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Volumn 19, Issue 3, 2009, Pages 783-787

Spiro-piperidine azetidinones as potent TRPV1 antagonists

Author keywords

Spiro azetidinone stability; TRPV1

Indexed keywords

AZETIDINE DERIVATIVE; PIPERIDINE DERIVATIVE; SPIRO COMPOUND; UNCLASSIFIED DRUG; VANILLOID RECEPTOR 1; VANILLOID RECEPTOR 1 ANTAGONIST;

EID: 58549085376     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2008.12.024     Document Type: Article
Times cited : (14)

References (38)
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    • 50 values were determined using GraphPad Prism v3.02 (GraphPad Software, Inc.). Data presented is the average of at least three separate determinations. All values are given in nM and SEM given for each compound except for the less potent compounds, for which only % inhibition are reported. Full experimental details:
    • 50 values were determined using GraphPad Prism v3.02 (GraphPad Software, Inc.). Data presented is the average of at least three separate determinations. All values are given in nM and SEM given for each compound except for the less potent compounds, for which only % inhibition are reported. Full experimental details:. Correll C.C., Phelps P.T., Anthes J.C., Egan R.W., Umland S., and Greenfeder S. Neurosci. Lett. 370 (2004) 55
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    • Aslanian, R. G.; Chan, T.-Y.; Harris, J. M.; McKittrick, B. A.; Neustadt, B. R.; Palani, A.; Priestley, T.; Smith, E. M.; Stamford, A. W.; Vaccaro, H. M.; Xiao, D. Preparation of spirocyclic azetidinone derivatives and therapeutic applications thereof PCT Int. Appl. 2008, WO 2008033465 A1.
    • Aslanian, R. G.; Chan, T.-Y.; Harris, J. M.; McKittrick, B. A.; Neustadt, B. R.; Palani, A.; Priestley, T.; Smith, E. M.; Stamford, A. W.; Vaccaro, H. M.; Xiao, D. Preparation of spirocyclic azetidinone derivatives and therapeutic applications thereof PCT Int. Appl. 2008, WO 2008033465 A1.
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    • note
    • The X-ray coordinates of compound 4 has been deposited with Cambridge Crystallographic Data Centre for small molecules (CCDC) as CCDC 708149. The ORTEP diagram of 4 (40% probability ellipsoids) is shown below:{A figure is presented}
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    • The rat PK assay was run at 10 mpk using oral dosing with 20% HPBCD as vehicle. AUC was determined from 0 to 6 hours. For lead compound 24b, an additional iv dosing was performed. Reference:
    • The rat PK assay was run at 10 mpk using oral dosing with 20% HPBCD as vehicle. AUC was determined from 0 to 6 hours. For lead compound 24b, an additional iv dosing was performed. Reference:. Cox K.A., Dunn-Meynell K., Korfmacher W.A., Broske L., Nomeir A.A., Lin C.C., Cayen M.N., and Barr W.H. Drug Discov. Today 4 (1999) 232
    • (1999) Drug Discov. Today , vol.4 , pp. 232
    • Cox, K.A.1    Dunn-Meynell, K.2    Korfmacher, W.A.3    Broske, L.4    Nomeir, A.A.5    Lin, C.C.6    Cayen, M.N.7    Barr, W.H.8
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    • For a discussion on the influence of bicyclic structure on susceptibility of nucleophilic attack towards lactam carbonyls in drug design:
    • For a discussion on the influence of bicyclic structure on susceptibility of nucleophilic attack towards lactam carbonyls in drug design:. Smith P.W., Whittington A.R., Cobley K.N., Jaxa-Chamiec A., and Finch H. J. Chem. Soc., Perkin Trans. I 1 (2001) 21
    • (2001) J. Chem. Soc., Perkin Trans. I , vol.1 , pp. 21
    • Smith, P.W.1    Whittington, A.R.2    Cobley, K.N.3    Jaxa-Chamiec, A.4    Finch, H.5
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    • Thiruvengadam, T. K.; Tann, C. H.; Lee, J.; McAllister, T. L.; Sudhakar, A. US patent 1994, 5306817.
    • Thiruvengadam, T. K.; Tann, C. H.; Lee, J.; McAllister, T. L.; Sudhakar, A. US patent 1994, 5306817.
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    • note
    • -7 mol/L.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.