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Volumn 18, Issue 6, 2008, Pages 1795-1798

[4-(Phenoxy)pyridin-3-yl]methylamines: A new class of selective noradrenaline reuptake inhibitors

Author keywords

Noradrenaline reuptake inhibitor; NRI; Pyridinyl phenyl ether

Indexed keywords

[4 (PHENOXY)PYRIDIN 3 YL]METHYLAMINE DERIVATIVE; ATOMOXETINE; DOPAMINE; NORADRENALIN UPTAKE INHIBITOR; PF 3665343; REBOXETINE; SEROTONIN; UNCLASSIFIED DRUG;

EID: 40749102445     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2008.02.036     Document Type: Article
Times cited : (12)

References (24)
  • 2
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    • For a recent review of new chemical entities, see
    • For a recent review of new chemical entities, see. Walter M.W. Drug Dev. Res. 65 (2005) 97
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    • Fish, P. V.; Mackenny, M. C.; Stobie, A.; Wakenhut, F.; Whitlock, G. A. WO Patent 105100, 2005.
    • Fish, P. V.; Mackenny, M. C.; Stobie, A.; Wakenhut, F.; Whitlock, G. A. WO Patent 105100, 2005.
  • 10
    • 40749105478 scopus 로고    scopus 로고
    • Adam, M. D.; Andrews, M. D.; Gymer, G. E.; Hepworth, D.; Howard, H. R., Jr.; Middleton, D. S.; Stobie, A. WO Patent 083643, 2002.
    • Adam, M. D.; Andrews, M. D.; Gymer, G. E.; Hepworth, D.; Howard, H. R., Jr.; Middleton, D. S.; Stobie, A. WO Patent 083643, 2002.
  • 11
    • 40749112514 scopus 로고    scopus 로고
    • Whitlock, G. A.; Fish, P. V.; Fray, M. J.; Stobie, A.; Wakenhut, F. Bioorg. Med. Chem. Lett., submitted for publication.
    • Whitlock, G. A.; Fish, P. V.; Fray, M. J.; Stobie, A.; Wakenhut, F. Bioorg. Med. Chem. Lett., submitted for publication.
  • 13
    • 40749115385 scopus 로고    scopus 로고
    • note
    • 3 = OPh which was prepared as shown.{A figure is presented}
  • 15
    • 33846363963 scopus 로고    scopus 로고
    • The Me group adjacent to the pyridine N atom was retained in all targets in order to reduce the liability of CYP450 inhibition. See
    • The Me group adjacent to the pyridine N atom was retained in all targets in order to reduce the liability of CYP450 inhibition. See. Blagg J. Annu. Rep. Med. Chem. 41 (2006) 353
    • (2006) Annu. Rep. Med. Chem. , vol.41 , pp. 353
    • Blagg, J.1
  • 16
    • 40749152063 scopus 로고    scopus 로고
    • note
    • 3 (π): OMe (-0.02); OEt (0.38); Me (0.56); SMe (0.61); Cl (0.71); Et (1.02); i-Pr (1.53); n-Pr (1.55); OPh (2.08).
  • 19
    • 40749134333 scopus 로고    scopus 로고
    • Hughes, J. D.; Blagg, J.; Bailey, S.; De Crescenzo, G. A.; Dalvie, D.; Devraj, R. V.; Doubovetzky, M.; Ellsworth, E.; Fobian, Y. M.; Gibbs, M. E.; Gilles, R. W.; Grant, D.; Greene, N.; Huang, E.; Kreiger-Burke, T.; Lee, L.; Loesel, J.; Nahas, K.; Price, D. A.; Wager, T.; Whiteley, L.; Zhang, Y., Nat. Biotechnol., in press.
    • Hughes, J. D.; Blagg, J.; Bailey, S.; De Crescenzo, G. A.; Dalvie, D.; Devraj, R. V.; Doubovetzky, M.; Ellsworth, E.; Fobian, Y. M.; Gibbs, M. E.; Gilles, R. W.; Grant, D.; Greene, N.; Huang, E.; Kreiger-Burke, T.; Lee, L.; Loesel, J.; Nahas, K.; Price, D. A.; Wager, T.; Whiteley, L.; Zhang, Y., Nat. Biotechnol., in press.
  • 20
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    • note
    • 1/2 > 120 min.
  • 22
    • 40749127350 scopus 로고    scopus 로고
    • note
    • 50 = 2.5 nM (n = 7).
  • 23
    • 40749111217 scopus 로고    scopus 로고
    • note
    • 3H salt: mp 155 °C.
  • 24
    • 40749086963 scopus 로고    scopus 로고
    • note
    • There is a significant discrepancy between calculated c log P (4.4) and measured log P (3.2) values for 31. It is our hypothesis that 31 undergoes hydrophobic collapse to adopt a folded structure and so reduce the exposure of lipophilic faces.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.