Design and synthesis of a novel L-Dopa - Entacapone codrug

Journal of Medicinal Chemistry

Volumn 45, Issue 6, 2002, Pages 1379-1382

  Leppänen, Jukka ^a   Huuskonen, Juhani ^a   Nevalainen, Tapio ^a   Gynther, Jukka ^a,b   Taipale, Hannu ^a   Järvinen, Tomi ^a,b  

^a UNIVERSITY OF EASTERN FINLAND   (Finland)

^b Finncovery Ltd   (Finland)

Author keywords

[No Author keywords available]

Indexed keywords

2 [5 (2 CYANO 2 DIETHYLCARBAMOYLVINYL) 2 HYDROXY 3 NITROPHENOXYCARBONYLAMINO] 3 (3,4 DIHYDROXYPHENYL)PROPIONIC ACID METHYL ESTER; CARBAMIC ACID DERIVATIVE; PRODRUG; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROLYSIS;

ANIMALS; ANTIPARKINSON AGENTS; CARBAMATES; CATECHOLS; HALF-LIFE; HUMANS; KINETICS; LEVODOPA; RABBITS;

EID: 0037075836     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm010980d     Document Type: Article

References (22)

1. Rationale for design of biologically reversible drug derivatives: Prodrugs
2. Low molecular weight prodrugs
3. Stewart solubility limitations overcome by the use of prodrugs
4. Mutual prodrugs - A recent trend in prodrug design
5. Synthesis and reactivity of 5-fluorouracil/cytarabine mutual prodrugs
6. Synthesis of some novel potent and selective catechol o-methyltransferase inhibitors
7. Characteristics of catechol O-methyltransferase (COMT) and properties of selective COMT inhibitors
8. Effect of entacapone, a COMT inhibitor, on clinical disability and levodopa metabolism in Parkinsonian patients
9. Rationale for selective COMT inhibitors as adjuncts in the drug treatment of Parkinson's disease
10. Inhibition of soluble catechol-O-methyltransferase and single-dose pharmacokinetics after oral and intravenous administration of entacapone
11. Synthesis and in vitro in vivo evaluation of orally administered entacapone prodrugs
12. A convenient synthesis of (Acyloxy)alkyl α-Ethers of phenols
13. A simple preparation of chloromethyl Esters of the blocked amino acids
14. Synthesis and In Vitro/In Vivo evaluation of novel oral N-Alkyl- and N,N-Dialkyl-Carbamate esters of entacapone
15. The preparation of N-Cerboxyanhydrides of α-Amino acids using bis(trichloromethyl)carbonate
16. A mild and simple method for the preparation of Isocyanates from aliphatic amines using trichloromethyl chloroformate. Synthesis of an isocyanate containing an activated disulfide
17. Simultaneous determination of levodopa, its main metabolites and carbidopa in plasma by liquid chromatography
18. Investigation of (Oxodioxolenyl)methyl carbamates as nonchiral bioreversible prodrug moieties for chiral amines
19. Cyclization-activated prodrugs: N - (Substituted 2-Hydroxyphenyl and 2-Hydroxypropyl)carbamates based on ring-opened derivatives of active benzoxazolones and oxazolidinones as mutual prodrugs of acetaminophen
20. Improved delivery through biological membranes, 4. Prodrugs of L-Dopa
21. A new potential prodrug to improve the duration of L-Dopa: L-3-(3-hydroxy-4-pivaloyloxyphenyl)alanine