Part 2: Design, synthesis and evaluation of hydroxyproline-derived α 2δ ligands

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 12, 2011, Pages 3767-3770

  Rawson, David J ^a   Brugier, Delphine ^a   Harrison, Anthony ^a   Hough, Jo ^a,b   Newman, Julie ^a   Otterburn, Joe ^a   Maw, Graham N ^a   Price, Jenny ^a   Thompson, Lisa R ^a   Turnpenny, Paul ^a   Warren, Andrew N ^a  

^a PFIZER GLOBAL RESEARCH AND DEVELOPMENT   (United Kingdom)

^b Centre for Therapeutics Discovery   (United Kingdom)

Author keywords

2 ; Gabapentin; Glomerular filtration; Renal clearance

Indexed keywords

ALPHA2DELTA HYDROXYPROLINE; HYDROXYPROLINE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CONTROLLED STUDY; DRUG CLEARANCE; DRUG CONFORMATION; DRUG DESIGN; DRUG POTENCY; DRUG SCREENING; DRUG SYNTHESIS; GLOMERULUS FILTRATION RATE; KIDNEY TUBULE EXCRETION; LIPOPHILICITY; NONHUMAN; PHYSICAL CHEMISTRY;

AMINES; ANIMALS; CELLS, CULTURED; CYCLOHEXANECARBOXYLIC ACIDS; DOGS; DRUG DESIGN; GAMMA-AMINOBUTYRIC ACID; HUMANS; HYDROXYPROLINE; LIGANDS; MOLECULAR STRUCTURE; PROTEIN SUBUNITS; RATS;

EID: 79957832888     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2011.04.056     Document Type: Article

References (11)

1. Bryans, J. S.; Wustrow, D. J. Med. Res. Rev. 1999, 19, 149.
2. Rice, A. S. C.; Maton, S. Pain 2001, 94, 215.
3. Dworkin, R. H.; Kirkpatrick, P. Nat. Rev. Drug Disc. 2005, 4, 455.
4. Zareba, G. Drugs Today 2005, 41, 509.
5. Stahl, S. M. J. Clin. Psychiatry 2004, 65, 1033. and references therein.
6. Gee, N. S.; Brown, J. P.; Dissanayake, V. U. K.; Offord, J.; Thurlow, R.; Woodruff, G. N. J. Biol. Chem. 1996, 271, 5768.
7. Blakemore, D. C.; Bryans, J. S.; Carnell, P.; Carr, C. L.; Chessum, N. E. A.; Field, M. J.; Kinsella, N.; Osborne, S. A.; Warren, A. N.; Williams, S. C. Bioorg. Med. Chem. Lett. 2010, 20(1), 248.
8. Blakemore, D. C.; Bryans, J. S.; Carnell, P.; Carr, C. L.; Chessum, N. E. A.; Field, M. J.; Kinsella, N.; Osborne, S. A.; Warren, A. N.; Williams, S. C. Bioorg. Med. Chem. Lett. 2010, 20(2), 461.
9. Mortell, K. H.; Anderson, D. J.; Lynch, J. J., III; Nelson, S.; Sarris, S.; McDonald, H.; Sabet, R.; Baker, S.; Honore, P.; Lee, C.-H.; Jarvis, M. F.; Gopalakrishnan, M. Bioorg. Med. Chem. Lett. 2006, 1138.
10. 1H NMR.
11. 85% of 16 recovered in rat urine over 24 h.