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Volumn 20, Issue 12, 2010, Pages 3540-3544

2′ Biaryl amides as novel and subtype selective M1 agonists. Part I: Identification, synthesis, and initial SAR

Author keywords

2 Biaryl amides; Novel M1 agonists; Subtype selective M1 muscarinic acetylcholine receptor agonist

Indexed keywords

2' BIARYL AMIDE; MUSCARINIC M1 RECEPTOR AGONIST; UNCLASSIFIED DRUG; AMIDE; AROMATIC HYDROCARBON; MUSCARINIC M1 RECEPTOR;

EID: 77954217196     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2010.04.128     Document Type: Article
Times cited : (15)

References (32)
  • 13
    • 77954216784 scopus 로고    scopus 로고
    • Chem. Abstr. 2007, 146, 401966.
    • (2007) Chem. Abstr. , vol.146 , pp. 401966
  • 14
    • 77954213699 scopus 로고    scopus 로고
    • note
    • 50 value in molarity.
  • 15
    • 77954215112 scopus 로고    scopus 로고
    • note
    • Full experimental procedures are available in Supplementary data detailing the preparation of 1 via the route of Scheme 1.
  • 17
    • 77954215701 scopus 로고    scopus 로고
    • note
    • 1H NMR.
  • 19
    • 77954216919 scopus 로고    scopus 로고
    • note
    • Available from Polymer Laboratories, part number: 1466-6689, 150-300 μm, 1.5 mmol/g loading.
  • 20
    • 77954214934 scopus 로고    scopus 로고
    • note
    • 16 below).
  • 21
    • 77954219481 scopus 로고    scopus 로고
    • note
    • +.
  • 22
    • 77954213135 scopus 로고    scopus 로고
    • note
    • Significant amounts of byproduct with reduction of Boc to methyl was produced in step(s) c of Scheme 4.
  • 24
    • 77954219268 scopus 로고    scopus 로고
    • note
    • Compound 4c was ∼50:50 cis to trans, 4b was 80:20 cis to trans (by NMR studies). Compound 4a was made in one step by EDC, HOAt coupling of commercially available 3′-chlorobiphenyl-2-carboxylic acid and 1-methyl-4-(aminomethyl)piperidine.
  • 27
    • 77954212712 scopus 로고    scopus 로고
    • note
    • 50 = 7.0, IA = 74%.
  • 28
    • 77954214413 scopus 로고    scopus 로고
    • note
    • 2O) followed by EDC, HOAt coupling with 3′-chlorobiphenyl-2- carboxylic acid.
  • 29
    • 77954219074 scopus 로고    scopus 로고
    • note
    • 3, DME, 80 °C, 4 h) followed by hydrolysis (NaOH, MeOH, reflux 1 h).
  • 30
    • 77954218930 scopus 로고    scopus 로고
    • note
    • 2-5 and showed no agonist activity.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.