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Volumn 21, Issue 5, 2002, Pages 803-811

N+/Si replacement as a tool for probing the pharmacophore of allosteric modulators of muscarinic M2 receptors: Synthesis, allosteric potency, and positive cooperativity of silicon-based W84 derivatives

Author keywords

[No Author keywords available]

Indexed keywords

BINDING ENERGY; DISSOCIATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SILICON; SINGLE CRYSTALS; SYNTHESIS (CHEMICAL); X RAY DIFFRACTION ANALYSIS;

EID: 0000742452     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om010847j     Document Type: Article
Times cited : (27)

References (35)
  • 16
    • 0000120505 scopus 로고
    • Bioorganosilicon chemistry
    • Patai, S., Rappoport, Z., Eds.; Wiley: Chichester, U.K., Part 2
    • (b) Tacke, R.; Linoh, H. Bioorganosilicon Chemistry. In The Chemistry of Organic Silicon Compounds; Patai, S., Rappoport, Z., Eds.; Wiley: Chichester, U.K., 1989; Part 2, pp 1143-1206.
    • (1989) The Chemistry of Organic Silicon Compounds , pp. 1143-1206
    • Tacke, R.1    Linoh, H.2
  • 23
    • 0038286878 scopus 로고    scopus 로고
    • note
    • Systematic nomenclature: phthalimido = 1,3-dioxo-1,3-dihydroisoindol-2-yl.
  • 24
    • 0038625751 scopus 로고    scopus 로고
    • note
    • Rapid decrease in pressure resulted in the formation of an oily product.
  • 25
    • 0038286879 scopus 로고    scopus 로고
    • note
    • Cooling of a saturated boiling solution of 3 in acetone to room temperature yielded crystals, which were suitable for a single-crystal X-ray diffraction analysis. Since 3 crystallizes with one acetone molecule in the asymmetric unit (see Crystal Structure Analysis), a solvent-free sample (mp 138-139 °C) was prepared by precipitation from ethanol/ethyl acetate. In the case of compounds 4, 5, and 7, no precipitate was obtained at all upon cooling unless the solution was concentrated until precipitation occurred from the hot solution. The solubilities of 3-7 in boiling acetone varied within approximately 1 order of magnitude (6, best solubility; 7, poorest solubility).
  • 28
    • 0038286880 scopus 로고    scopus 로고
    • note
    • W-Propylphthalimide was also isolated during the workup of compounds 15-19, the yields of this byproduct ranging from 1 to 9% (related to 14).
  • 31
    • 0004150157 scopus 로고    scopus 로고
    • University of Göttingen, Göttingen, Germany
    • (a) Sheldrick, G. M. SHELXS-97; University of Göttingen, Göttingen, Germany, 1997.
    • (1997) SHELXS-97
    • Sheldrick, G.M.1
  • 33
    • 0004150157 scopus 로고    scopus 로고
    • University of Göttingen, Göttingen, Germany
    • Sheldrick, G. M. SHELXL-97; University of Göttingen, Göttingen, Germany, 1997.
    • (1997) SHELXL-97
    • Sheldrick, G.M.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.