New highly potent dipeptidic growth hormone secretagogues with low molecular weight

European Journal of Medicinal Chemistry

Volumn 35, Issue 6, 2000, Pages 599-618

  Peschke, Bernd ^a   Ankersen, Michael ^a   Hansen, Thomas Kruse ^a   Hansen, Birgit Sehested ^a   Lau, Jesper ^a   Nielsen, Karin Kramer ^a   Raun, Kirsten ^a  

^a NOVO NORDISK A S   (Denmark)

Author keywords

GH release; Growth hormone secretagogue; NN703; Oral bioavailability; Peptidomimetic

Indexed keywords

2 [N (5 AMINO 5 METHYLHEX 2 ENOYL) N METHYLAMINO] N METHYL 3 (2 NAPHTHYL) N [2 (2 METHYLSULFONYLAMINOPHENYL)ETHYL]PROPIONAMIDE; 2 [N (5 AMINO 5 METHYLHEX 2 ENOYL) N METHYLAMINO] N [2 [2 (2 HYDROXYETHOXY)PHENYL]ETHYL] N METHYL 3 (2 NAPHTHYL)PROPIONAMIDE; 5 AMINO 5 METHYL N METHYL N [1 [N METHYL N [2 (2 THIENYL)ETHYL]CARBAMOYL] 2 (2 NAPHTHYL)ETHYL]HEX 2 ENAMIDE; 5 METHYL 5 (METHYLAMINO) N METHYL N [1 [N METHYL N [2 (2 THIENYL)ETHYL]CARBAMOYL] 2 (2 NAPHTHYL)ETHYL]HEX 2 ENAMIDE; N [1 [N [2 [2 (2 HYDROXYETHOXY)PHENYL]ETHYL] N METHYLCARBAMOYL] 2 (2 NAPHTHYL)ETHYL] N METHYL 5 METHYL 5 (METHYLAMINO)HEX 2 ENAMIDE; RELEASING FACTOR; TABIMORELIN; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ARTICLE; BINDING SITE; DOG; DRUG BIOAVAILABILITY; DRUG EFFICACY; DRUG POTENCY; GROWTH HORMONE RELEASE; HYDROGEN BOND; MOLECULAR WEIGHT; NONHUMAN; RAT; SWINE;

EID: 0033944668     PISSN: 02235234     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0223-5234(00)00160-4     Document Type: Article

References (32)

1. Smith R.G., van der Ploeg L.H.T., Howard A.D., Feighner S.D., Cheng K., Hickey G.J., et al. Endocr. Rev. 18:1997;621-645.
2. Nargund R.P., van der Ploeg L.H.T. Bristo J.A. Annual Reports in Medicinal Chemistry. 1999;221-230 Academic Press, San Diego.
3. Momany F.A., Bowers C.Y., Reynolds G.A., Hong A., Newlander K. Endocrinology. 114:1984;1531-1536.
4. Bowers C.Y., Momany F.A., Reynolds G.A., Hong A. Endocrinology. 114:1984;1537-1545.
5. Bowers C.Y. J. Pediatr. Endocrinol. 6:1993;21-31.
6. Howard A.D., Feighner S.D., Cully D.F., Arena J.P., Liberator P.A., Rosenblum C.I., et al. Science. 273:1996;974-977.
7. Pong S.S., Chaung L.Y.P., Dean D.C., Nargund R.P., Patchett A.A., Smith R.G. Mol. Endocrinol. 10:1996;57-61.
8. Deghenghi R. Life Sci. 54:1994;1321-1328.
9. Raun K., Hansen B.S., Johansen N.L., Thøgersen H., Madsen K., Ankersen M., Andersen P.H. Eur. J. Endocrinol. 139:1998;552-561.
10. Patchett A.A., Nargund R.P., Tata J.R., Chen M.H., Barakat K.J., Johnston D.B.R., et al. Proc. Natl. Acad. Sci. USA 92. 92:1995;7001-7005.
11. Ankersen M., Johansen N.L., Madsen K., Hansen B.S., Raun K., Nielsen K.K., et al. J. Med. Chem. 41:1998;3699-3704.
12. Hansen T.K., Ankersen M., Hansen B.S., Raun K., Nielsen K.K., Lau J., et al. J. Med. Chem. 41:1998;3705-3714.
13. Devita R.J., Wyvratt M.J. Drugs Future. 21:1996;273-281.
14. Hansen T.K., Thøgersen H., Hansen B.S. Bioorg. Med. Chem. Lett. 7:1997;2951-2954.
15. Peschke B., Ankersen M., Hansen B.S., Hansen T.K., Johansen N.L., Lau J., et al. Eur. J. Med. Chem. 34:1999;363-380.
16. Peschke B., Hansen B.S. Bioorg. Med. Chem. Lett. 9:1999;1295-1298.
17. Ankersen M., Hansen B.S., Hansen T.K., Lau J., Peschke B., Madsen K., Johansen N.L. Eur. J. Med. Chem. 34:1999;783-790.
18. Xue C.B., Degrado W.F. Tetrahedron Lett. 36:1995;55-58.
19. Cheung S.T., Benoiton N.L. Can. J. Chem. 55:1977;906-910.
20. Carpino L.A. J. Am. Chem. Soc. 115:1993;4397-4398.
21. Urban J., Vaisar T., Shen R., Lee M.S. Int. J. Pept. Protein Res. 47:1996;182-189.
22. Devita R.J., Schoen W.R., Fisher M.H., Frontier A.J., Pisano J.M., Wyvratt M.J., et al. Bioorg. Med. Chem. Lett. 4:1994;2249-2254.
23. Ames D.E., Kucharska H.Z. J. Chem. Soc. 1963;4924-4927.
24. Blicke F.F., Burckhalter J.H. J. Am. Chem. Soc. 64:1942;477-480.
25. Andree C. Ber. 35:1902;420-425.
26. Carpino L.A., Sadat-Aalaee D., Beyermann M. J. Org. Chem. 55:1990;1673-1675.
27. McKennon M.J., Meyers A.I., Drauz K., Schwarm M. J. Org. Chem. 58:1993;3568-3571.
28. Dueholm K.L., Egholm M., Buchardt O. Org. Prep. Proc. Int. 25:1999;457-461.
29. Schoen W.R., Ok D., Devita R.J., Pisano J.M., Hodges P., Cheng K., et al. Bioorg. Med. Chem. Lett. 4:1994;1117-1122.
30. Marshall J.A., Xie S. J. Org. Chem. 60:1995;7230-7237.
31. Jack D.B. Drug News Perspect. 10:1997;370-373.
32. Heiman M.L., Nekola M.V., Murphy W.A., Lance V.A., Coy D.H. Endocrinol. 116:1985;410-415.