, M.A.2    Lee, W.3
  • 30
    • 0002616195 scopus 로고    scopus 로고
    • Solid-phase directed ortho-lithiation and the preparation of a phthalide library
    • Garibay, P.; Vedsø, P.; Begtrup, M.; Hoeg-Jensen, T. Solid-Phase Directed Ortho-Lithiation and the Preparation of a Phthalide Library. J. Comb. Chem. 2001, 3, 332-340.
    • (2001) J. Comb. Chem. , vol.3 , pp. 332-340
    • Garibay, P.1    Vedsø, P.2    Begtrup, M.3    Hoeg-Jensen, T.4
  • 31
    • 84955066834 scopus 로고
    • Solid-phase synthesis of bicyclo[2.2.2]octane derivatives via Tandem Michael addition reactions and subsequent reductive amination
    • Ley, S. V.; Mynett, D. M.; Koot, W.-J. Solid-Phase Synthesis of Bicyclo[2.2.2]octane Derivatives via Tandem Michael Addition Reactions and Subsequent Reductive Amination. Synlett 1995, 1017-1020.
    • (1995) Synlett , pp. 1017-1020
    • Ley, S.V.1    Mynett, D.M.2    Koot, W.-J.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.