메뉴 건너뛰기




Volumn 89, Issue , 2015, Pages 721-732

Design, synthesis, and structure-activity-relationship of tetrahydrothiazolopyridine derivatives as potent smoothened antagonists

Author keywords

[No Author keywords available]

Indexed keywords

1-(5-(5'-CHLORO-3,5-DIMETHYL-(2,4'-BIPYRIDIN)-2'-YL)-4,5,6,7-TETRAHYDROTHIAZOLO(5,4-C)PYRIDIN-2-YL)PIPERIDIN-4-OL; G PROTEIN COUPLED RECEPTOR; PYRIDINE DERIVATIVE; SMO PROTEIN, HUMAN; THIAZOLE DERIVATIVE;

EID: 84908667785     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2014.11.006     Document Type: Article
Times cited : (20)

References (54)
  • 1
    • 51949085076 scopus 로고    scopus 로고
    • Hedgehog: Functions and mechanisms
    • M. Varjosalo J. Taipale Hedgehog: functions and mechanisms Genes Dev. 22 2008 2454 2472
    • (2008) Genes Dev. , vol.22 , pp. 2454-2472
    • Varjosalo, M.1    Taipale, J.2
  • 2
    • 57049089995 scopus 로고    scopus 로고
    • Hedgehog signaling in development and cancer
    • J. Jiang C.C. Hui Hedgehog signaling in development and cancer Dev. Cell 15 2008 801 812
    • (2008) Dev. Cell , vol.15 , pp. 801-812
    • Jiang, J.1    Hui, C.C.2
  • 3
    • 0031935086 scopus 로고    scopus 로고
    • The patched gene in development and cancer
    • P.W. Ingham The patched gene in development and cancer Curr. Opin. Genet. Dev. 8 1998 88 94
    • (1998) Curr. Opin. Genet. Dev. , vol.8 , pp. 88-94
    • Ingham, P.W.1
  • 5
    • 67650289584 scopus 로고    scopus 로고
    • Mechanisms of hedgehog pathway activation in cancer and implications for therapy
    • S.J. Scales F.J. de Sauvage Mechanisms of hedgehog pathway activation in cancer and implications for therapy Trends Pharmacol. Sci. 30 2009 303 312
    • (2009) Trends Pharmacol. Sci. , vol.30 , pp. 303-312
    • Scales, S.J.1    De Sauvage, F.J.2
  • 6
    • 75749139262 scopus 로고    scopus 로고
    • Activation of the hedgehog-signaling pathway in human cancer and the clinical implications
    • L. Yang G. Xie Q. Fan J. Xie Activation of the hedgehog-signaling pathway in human cancer and the clinical implications Oncogene 29 2010 469 481
    • (2010) Oncogene , vol.29 , pp. 469-481
    • Yang, L.1    Xie, G.2    Fan, Q.3    Xie, J.4
  • 7
    • 80955181031 scopus 로고    scopus 로고
    • The hedgehog's tale: Developing strategies for targeting cancer
    • J.M. Ng T. Curran The hedgehog's tale: developing strategies for targeting cancer Nat. Rev. Cancer 11 2011 493 501
    • (2011) Nat. Rev. Cancer , vol.11 , pp. 493-501
    • Ng, J.M.1    Curran, T.2
  • 8
    • 77950647110 scopus 로고    scopus 로고
    • Small-molecule inhibitors of the hedgehog signaling pathway as cancer therapeutics
    • S. Peukert K. Miller-Moslin Small-molecule inhibitors of the hedgehog signaling pathway as cancer therapeutics ChemMedChem 5 2010 500 512
    • (2010) ChemMedChem , vol.5 , pp. 500-512
    • Peukert, S.1    Miller-Moslin, K.2
  • 10
    • 84868143825 scopus 로고    scopus 로고
    • Small molecule inhibitors of the hedgehog signaling pathway for the treatment of cancer
