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Volumn 16, Issue 21, 2006, Pages 5493-5497

Epibatidine isomers and analogues: Structure-activity relationships

Author keywords

Epibatidine analogues; Epibatidine isomers; nAChR affinity; Nicotinic receptor subtypes; Structure activity relationships

Indexed keywords

ALPHA3BETA4 NICOTINIC RECEPTOR; ALPHA4BETA2 NICOTINIC RECEPTOR; EPIBATIDINE; HOMOEPIBATIDINE; ISOEPIBATIDINE; NICOTINIC AGENT; NICOTINIC RECEPTOR; RECEPTOR SUBTYPE; UNCLASSIFIED DRUG;

EID: 33748790160     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2006.08.049     Document Type: Article
Times cited : (16)

References (27)
  • 3
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    • For a review of epibatidine structure-activity relationships, see: and 5713
    • For a review of epibatidine structure-activity relationships, see:. Carroll F.I. Bioorg. Med. Chem. Lett. 14 (2004) 1889 and 5713
    • (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 1889
    • Carroll, F.I.1
  • 6
    • 11844286949 scopus 로고    scopus 로고
    • For leading references to pharmacophore models and binding geometry, see:
    • For leading references to pharmacophore models and binding geometry, see:. Cashin A.L., Petersson J., Lester H.A., and Dougherty D.A. J. Am. Chem. Soc. 127 (2005) 350
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 350
    • Cashin, A.L.1    Petersson, J.2    Lester, H.A.3    Dougherty, D.A.4
  • 9
    • 33748779985 scopus 로고    scopus 로고
    • See key references to earlier work in Ref. 5 (tropanes), and Ref. 7 (2-azanorbornanes).
  • 10
    • 0001537154 scopus 로고
    • The 'bicyclic effect' for the 7-nitrogen in the 7-azanorbornyl system was first proposed by
    • The 'bicyclic effect' for the 7-nitrogen in the 7-azanorbornyl system was first proposed by. Lehn J.M. Fortsch. Chem. Forsch. 15 (1970) 311
    • (1970) Fortsch. Chem. Forsch. , vol.15 , pp. 311
    • Lehn, J.M.1
  • 11
    • 0000854993 scopus 로고
    • This effect was invoked to explain unusually high nitrogen inversion barriers in this case. Barriers to inversion at nitrogen can be almost as high in 7-azanorbornanes as in aziridines (where the angle strain is much greater). The suggestion that contributions from ground-state stabilization in 7-azanorbornanes might be important was made by:
    • This effect was invoked to explain unusually high nitrogen inversion barriers in this case. Barriers to inversion at nitrogen can be almost as high in 7-azanorbornanes as in aziridines (where the angle strain is much greater). The suggestion that contributions from ground-state stabilization in 7-azanorbornanes might be important was made by:. Nelsen S.F., Ippoliti J.T., Frigo T.B., and Petillo P.A. J. Am. Chem. Soc. 111 (1989) 1776
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 1776
    • Nelsen, S.F.1    Ippoliti, J.T.2    Frigo, T.B.3    Petillo, P.A.4
  • 14
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    • Additional delocalization of electron density from nitrogen into the bicyclic framework is supported by the unusual deshielding of the bridging nitrogen in these systems:
    • Additional delocalization of electron density from nitrogen into the bicyclic framework is supported by the unusual deshielding of the bridging nitrogen in these systems:. Belkacemi D., Davies J.W., Malpass J.R., Naylor A., and Smith C.R. Tetrahedron 48 (1992) 10161
    • (1992) Tetrahedron , vol.48 , pp. 10161
    • Belkacemi, D.1    Davies, J.W.2    Malpass, J.R.3    Naylor, A.4    Smith, C.R.5
  • 15
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    • Malpass J. R.; Alkhuraiji, W. unpublished work.
  • 22
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    • White, R.; Malpass, J. R. Abstracts of papers, 230th National Meeting of the American Chemical Society, Washington DC, 2005; American Chemical Society: Washington, DC, 2005; abstract ORGN-645.
  • 23
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    • i values.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.