1,4-benzodiazepin-2-one derived neurokinin-1 receptor antagonists.

Bioorganic and Medicinal Chemistry Letters

Volumn 7, Issue 15, 1997, Pages 2037-2042

  Armour, D R ^a,b   Aston, N M ^a   Morriss, K M L ^a   Congreve, M S ^a   Hawcock, A B ^a   Marquess, D ^a   Mordaunt, J E ^a   Richards, S A ^a   Ward, P ^a  

^a GLAXOSMITHKLINE   (United Kingdom)

^b PFIZER GLOBAL RESEARCH AND DEVELOPMENT   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

BENZODIAZEPIN 2 ONE DERIVATIVE; NEUROKININ 1 RECEPTOR; NEUROKININ 1 RECEPTOR ANTAGONIST; RECEPTOR SUBTYPE;

ARTICLE; DRUG RECEPTOR BINDING; DRUG SCREENING; DRUG STRUCTURE; HUMAN; MOLECULAR DYNAMICS; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STRUCTURE ACTIVITY RELATION; X RAY ANALYSIS;

EID: 0030750282     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(97)00353-3     Document Type: Article

References (21)

1. For example see : a) Gether, U.; Lowe III, J.A.; Schwartz, T.W.; Biochem. Soc. Trans., 1995, 23, 96.
2. b) Cascieri, M.A.; Fong, T.M.; Strader, C.D.; Drugs of the Future, 1996, 21, 521 and references therein.
3. a) Evans, B.E.; Rittle, K.E.; Bock, M.G.; DiPardo, R.M.; Freidinger, R.M.; Whitter, W.L.; Lundell, G.F.; Veber, D.F.; Anderson, P.S.; Chang, R.S.L.; Lotti, V.J.; Cerino, D.J.; Chen, T.B.; Kling, P.J.; Kunkel, K.A.; Springer, J.P.; Hirshfield, J.; J. Med. Chem., 1988, 31, 2235.
4. b) Wiley, R.A.; Rich, D.H.; Med Res. Rev., 1993, 13, 327.
5. For example: Bunin, B.A.; Plunkett, M.J.; Ellman, J.A.; Proc. Natl. Acad. Sci., 1994, 91, 4708.
6. a) Kerwin, J.F.; Wagenaar, F.; Kopecka, H.; Lin, C.; Miller, T.; Witte, D.; Stashko, M.; Nadzan, A.M.; J. Med. Chem. 1991, 34, 3350.
7. b) Hipskind, P.A.; Howbert, J.J.; Bruns, R.F.; Cho, S.S.Y.; Crowell, T.A.; Foreman, M.M.; Gehlert, D.R.; Iyengar, S.; Johnson, K.W.; Krushinski, J.H.; Li, D.L.; Lobb, K.L.; Mason, N.R.; Muehl, B.S.; Nixon, J.A.; Phebus, L.A.; Regoli, D.; Simmons, R.M.; Threlkeld, P.G.; Waters, D.C.; Gitter, B.D.; J. Med. Chem., 1996, 39, 736.
8. For a review of CCK receptor antagonists see: Trivedi, B.K.; Curr. Med Chem., 1994, 1, 313.
9. a) Romer, D.; Büscher, H.H.; Hill, R.C.; Maurer, R.; Petcher, T.J.; Zeugner, H.; Benson, W.; Finner, E.; Milkowski, W.; Thies, P.W.; Nature, 1982, 298, 759.
10. b) Papageorgiou, C.; Borer, X.; Bioorg. Med Chem. Lett., 1996, 6, 267.
11. c) McDowell, R.S.; Blackburn, B.K.; Gadek, T.R.; McGee, L.R.; Rawson, T.; Reynolds, M.E.; Robarge, K.D.; Somers, T.C.; Thorsett, E.D.; Tischler, M.; Webb, R.R. Venuti, M.C.; J. Am. Chem. Soc., 1994, 116, 5077.
12. 1 receptor were determined by the method described in Ward P.; Armour D.R.; Bays D.E.; Evans B.; Giblin, G.M.P.; Heron N.; Hubbard T.; Liang K.; Middlemiss D.; Mordaunt, J.; Naylor A.; Pegg N.A.; Vinader, M.V.; Watson S.P.; Bountra, C.; Evans D.C.; J. Med Chem., 1995, 38, 4985.
13. a) MacLeod, A.M.; Merchant, K.J.; Brookfield, F.; Kelleher, F.; Stevenson, G.; Owens, A.P.; Swain, C.J.; Cascieri, M.A.; Sadowski, S., Ber, E.; Strader C.D.; MacIntyre, D.E.; Metzger, J.M.; Ball, R.G.; Baker R.; J. Med. Chem., 1994, 37, 1269.
14. b) Harrison, T.; Williams, B.J.; Swain, C.J.; Ball, R.G.; Bioorg. Med. Chem. Lett., 1994, 4, 2545.
15. Natsugari, H.; Ikeura, Y.; Kiyota, Y.; Ishichi, Y.; Ishimaru, T.; Saga, O.; Shirafuji, H.; Tanaka, T.; Kamo, I.; Doi, T.; Otsuka, M.; J. Med. Chem., 1995, 38, 3106.
16. Elliott, J.; Seward, E.M.; Exp. Opin. Ther. Patents, 1997, 7, 43.
17. Sisto, A.; Bonelli, F.; Centini, F.; Fincham, C.I.; Potier, E.; Monteagudo, E.; Lombardi, P.; Arcamone, F.; Goso, C.; Manzini, S.; Giolitti, A.; Maggi, C.A.; Venanzi, M.; Pispisa, B.; Biopolymers, 1995, 36, 511.
18. Desai, M.C.; Vincent, L.A.; Rizzi, J.P.; J. Med. Chem., 1994, 37, 4263.
19. Macromodel V4.5 using Monte-Carlo searching and MM2 forcefield; Mohamadi, F.; Richards, N.G.J.; Guida, W.C.; Liskamp, R.; Lipton, M.; Caufield, C.; Chang, G.; Hendrickson, T.; Still, W.C.; J. Comp. Chem., 1990, 11, 440.
20. Hamor T.A.; Martin, I.L.; In Progress in Medicinal Chemistry; Ellis, G.P.; West G.B.; Eds.; Elsevier: New York, 1983; pp 193-205.
21. A similar observation was made regarding the importance of N-methylation in the related compounds of reference 9.