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Volumn 47, Issue 25, 2004, Pages 6311-6325

Tetrasubstituted imidazole inhibitors of cytokine release: Probing substituents in the N-1 position

Author keywords

[No Author keywords available]

Indexed keywords

4 (4 FLUOROPHENYL) 2 (4 METHYLSULFINYLPHENYL) 5 (4 PYRIDYL)IMIDAZOLE; 5 (4 PYRIDINYL) 4 (4 FLUOROPHENYL) 1 (4 PIPERIDINYL)IMIDAZOLE; ACETAMIDE DERIVATIVE; ADALIMUMAB; CYTOCHROME P450; CYTOKINE; ETANERCEPT; IMIDAZOLE DERIVATIVE; IMIDAZOLE INHIBITOR; INFLIXIMAB; INTERLEUKIN 1BETA; MITOGEN ACTIVATED PROTEIN KINASE; N [4 [5 (4 FLUOROPHENYL) 3 (3 METHOXYETHYL) 2 METHYLSULFANYL 3H IMIDAZOL 4 YL]PYRIDIN 3 YL]ACETAMIDE; PROTEIN INHIBITOR; RECOMBINANT INTERLEUKIN 1 RECEPTOR BLOCKING AGENT; SB 216995; SYNAPTOPHYSIN; TUMOR NECROSIS FACTOR ALPHA; UNCLASSIFIED DRUG;

EID: 9744265656     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm0496584     Document Type: Article
Times cited : (186)

