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Volumn 18, Issue 18, 2008, Pages 5010-5014

Design, syntheses, and structure-activity relationships of novel NPY Y5 receptor antagonists: 2-{3-Oxospiro[isobenzofuran-1(3H),4′-piperidin]-1′-yl}benzimidazole derivatives

Author keywords

Antagonist; Anti obesity; Benzimidazole; Neuropeptide Y; Y5 receptor

Indexed keywords

2 [3 OXOSPIRO(ISOBENZOFURAN 1(3H),4' PIPERIDIN) 1' YL]BENZIMIDAZOLE; BENZIMIDAZOLE DERIVATIVE; NEUROPEPTIDE Y RECEPTOR ANTAGONIST; NEUROPEPTIDE Y5 RECEPTOR; UNCLASSIFIED DRUG; UREA;

EID: 51349162920     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2008.08.018     Document Type: Article
Times cited : (49)

References (35)
  • 25
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    • Gao, Y.; MacNeil, D. J.; Yang, L.; Morin, N. R.; Fukami, T.; Kanatani, A.; Fukuroda, T.; Ishii, Y.; Ihara, M. PCT Int. Appl. WO 2000027845.
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    • Fukami, T.; Kanatani, A.; Ishihara, A.; Ishii, Y.; Takahashi, T.; Haga, Y.; Sakamoto, T.; Itoh, T. PCT Int. Appl. WO 2001014376.
    • Fukami, T.; Kanatani, A.; Ishihara, A.; Ishii, Y.; Takahashi, T.; Haga, Y.; Sakamoto, T.; Itoh, T. PCT Int. Appl. WO 2001014376.
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    • Y5 receptor antagonists with benzimidazole structures were disclosed from Neurogen Co.; Bakthavatchalam, R.; Blum, C. A.; Brielmann, H. L.; Darrow, J. W.; Delombaert, S.; Hutchinson, A.; Tran, J.; Zheng, X.; Elliott, R. L.; Hammond, M. PCT Int. Appl. WO 2002048152.
    • Y5 receptor antagonists with benzimidazole structures were disclosed from Neurogen Co.; Bakthavatchalam, R.; Blum, C. A.; Brielmann, H. L.; Darrow, J. W.; Delombaert, S.; Hutchinson, A.; Tran, J.; Zheng, X.; Elliott, R. L.; Hammond, M. PCT Int. Appl. WO 2002048152.
  • 31
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    • Generation of 8 was probably due to epimerization of the intermediate amide 21 under this acidic cyclization condition. The compound 8 was exclusively prepared from the cis-isomer of the carboxylic aid 20 (Ref. 10). The stereochemistry of the cis-carboxylic acid was unambiguously assigned by NOESY NMR experiment.
    • Generation of 8 was probably due to epimerization of the intermediate amide 21 under this acidic cyclization condition. The compound 8 was exclusively prepared from the cis-isomer of the carboxylic aid 20 (Ref. 10). The stereochemistry of the cis-carboxylic acid was unambiguously assigned by NOESY NMR experiment.
  • 32
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    • 50 of this compound is 1.8 ± 0.2 nM.
    • 50 of this compound is 1.8 ± 0.2 nM.
  • 33
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    • H, u int.: mL/min/kg) using rat hepatocytes (Shibata, Y.; Takahashi, H.; Ishii, Y. Drug Metab. Dispos. 2000, 28, 1518) were A, B for 5i and 5k, and B, C for 5r.
    • H, u int.: mL/min/kg) using rat hepatocytes (Shibata, Y.; Takahashi, H.; Ishii, Y. Drug Metab. Dispos. 2000, 28, 1518) were A, B for 5i and 5k, and B, C for 5r.
  • 35
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    • 34 NPY.
    • 34 NPY.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.