    • J.I. Yun H.R. Kim H. Park S.K. Kim J. Lee Small molecule inhibitors of the hedgehog signaling pathway for the treatment of cancer Arch. Pharm. Res. 35 2012 1317 1333
    • (2012) Arch. Pharm. Res. , vol.35 , pp. 1317-1333
    • Yun, J.I.1    Kim, H.R.2    Park, H.3    Kim, S.K.4    Lee, J.5
  • 11
    • 84874059433 scopus 로고    scopus 로고
    • Hedgehog pathway inhibitors: A patent review (2009-present)
    • M.K. Hadden Hedgehog pathway inhibitors: a patent review (2009-present) Expert Opin. Ther. Pat. 23 2013 345 361
    • (2013) Expert Opin. Ther. Pat. , vol.23 , pp. 345-361
    • Hadden, M.K.1
  • 12
    • 84887512714 scopus 로고    scopus 로고
    • Unraveling the therapeutic potential of the hedgehog pathway in cancer
    • D. Amakye Z. Jagani M. Dorsch Unraveling the therapeutic potential of the hedgehog pathway in cancer Nat. Med. 19 2013 1410 1422
    • (2013) Nat. Med. , vol.19 , pp. 1410-1422
    • Amakye, D.1    Jagani, Z.2    Dorsch, M.3
  • 14
    • 0032486433 scopus 로고    scopus 로고
    • Teratogen-mediated inhibition of target tissue response to Shh signaling
    • M.K. Cooper J.A. Porter K.E. Young P.A. Beachy Teratogen-mediated inhibition of target tissue response to Shh signaling Science 280 1998 1603 1607
    • (1998) Science , vol.280 , pp. 1603-1607
    • Cooper, M.K.1    Porter, J.A.2    Young, K.E.3    Beachy, P.A.4
  • 15
    • 0036829397 scopus 로고    scopus 로고
    • Inhibition of hedgehog signaling by direct binding of cyclopamine to Smoothened
    • J.K. Chen J. Taipale M.K. Cooper P.A. Beachy Inhibition of hedgehog signaling by direct binding of cyclopamine to Smoothened Genes Dev. 16 2002 2743 2748
    • (2002) Genes Dev. , vol.16 , pp. 2743-2748
    • Chen, J.K.1    Taipale, J.2    Cooper, M.K.3    Beachy, P.A.4
  • 18
    • 84887966649 scopus 로고    scopus 로고
    • Cyclopamine, a naturally occurring alkaloid, and its analogues may find wide applications in cancer therapy
    • H. Ma H.Q. Li X. Zhang Cyclopamine, a naturally occurring alkaloid, and its analogues may find wide applications in cancer therapy Curr. Top. Med. Chem. 13 2013 2208 2215
    • (2013) Curr. Top. Med. Chem. , vol.13 , pp. 2208-2215
    • Ma, H.1    Li, H.Q.2    Zhang, X.3
  • 19
    • 84899871251 scopus 로고    scopus 로고
    • Infinity Pharmaceuticals Press Release
    • Infinity Stops Phase 2 Trials of Saridegib in Chondrosarcoma and Myelofibrosis January 18, 2012 Infinity Pharmaceuticals Press Release http://phx.corporate-ir.net/phoenix.zhtml?cCombining double low line121941&pCombining double low lineirol-newsArticle&IDCombining double low line1705831&highlightCombining double low line
    • (2012) Infinity Stops Phase 2 Trials of Saridegib in Chondrosarcoma and Myelofibrosis
  • 23
    • 67649983452 scopus 로고    scopus 로고
    • Hedgehog-Gli signaling pathway inhibitors as anticancer agents
    • N. Mahindroo C. Punchihewa N. Fujii Hedgehog-Gli signaling pathway inhibitors as anticancer agents J. Med. Chem. 52 2009 3829 3845
    • (2009) J. Med. Chem. , vol.52 , pp. 3829-3845
    • Mahindroo, N.1    Punchihewa, C.2    Fujii, N.3
  • 26
    • 79960351998 scopus 로고    scopus 로고