References (43)
  • 2
    • 0034513614 scopus 로고    scopus 로고
    • Potential of p38 inhibitors in the treatment of rheumatoid arthritis
    • Foster, M. L.; Halley, F.; Souness, J. E. Potential of p38 inhibitors in the treatment of rheumatoid arthritis. Drug News Perspectives 2000, 13, 488-497.
    • (2000) Drug News Perspectives , vol.13 , pp. 488-497
    • Foster, M.L.1    Halley, F.2    Souness, J.E.3
  • 3
    • 0038179379 scopus 로고    scopus 로고
    • Inhibitors of p38 mitogen-activated protein kinase for the treatment of rheumatoid arthritis
    • Pargellis, C.; Regan, J. Inhibitors of p38 mitogen-activated protein kinase for the treatment of rheumatoid arthritis. Curr. Opin. Invest. Drugs 2003, 4, 566-571.
    • (2003) Curr. Opin. Invest. Drugs , vol.4 , pp. 566-571
    • Pargellis, C.1    Regan, J.2
  • 4
    • 0036771220 scopus 로고    scopus 로고
    • Kinases as targets: Prospects for chronic therapy
    • Orchard, S. Kinases as targets: Prospects for chronic therapy. Curr. Opin. Drug Discovery Dev. 2002, 5, 713-717.
    • (2002) Curr. Opin. Drug Discovery Dev. , vol.5 , pp. 713-717
    • Orchard, S.1
  • 5
    • 0037734215 scopus 로고    scopus 로고
    • Cytokines in the pathogenesis of rheumatoid arthritis and collagen-induced arthritis
    • Lubberts, E.; Van den Berg, W. B. Cytokines in the pathogenesis of rheumatoid arthritis and collagen-induced arthritis. Adv. Exp. Med. Biol. 2003, 520, 194-202.
    • (2003) Adv. Exp. Med. Biol. , vol.520 , pp. 194-202
    • Lubberts, E.1    Van Den Berg, W.B.2
  • 7
    • 0037231533 scopus 로고    scopus 로고
    • Adalimumab, a fully human antitumor necrosis factor α monoclonal antibody, for the treatment of rheumatoid arthritis in patients taking concomitant methotrexate: The ARMADA trial
    • Weinblatt, M. E.; Keystone, E. C.; Furst, D. E.; Moreland, L. W.; Weisman, M. H.; Birbara, C. A.; Teoh, L. A.; Fischkoff, S. A.; Chartash, E. K. Adalimumab, a fully human antitumor necrosis factor α monoclonal antibody, for the treatment of rheumatoid arthritis in patients taking concomitant methotrexate: The ARMADA trial. Arthritis Rheumatism 2003, 48, 35-45.
    • (2003) Arthritis Rheumatism , vol.48 , pp. 35-45
    • Weinblatt, M.E.1    Keystone, E.C.2    Furst, D.E.3    Moreland, L.W.4    Weisman, M.H.5    Birbara, C.A.6    Teoh, L.A.7    Fischkoff, S.A.8    Chartash, E.K.9
  • 8
    • 0033524159 scopus 로고    scopus 로고
    • Infliximab (chimeric antitumor necrosis factor alpha monoclonal antibody) versus placebo in rheumatoid arthritis patients receiving concomitant methotrexate: A randomised phase III trial
    • ATTRACT Study Group
    • Maini, R.; St Clair, E. W.; Breedveld, F.; Furst, D.; Kalden, J.; Weisman, M.; Smolen, J.; Emery, P.; Harriman, G.; Feldmann, M.; Lipsky, P. Infliximab (chimeric antitumor necrosis factor alpha monoclonal antibody) versus placebo in rheumatoid arthritis patients receiving concomitant methotrexate: A randomised phase III trial. ATTRACT Study Group. Lancet 1999, 354, 1932-1939.
    • (1999) Lancet , vol.354 , pp. 1932-1939
    • Maini, R.1    St. Clair, E.W.2    Breedveld, F.3    Furst, D.4    Kalden, J.5    Weisman, M.6    Smolen, J.7    Emery, P.8    Harriman, G.9    Feldmann, M.10    Lipsky, P.11
  • 9
    • 0034810814 scopus 로고    scopus 로고
    • Comparison of rheumatoid arthritis care costs in patients starting therapy with leflunomide versus etanercept
    • Yazdani, C.; McLaughlin, T.; Cummins, G.; Doyle, J. Comparison of rheumatoid arthritis care costs in patients starting therapy with leflunomide versus etanercept. Am. J. Manag. Care 2001, 7, 419-426.
    • (2001) Am. J. Manag. Care , vol.7 , pp. 419-426
    • Yazdani, C.1    McLaughlin, T.2    Cummins, G.3    Doyle, J.4
  • 14
    • 0029983730 scopus 로고    scopus 로고
    • The p38/RK mitogen-activated protein kinase pathway regulates interleukin-6 synthesis response to tumor necrosis factor
    • Beyaert, R.; Cuenda, A.; Vanden Berghe, W.; Plaisance, S.; Lee, J. C.; Haegeman, G.; Cohen, P.; Fiers, W. The p38/RK mitogen-activated protein kinase pathway regulates interleukin-6 synthesis response to tumor necrosis factor. EMBO J. 1996, 15, 1914-1923.
