Ciladopa

From Wikipedia, the free encyclopedia
Jump to: navigation, search
Ciladopa
Ciladopa.png
Systematic (IUPAC) name
2-{4-[(2S)-2-(3,4-dimethoxyphenyl)-2-hydroxyethyl]piperazin-1-yl}cyclohepta-2,4,6-trien-1-one
Clinical data
Legal status
  • Uncontrolled
Routes Oral
Identifiers
CAS number 80109-27-9
ATC code None
PubChem CID 133371
ChemSpider 117659
UNII D09L486R3J YesY
ChEMBL CHEMBL2110793
Chemical data
Formula C21H26N2O4 
Mol. mass 370.44 g/mol

Ciladopa (AY-27,110) is a dopamine agonist with a similar chemical structure to dopamine.[1] It was under investigation as an antiparkinsonian agent.[2][3][4][5]

Synthesis[edit]

Ciladopa synthesis:[6][7]

References[edit]

  1. ^ Voith K (1985). "The comparative long-term effects of ciladopa (AY-27,110), a chemically novel dopaminergic agonist, in 6-OHDA-lesioned and intact rats". Psychopharmacology 85 (4): 405–9. doi:10.1007/BF00429654. PMID 3927334. 
  2. ^ Koller WC, Fields JZ, Gordon JH, Perlow MJ (September 1986). "Evaluation of ciladopa hydrochloride as a potential anti-Parkinson drug". Neuropharmacology 25 (9): 973–9. doi:10.1016/0028-3908(86)90190-5. PMID 3774130. 
  3. ^ Weiner WJ, Factor SA, Sanchez-Ramos J, Berger J (1987). "A double-blind evaluation of ciladopa in Parkinson's disease". Movement Disorders : Official Journal of the Movement Disorder Society 2 (3): 211–7. doi:10.1002/mds.870020308. PMID 3332914. 
  4. ^ Lieberman A, Gopinathan G, Neophytides A, Pasternack P, Goldstein M (May 1987). "Advanced Parkinson's disease: use of partial dopamine agonist, ciladopa". Neurology 37 (5): 863–5. doi:10.1212/wnl.37.5.863. PMID 3574692. 
  5. ^ Lang AE (August 1987). "Update on dopamine agonists in Parkinson's disease: "beyond bromocriptine"". The Canadian Journal of Neurological Sciences. Le Journal Canadien Des Sciences Neurologiques 14 (3 Suppl): 474–82. PMID 3315148. 
  6. ^ Bagli, J.; Bogri, T.; Voith, K. (1984). "Troponoids. 6. Troponylpiperazines: A new class of dopamine agonists". Journal of Medicinal Chemistry 27 (7): 875. doi:10.1021/jm00373a012.  edit
  7. ^ Bagli, J.; Bogri, T.; Voith, K.; Lee, D. (1986). "Troponoids. 7. Chemistry and dopamine agaonist activity of ciladopa and related aralkyltroponylpiperazines". Journal of Medicinal Chemistry 29 (2): 186. doi:10.1021/jm00152a004.  edit