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Volumn 55, Issue 1, 2012, Pages 449-464

Design, synthesis, and anaplastic lymphoma kinase (ALK) inhibitory activity for a novel series of 2,4,8,22-tetraazatetracyclo[14.3.1.1 3,7.1 9,13]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaene macrocycles

Author keywords

[No Author keywords available]

Indexed keywords

(2,5 DICHLOROPYRIMIDIN 4 YL)(2 METHOXY 5 VINYLPHENYL)AMINE; (2,5 DICHLOROPYRIMIDIN 4 YL)[2 (PROPANE 2 SULFONYL) 5 VINYLPHENYL]AMINE; (3 BROMOPHENYL)(2,5 DICHLOROPYRIMIDIN 4 YL)AMINE; (5 BROMO 2 METHOXYPHENYL)(2,5 DICHLOROPYRIMIDIN 4 YL)AMINE; 2 METHOXY 5 VINYLPHENYLAMINE; 4 BROMO 2 (2,5 DICHLOROPYRIMIDIN 4 YLAMINO)BENZOIC ACID METHYL ESTER; [(2,5 DICHLOROPYRIMIDIN 4 YL) 3 VINYLPHENYL]AMINE; [5 BROMO 2 (PROPANE 2 SULFONYL)PHENYL](2,5 DICHLOROPYRIMIDIN 4 YL)AMINE; ANAPLASTIC LYMPHOMA KINASE; INSULIN RECEPTOR KINASE; MACROCYCLIC COMPOUND; N (2)(3 BROMO 4 MORPHOLIN 4 YLPHENYL) 5 CHLORO N (4) 3 VINYLPHENYL)PYRIMIDINE 2,4 DIAMINE; N (2)[3 BROMO 4 (2 PYRROLIDIN 1 YLETHOXY)PHENYL] 5 CHLORO N (4)(3 VINYLPHENYL)PYRIMIDINE 2,4 DIAMINE; N (2)[3 BROMO 4 (4 METHYLPIPERAIN 1 YL)PHENYL] 5 CHLORO N (4)(3 VINYLPHENYL)PYRIMIDINE 2,4 DIAMINE; N (2)[3 BROMO 4 MORPHOLIN 4 YLPHENYL] 5 CHLORO N (4)(2 METHOXY 5 VINYLPHENYL)PYRIMIDINE 2,4 DIAMINE; N (4)(3 BROMOPHENYL) 5 CHLORO N (2)(3 VINYLPHENYL)PYRIMIDINE 2,4 DIAMINE; N (4)(5 BROMO 2 METHOXYPHENYL] 5 CHLORO N (2)(3 VINYLPHENYL) PYRIMIDINE 2,4 DIAMINE; N [2 (2,5 DICHLOROPYRIMIDIN 4 YL AMINO) 4 VINYLPHENYL] N METHYL METHANESULFONAMIDE; N [4 BROMO 2 (2,5 DICHLOROPYRIMIDIN 4 YLAMINO)PHENYL] N METHYLMETHANESULFONAMIDE; PROTEIN TYROSINE KINASE INHIBITOR; UNCLASSIFIED DRUG;

EID: 84855857003     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm201333e     Document Type: Article
Times cited : (36)

