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Volumn 17, Issue 24, 2007, Pages 6691-6696

Design and synthesis of a functionally selective D3 agonist and its in vivo delivery via the intranasal route

Author keywords

Arylmorpholine; Dopamine D3 receptor agonist; Intranasal delivery; Synthesis

Indexed keywords

APOMORPHINE; DOPAMINE 2 RECEPTOR; DOPAMINE 3 RECEPTOR; DOPAMINE 3 RECEPTOR STIMULATING AGENT; MORPHOLINE DERIVATIVE; PHENYLEPHRINE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; PRAMIPEXOLE; QUINELORANE; ROPINIROLE; TERBUTALINE;

EID: 35848957888     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2007.10.059     Document Type: Article
Times cited : (18)

References (23)
  • 12
    • 35848953998 scopus 로고    scopus 로고
    • note
    • The enantiomers were separated by chiral column chromatography at room temperature (Chiralpak AD250, 20 mm column) eluting with hexane: isopropyl alcohol: diethylamine (70:30:0.05) to give R(-)-3-(4-propylmorpholin-2-yl)phenol (26) (e.e. >99.5%) followed by S(+)- 3-(4-propylmorpholin-2-yl)phenol (27) (e.e. >99%).
  • 13
    • 35848962210 scopus 로고    scopus 로고
    • note
    • Crystallographic data (excluding structure factors) for the structures in this paper have been deposited at the Cambridge Crystallographic Data Centre for small molecules and allocated the deposition number CCDC 661368. Copies of data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge, CB2 1EZ, UK.
  • 16
    • 35848950880 scopus 로고    scopus 로고
    • note
    • The enantiomers were separated by chiral column chromatography at room temperature (Chiralpak AD250, 20 mm column) eluting with hexane: isopropyl alcohol (90:10) to give R-(+)-2-Fluoro-5-(4-propylmorpholin-2-yl)phenol (44) (e.e. >99.5%) followed by S-(-)-2-Fluoro- 5-(4-propylmorpholin-2-yl)phenol (45) (e.e. >99%).
  • 17
    • 35848954908 scopus 로고    scopus 로고
    • The Pharmacological Basis of Therapeutics (IX edition), Gilman, A. Ed.; McGraw-Hill, 1996, 1785.
  • 18
    • 35848961592 scopus 로고    scopus 로고
    • The Pharmacological Basis of Therapeutics, (X edition), Gilman, A. Ed.; McGraw-Hill, 2001, 1994.
  • 19
    • 35848943409 scopus 로고    scopus 로고
    • note
    • The enantiomers were separated by chiral column chromatography at room temperature (Chiralpak AD250, 20 mm column) eluting with hexane: isopropyl alcohol (80:20) to give R-5-(4-propylmorpholin-2-yl)benzene-1,3-diol (46) (e.e. = 99%) followed by S-5-(4-propylmorpholin-2-yl)benzene-1,3-diol (47) (e.e. = 96%).
  • 23
    • 35848949487 scopus 로고    scopus 로고
    • note
    • The pharmacokinetics of compound 26 were determined following single intravenous and intranasal doses to male rats and to male (n = 2) and female (n = 2) dogs. Compound 26 was freshly prepared in saline solution. In rat, the intravenous dose was administered as a bolus dose of 1 mg/kg. The intranasal dose was administered via a Gilson pipette (20 μl) into one nostril to give a final dose of 0.5 and 2 mg/kg. In dog, the intravenous dose was administered as an intravenous infusion over a 10-min period at a rate of 3 ml/kg/h of a 0.2 mg/ml solution, to give a final dose of 0.1 mg/kg. The intranasal dose was administered via a Pfeiffer device (100 μl) into one nostril to give a final dose of 0.1 and 0.3 mg/kg.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.