    • (1996) EMBO J. , vol.15 , pp. 1914-1923
    • Beyaert, R.1    Cuenda, A.2    Vanden Berghe, W.3    Plaisance, S.4    Lee, J.C.5    Haegeman, G.6    Cohen, P.7    Fiers, W.8
  • 15
    • 0028935270 scopus 로고
    • Pro-inflammatory cytokines and environmental stress cause p38 mitogen-activated protein kinase activation by dual phosphorylation on tyrosine and threonine
    • Raingeaud, J.; Gupta, S.; Rogers, J. S.; Dickens, M.; Han, J.; Ulevitch, R. J.; Davis, R. J. Pro-inflammatory cytokines and environmental stress cause p38 mitogen-activated protein kinase activation by dual phosphorylation on tyrosine and threonine. J. Biol. Chem. 1995, 270, 7420-7426.
    • (1995) J. Biol. Chem. , vol.270 , pp. 7420-7426
    • Raingeaud, J.1    Gupta, S.2    Rogers, J.S.3    Dickens, M.4    Han, J.5    Ulevitch, R.J.6    Davis, R.J.7
  • 16
    • 0033030207 scopus 로고    scopus 로고
    • p38 mitogen-activated protein kinase inhibitors-Mechanisms and therapeutic potentials
    • Lee, J. C.; Kassis, S.; Kumar, S.; Badger, A.; Adams, J. L. p38 mitogen-activated protein kinase inhibitors-Mechanisms and therapeutic potentials. Pharmacol. Ther. 1999, 82, 389-397.
    • (1999) Pharmacol. Ther. , vol.82 , pp. 389-397
    • Lee, J.C.1    Kassis, S.2    Kumar, S.3    Badger, A.4    Adams, J.L.5
  • 17
    • 0033397562 scopus 로고    scopus 로고
    • p38 Mitogen-activated protein kinase as a target for drug discovery
    • Henry, J. R.; Cavender, D. E.; Wadsworth, S. A. p38 Mitogen-activated protein kinase as a target for drug discovery. Drugs Future 1999, 24, 1345-1354.
    • (1999) Drugs Future , vol.24 , pp. 1345-1354
    • Henry, J.R.1    Cavender, D.E.2    Wadsworth, S.A.3
  • 18
    • 0032862832 scopus 로고    scopus 로고
    • Inhibitors of p38 MAP kinase: Therapeutic intervention in cytokine-mediated diseases
    • Salituro, F. G.; Germann, U. A.; Wilson, K. P.; Bemis, G. W.; Fox, T.; Su, M. S. S. Inhibitors of p38 MAP kinase: Therapeutic intervention in cytokine-mediated diseases. Curr. Med. Chem. 1999, 6, 807-823.
    • (1999) Curr. Med. Chem. , vol.6 , pp. 807-823
    • Salituro, F.G.1    Germann, U.A.2    Wilson, K.P.3    Bemis, G.W.4    Fox, T.5    Su, M.S.S.6
  • 25
    • 10744227768 scopus 로고    scopus 로고
    • Acquisition of sensitivity of stress-activated protein kinases to the p38 inhibitor, SB 203580, by alteration of one or more amino acids within the ATP binding pocket
    • Gum, R. J.; McLaughlin, M. M.; Kumar, S.; Wang, Z.; Bower, M. J.; Lee, J. C.; Adams, J. L.; Livi, G. P.; Goldsmith, E. J.; Young, P. R. Acquisition of sensitivity of stress-activated protein kinases to the p38 inhibitor, SB 203580, by alteration of one or more amino acids within the ATP binding pocket. J. Biol. Chem. 1998, 273, 15605-15610.
    • (1998) J. Biol. Chem. , vol.273 , pp. 15605-15610
    • Gum, R.J.1    McLaughlin, M.M.2    Kumar, S.3    Wang, Z.4    Bower, M.J.5    Lee, J.C.6    Adams, J.L.7    Livi, G.P.8    Goldsmith, E.J.9    Young, P.R.10
  • 29
    • 0019835546 scopus 로고
    • Inhibitors of Cytochrome P-450s and their mechanism of action
    • Testa, B.; Jenner, P. Inhibitors of Cytochrome P-450s and their mechanism of action. Drug Metab. Rev. 1981, 12, 1-117.
    • (1981) Drug Metab. Rev. , vol.12 , pp. 1-117
    • Testa, B.1    Jenner, P.2
  • 30
    • 0037057579 scopus 로고    scopus 로고
    • Imidazole inhibitors of cytokine release: Probing substituents in the 2 position
    • Laufer, S. A.; Striegel, H. G.; Wagner, G. K. Imidazole Inhibitors of Cytokine Release: Probing Substituents in the 2 Position. J. Med. Chem. 2002, 45, 4695-4705.
    • (2002) J. Med. Chem. , vol.45 , pp. 4695-4705
    • Laufer, S.A.1    Striegel, H.G.2    Wagner, G.K.3
  • 31
    • 0038642267 scopus 로고    scopus 로고
    • Novel substituted pyridinyl imidazoles as potent anticytokine agents with low activity against hepatic cytochrome P450 enzymes
    • Laufer, S. A.; Wagner, G. K.; Kotschenreuther, D. A.; Albrecht, W. Novel Substituted Pyridinyl Imidazoles as Potent Anticytokine Agents with Low Activity against Hepatic Cytochrome P450 Enzymes. J. Med. Chem. 2003, 46, 3230-3244.