References (30)
  • 1
    • 84855855463 scopus 로고    scopus 로고
    • American Cancer Society
    • American Cancer Society. http://www.cancer.org.
  • 3
    • 57749188299 scopus 로고    scopus 로고
    • Targeting cancer with small molecule kinase inhibitors
    • Zhang, J.; Yang, P. L.; Gray, N. S. Targeting cancer with small molecule kinase inhibitors Nat. Rev. Cancer 2009, 9 (1) 28-39
    • (2009) Nat. Rev. Cancer , vol.9 , Issue.1 , pp. 28-39
    • Zhang, J.1    Yang, P.L.2    Gray, N.S.3
  • 9
    • 66949152073 scopus 로고    scopus 로고
    • Anaplastic Lymphoma Kinase: Signalling in Development and Disease
    • Palmer, R. H.; Vernersson, E.; Grabbe, C.; Hallberg, B. Anaplastic Lymphoma Kinase: Signalling in Development and Disease Biochem. J. 2009, 420, 345-361
    • (2009) Biochem. J. , vol.420 , pp. 345-361
    • Palmer, R.H.1    Vernersson, E.2    Grabbe, C.3    Hallberg, B.4
  • 13
    • 37549059613 scopus 로고    scopus 로고
    • Cytoreductive antitumor activity of PF-2341066, a novel inhibitor of anaplastic lymphoma kinase and c-Met, in experimental models of anaplastic large-cell lymphoma
    • Christensen, J. G.; Zou, H. Y.; Arango, M. E.; Li, Q.; Lee, J. H.; McDonnell, S. R.; Yamazaki, S.; Alton, G. R.; Mroczkowski, B.; Los, G. Cytoreductive antitumor activity of PF-2341066, a novel inhibitor of anaplastic lymphoma kinase and c-Met, in experimental models of anaplastic large-cell lymphoma Mol. Cancer Ther. 2007, 6, 3314-3322
    • (2007) Mol. Cancer Ther. , vol.6 , pp. 3314-3322
    • Christensen, J.G.1    Zou, H.Y.2    Arango, M.E.3    Li, Q.4    Lee, J.H.5    McDonnell, S.R.6    Yamazaki, S.7    Alton, G.R.8    Mroczkowski, B.9    Los, G.10
  • 15
    • 84855855541 scopus 로고    scopus 로고
    • An Investigational Drug, PF-02341066 Is Being Studied versus Standard of Care in Patients with Advanced Non-Small Cell Lung Cancer with a Specific Gene Profile Involving the Anaplastic Lymphoma Kinase (ALK) Gene
    • An Investigational Drug, PF-02341066 Is Being Studied versus Standard of Care in Patients with Advanced Non-Small Cell Lung Cancer with a Specific Gene Profile Involving the Anaplastic Lymphoma Kinase (ALK) Gene. http://www.clinicaltrials.gov/ct2/show/NCT00932893.
  • 16
    • 78649248299 scopus 로고    scopus 로고
    • Inhibitors of anaplastic lymphoma kinase: A patent review
    • Milkiewicz, K. L.; Ott, G. R. Inhibitors of anaplastic lymphoma kinase: a patent review Expert Opin. Ther. Pat. 2010, 20 (12) 1653-1681
    • (2010) Expert Opin. Ther. Pat. , vol.20 , Issue.12 , pp. 1653-1681
    • Milkiewicz, K.L.1    Ott, G.R.2
  • 18
    • 79953777824 scopus 로고    scopus 로고
    • Macrocycles are great cycles: Applications, opportunities, and challenges of synthetic macrocycles in drug discovery
    • Marsault, E.; Peterson, M. L. Macrocycles are great cycles: applications, opportunities, and challenges of synthetic macrocycles in drug discovery J. Med. Chem. 2011, 54, 1961-2004
    • (2011) J. Med. Chem. , vol.54 , pp. 1961-2004
    • Marsault, E.1    Peterson, M.L.2
  • 19
    • 79960178510 scopus 로고    scopus 로고
    • Discovery of the macrocycle 11-(2-pyrrolidin-1-yl-ethoxy)-14,19-dioxa-5, 7,26-triaza-tetracyclo[19.3.1.1(2,6).1(8,12)]heptacosa-1(25),2(26),3,5,8,10, 12(27),16,21,23-decaene (SB1518), a potent Janus kinase 2/Fms-like tyrosine kinase-3 (JAK2/FLT3) inhibitor for the treatment of myelofibrosis and lymphoma
