Design and synthesis of a maximally diverse and druglike screening library using REM resin methodology

Journal of Combinatorial Chemistry

Volumn 3, Issue 6, 2001, Pages 534-541

  Barn, D ^a   Caulfield, W ^a   Cowley, P ^a   Dickins, R ^a   Iwema Bakker, W ^a   McGuire, R ^a   Richard Morphy, J ^a   Rankovic, Z ^a   Thorn, M ^a  

^a MERCK RESEARCH LABORATORIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2 (AMINOMETHYL)PHENOL; 2-(AMINOMETHYL)PHENOL; BENZYLAMINE DERIVATIVE; CENTRAL NERVOUS SYSTEM AGENTS; RESIN;

ANIMAL; ARTICLE; BLOOD BRAIN BARRIER; CHEMISTRY; COMBINATORIAL CHEMISTRY; DRUG DESIGN; HUMAN; SYNTHESIS;

ANIMALS; BENZYLAMINES; BLOOD-BRAIN BARRIER; CENTRAL NERVOUS SYSTEM AGENTS; CHEMISTRY, PHARMACEUTICAL; COMBINATORIAL CHEMISTRY TECHNIQUES; DRUG DESIGN; HUMANS; RESINS, SYNTHETIC;

EID: 0035511874     PISSN: 15204766     EISSN: None     Source Type: Journal    
DOI: 10.1021/cc000096t     Document Type: Article

References (7)

1. Data were obtained by searching the World Drugs Index (Derwent Information, Ltd.) for currently marketed compounds with a tradename, which are coded for CNS activity.
2. Brown, A. R.; Rees, D. C.; Rankovic, Z.; Morphy, J. R. Synthesis of Tertiary Amines Using a Polystyrene (REM) Resin. J. Am. Chem. Soc. 1997, 119, 3288.
3. Barn, D. R.; Morphy, J. R.; Rees, D. C. Synthesis of an Array of Amides by Aluminium Chloride Assisted Cleavage of Resin-Bound Esters. Tetrahedron Lett. 1996, 37, 3213.
4. Fu, J.; Snieckus, V. Connections to the Directed Ortho Metalation Strategy. Pd(0)-Catalysed Cross Coupling of Aryl Boronic Acids with Aryl Triflates. Tetrahedron Lett. 1990, 31, 1665-1668.
5. Suzuki couplings involving resin-bound vinyl inflates have been described. Fraley, M. E.; Rubino, R. S. Two Methods for the Preparation of 2-Cyclohexenones from Resin-Bound 1,3-Cyclohexanedione. Tetrahedron Lett. 1997, 38, 3365-3368.
6. Lombardo, F.; Blake, J. F.; Curatolo, W. J. Computation of Brain-Blood Partitioning of Organic Solutes via Free Energy Calculations. J. Med. Chem. 1996, 39, 4750-4755.
7. 3 gas would circumvent this issue because no residual salts are produced. Brown, A. R. Vapor-phase Hofmann elimination: A rapid one-pot method for the cleavage of tertiary amines from radio frequency encoded solid-phase synthesis. J. Comb. Chem. 1999, 1, 283-285.