    • Identification of MK-5710 ((8aS)-8a-methyl-1,3-dioxo-2-[(1S,2R)-2-phenylcyclopropyl] -N -(1-phenyl-1H-pyrazol-5-yl)hexahydroimid azo[1,5-a]pyrazine-7(1H)-carboxamide), a potent smoothened antagonist for use in hedgehog pathway dependent malignancies, part 1
    • S. Malancona S. Altamura G. Filocamo O. Kinzel J.I. Hernando M. Rowley R. Scarpelli C. Steinkuhler P. Jones Identification of MK-5710 ((8aS)-8a-methyl-1,3-dioxo-2-[(1S,2R)-2-phenylcyclopropyl] -N -(1-phenyl-1H-pyrazol-5-yl)hexahydroimid azo[1,5-a]pyrazine-7(1H)-carboxamide), a potent smoothened antagonist for use in hedgehog pathway dependent malignancies, part 1 Bioorg. Med. Chem. Lett. 21 2011 4422 4428
    • (2011) Bioorg. Med. Chem. Lett. , vol.21 , pp. 4422-4428
    • Malancona, S.1    Altamura, S.2    Filocamo, G.3    Kinzel, O.4    Hernando, J.I.5    Rowley, M.6    Scarpelli, R.7    Steinkuhler, C.8    Jones, P.9
  • 35
    • 84888868222 scopus 로고    scopus 로고
    • The discovery of novel N-(2-pyrimidinylamino) benzamide derivatives as potent hedgehog signaling pathway inhibitors
    • M. Xin J. Wen F. Tang C. Tu H. Shen X. Zhao The discovery of novel N-(2-pyrimidinylamino) benzamide derivatives as potent hedgehog signaling pathway inhibitors Bioorg. Med. Chem. Lett. 23 2013 6777 6783
    • (2013) Bioorg. Med. Chem. Lett. , vol.23 , pp. 6777-6783
    • Xin, M.1    Wen, J.2    Tang, F.3    Tu, C.4    Shen, H.5    Zhao, X.6
  • 40
    • 84908670491 scopus 로고    scopus 로고
    • Pyridine-2-derivatives as Smoothened Receptor Modulators
    • WO2012052948
    • S.K. Nair S.P. Planken Pyridine-2-derivatives as Smoothened Receptor Modulators 2012 WO2012052948
    • (2012)
    • Nair, S.K.1    Planken, S.P.2
  • 42
    • 71049126548 scopus 로고    scopus 로고
    • Escape from flatland: Increasing saturation as an approach to improving clinical success
    • F. Lovering J. Bikker C. Humblet Escape from flatland: increasing saturation as an approach to improving clinical success J. Med. Chem. 52 2009 6752 6756
    • (2009) J. Med. Chem. , vol.52 , pp. 6752-6756
    • Lovering, F.1    Bikker, J.2    Humblet, C.3
  • 43
    • 84860267055 scopus 로고    scopus 로고
    • Beyond size, ionization state, and lipophilicity: Influence of molecular topology on absorption, distribution, metabolism, excretion, and toxicity for druglike compounds
    • Y. Yang O. Engkvist A. Llinas H. Chen Beyond size, ionization state, and lipophilicity: influence of molecular topology on absorption, distribution, metabolism, excretion, and toxicity for druglike compounds J. Med. Chem. 55 2012 3667 3677
    • (2012) J. Med. Chem. , vol.55 , pp. 3667-3677
    • Yang, Y.1    Engkvist, O.2    Llinas, A.3    Chen, H.4
  • 46
    • 0031024171 scopus 로고    scopus 로고
    • Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings
    • C.A. Lipinski F. Lombardo B.W. Dominy P.J. Feeney Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings Adv. Drug Deliv. Rev. 23 1997 3 25
    • (1997) Adv. Drug Deliv. Rev. , vol.23 , pp. 3-25
    • Lipinski, C.A.1    Lombardo, F.2    Dominy, B.W.3    Feeney, P.J.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.