    • (2003) J. Med. Chem. , vol.46 , pp. 3230-3244
    • Laufer, S.A.1    Wagner, G.K.2    Kotschenreuther, D.A.3    Albrecht, W.4
  • 32
    • 9744236811 scopus 로고    scopus 로고
    • A new and versatile approach towards N-substituted imidazole derivatives
    • Kotschenreuther, D.; Laufer, S. A new and versatile approach towards N-substituted imidazole derivatives. Arch Pharm-Pharm Med Chem 2000, 333, 19.
    • (2000) Arch. Pharm.-Pharm. Med. Chem. , vol.333 , pp. 19
    • Kotschenreuther, D.1    Laufer, S.2
  • 33
    • 0038146839 scopus 로고    scopus 로고
    • Identification of regioisomers in a series of N-substituted pyridin-4-yl imidazole derivatives by regiospecific synthesis, GC/MS, and 1H NMR
    • Wagner, G. K.; Kotschenreuther, D.; Zimmermann, W.; Laufer, S. A. Identification of Regioisomers in a Series of N-Substituted Pyridin-4-yl Imidazole Derivatives by Regiospecific Synthesis, GC/MS, and 1H NMR. J. Org. Chem. 2003, 68, 4527-4530.
    • (2003) J. Org. Chem. , vol.68 , pp. 4527-4530
    • Wagner, G.K.1    Kotschenreuther, D.2    Zimmermann, W.3    Laufer, S.A.4
  • 34
    • 37049142984 scopus 로고
    • The action of benzoyl chloride and hydrogen sulphide on cyclic methylenamines
    • Graymore, J. The Action of Benzoyl Chloride and Hydrogen Sulphide on Cyclic Methylenamines. J. Chem. Soc. 1932, 865-866.
    • (1932) J. Chem. Soc. , pp. 865-866
    • Graymore, J.1
  • 35
    • 0001882496 scopus 로고
    • Aldimine derivatives of acyclic aldehydes. I. Preparation and physical properties of aldimines. II. Stability and spontaneous transformation of the aldimines
    • Tiollais, R. Aldimine derivatives of acyclic aldehydes. I. Preparation and physical properties of aldimines. II. Stability and spontaneous transformation of the aldimines. Bull. Soc. Chim. Fr. 1947, 708-716.
    • (1947) Bull. Soc. Chim. Fr. , pp. 708-716
    • Tiollais, R.1
  • 36
    • 0009101341 scopus 로고
    • 1,3,5-Triarylhexahydro-sym-triazines and 1,3,5,7-tetraaryl-1,3,5,7- tetrazocines from aromatic amines and paraformaldehyde
    • Giumanini, A. G.; Verardo, G.; Zangrando, E.; Lassiani, L. 1,3,5-Triarylhexahydro-sym-triazines and 1,3,5,7-tetraaryl-1,3,5,7-tetrazocines from aromatic amines and paraformaldehyde. J. Prakt. Chem. 1987, 329, 1087-1103.
    • (1987) J. Prakt. Chem. , vol.329 , pp. 1087-1103
    • Giumanini, A.G.1    Verardo, G.2    Zangrando, E.3    Lassiani, L.4
  • 37
    • 0001136256 scopus 로고
    • Chemistry of dimethylketene dimer. VII. Dimers of dimethylthioketene
    • Elam, E. U.; Davis, H. E. Chemistry of dimethylketene dimer. VII. Dimers of dimethylthioketene. J. Org. Chem. 1967, 32, 1562-1565.
    • (1967) J. Org. Chem. , vol.32 , pp. 1562-1565
    • Elam, E.U.1    Davis, H.E.2
  • 40
  • 41
    • 0002212196 scopus 로고    scopus 로고
    • In-vitro screening assay to evaluate cytokine release inhibitors
    • Donat, C.; Laufer, S. In-vitro screening assay to evaluate cytokine release inhibitors. Arch. Pharm.-Pharm. Med. Chem. 2000, 333, 15.
    • (2000) Arch. Pharm.-Pharm. Med. Chem. , vol.333 , pp. 15
    • Donat, C.1    Laufer, S.2
  • 42
    • 0031669205 scopus 로고    scopus 로고
    • Enzyme-linked immunosorbent assay for measurement of JNK, ERK, and p38 kinase activities
    • Forrer, P.; Tamaskovic, R.; Jaussi, R. Enzyme-linked immunosorbent assay for measurement of JNK, ERK, and p38 kinase activities. Biol. Chem. 1998, 379, 1101-1111.
    • (1998) Biol. Chem. , vol.379 , pp. 1101-1111
    • Forrer, P.1    Tamaskovic, R.2    Jaussi, R.3
  • 43
    • 0031570357 scopus 로고    scopus 로고
    • Microtiter plate assays for inhibition of human, drug-metabolizing cytochromes P450
    • Crespi, C. L.; Miller, V. P.; Penman, B. W. Microtiter plate assays for inhibition of human, drug-metabolizing cytochromes P450. Anal. Biochem. 1997, 248, 188-190.
    • (1997) Anal. Biochem. , vol.248 , pp. 188-190
    • Crespi, C.L.1    Miller, V.P.2    Penman, B.W.3


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