    • Williams, A. D.; Lee, A.C.-H.; Blanchard, S.; Poulsen, A.; Teo, E. L.; Nagaraj, H.; Tan, E.; Chen, D.; Williams, M.; Sun, E. T.; Goh, K. C.; Ong, W. C.; Goh, S. K.; Hart, S.; Jayaraman, R.; Pasha, M. K.; Ethirajulu, K.; Wood, J. M.; Dymock, B. W. Discovery of the macrocycle 11-(2-pyrrolidin-1-yl-ethoxy)-14, 19-dioxa-5,7,26-triaza-tetracyclo[19.3.1.1(2,6).1(8,12)]heptacosa-1(25),2(26),3, 5,8,10,12(27),16,21,23-decaene (SB1518), a potent Janus kinase 2/Fms-like tyrosine kinase-3 (JAK2/FLT3) inhibitor for the treatment of myelofibrosis and lymphoma J. Med. Chem. 2011, 54, 4638-4658
    • (2011) J. Med. Chem. , vol.54 , pp. 4638-4658
    • Williams, A.D.1    Lee, A.C.-H.2    Blanchard, S.3    Poulsen, A.4    Teo, E.L.5    Nagaraj, H.6    Tan, E.7    Chen, D.8    Williams, M.9    Sun, E.T.10    Goh, K.C.11    Ong, W.C.12    Goh, S.K.13    Hart, S.14    Jayaraman, R.15    Pasha, M.K.16    Ethirajulu, K.17    Wood, J.M.18    Dymock, B.W.19
  • 20
    • 46449115901 scopus 로고    scopus 로고
    • The exploration of macrocycles for drug discovery-an underexploited structural class
    • Driggers, E. M.; Hale, S. P.; Lee, J.; Terrett, N. K. The exploration of macrocycles for drug discovery-an underexploited structural class Nat. Rev. 2008, 7, 608-624
    • (2008) Nat. Rev. , vol.7 , pp. 608-624
    • Driggers, E.M.1    Hale, S.P.2    Lee, J.3    Terrett, N.K.4
  • 26
    • 51849144627 scopus 로고    scopus 로고
    • Knowledge based prediction of ligand binding modes and rational inhibitor design for kinase drug discovery
    • Ghose, A. K.; Herbertz, T.; Pippin, D. A.; Salvino, J. M.; Mallamo, J. P. Knowledge based prediction of ligand binding modes and rational inhibitor design for kinase drug discovery J. Med. Chem. 2008, 51, 5149-5171
    • (2008) J. Med. Chem. , vol.51 , pp. 5149-5171
    • Ghose, A.K.1    Herbertz, T.2    Pippin, D.A.3    Salvino, J.M.4    Mallamo, J.P.5
  • 27
    • 0000010270 scopus 로고
    • Stereodefined substituted cyclopropyl zinc reagents from gem-bismetallics
    • Beruben, D.; Marek, I.; Normant, J. F.; Platzer, N. Stereodefined substituted cyclopropyl zinc reagents from gem-bismetallics J. Org. Chem. 1995, 60, 2488-2501
    • (1995) J. Org. Chem. , vol.60 , pp. 2488-2501
    • Beruben, D.1    Marek, I.2    Normant, J.F.3    Platzer, N.4
  • 28
    • 33947490068 scopus 로고
    • Diimide reductions using potassium azodicarboxylate
    • Hamersma, J. W.; Snyder, E. I. Diimide reductions using potassium azodicarboxylate J. Org. Chem. 1965, 30, 3985-3988
    • (1965) J. Org. Chem. , vol.30 , pp. 3985-3988
    • Hamersma, J.W.1    Snyder, E.I.2
  • 30
    • 0026567491 scopus 로고
    • SH2 domains prevent tyrosine dephosphorylation of the EGF receptor: Identification of Tyr992 as the high-affinity binding site for SH2 domains of phospholipase Cγ
    • Rotin, D.; Margolis, B.; Mohammadi, M.; Daly, R. J.; Daum, G.; Li, N.; Fischer, E. H.; Burgess, W. H.; Ullrich, A.; Schlessinger, J. SH2 domains prevent tyrosine dephosphorylation of the EGF receptor: identification of Tyr992 as the high-affinity binding site for SH2 domains of phospholipase Cγ EMBO J. 1992, 11 (2) 559-567
    • (1992) EMBO J. , vol.11 , Issue.2 , pp. 559-567
    • Rotin, D.1    Margolis, B.2    Mohammadi, M.3    Daly, R.J.4    Daum, G.5    Li, N.6    Fischer, E.H.7    Burgess, W.H.8    Ullrich, A.9    Schlessinger, J.10


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