The design and synthesis of novel adenosine agonists

Bioorganic and Medicinal Chemistry Letters

Volumn 6, Issue 7, 1996, Pages 811-814

  Scammells, P J ^a   Baker, S P ^b   Bellardinelli, L ^b   Olsson, R A ^c   Russell, R A ^a   Knevitt, S A ^a  

^a DEAKIN UNIVERSITY   (Australia)

^b UNIVERSITY OF FLORIDA HEALTH   (United States)

^c UNIVERSITY OF SOUTH FLORIDA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

6 N (5,6 EPOXYNORBORN 2 YL)ADENOSINE; 6 N CYCLOPENTYLADENOSINE; ADENOSINE A1 RECEPTOR; ADENOSINE DERIVATIVE; ADENOSINE RECEPTOR STIMULATING AGENT; CYCLIC AMP; ISOPRENALINE; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; DRUG RECEPTOR BINDING; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; MASS SPECTROMETRY; MOLECULAR MODEL; NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

EID: 0030005828     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/0960-894X(96)00111-4     Document Type: Article

References (19)

1. Jacobson, K. A.; van Galen, P. J. M., Williams, M. J. Med. Chem. 1992, 35, 407.
2. DiMarco, J. P.; Sellers, T. D.; Lermann, B. B.; Greenberg, M. L.; Berne, R. M.; Belardinelli, L. J. Am. Coll. Cardiol. 1985, 6, 417.
3. Belardinelli L.; Shryock J. C.; Zhan Y.; Scammells, P. J.; Olsson, R. A.; Dennis, D.; Milner, P.; Pfister, J; Baker, S. J. Pharmacol. Exp. Ther. 1995, 275, 1167.
4. Peet, N. P.; Lentz, N. L.; Meng, E. C.; Dudley, M. W.; Ogden, A. M.; Demeter, D. A.; Weintraub, H. J.; Bey, P. J. Med. Chem. 1990, 33, 3127.
5. Dooley, M. J.; Quinn, R. J. J. Med. Chem. 1992, 35, 211.
6. Chassy, B. M.; Suhadolnik, R. J. J. Biol. Chem. 1967, 242, 3655.
7. Scammells, P. J.; Baker, S. P.; Bellardinelli, L.; Olsson, R. A.; Russell, R. A.; Wright, D. M. J. Tetrahedron, in press.
8. Molecular modelling was performed on a Silicon Graphics R4000 workstation using Biosym software (InsightII and Discover).
9. Fleysher, M. H. J. Med. Chem. 1972, 75, 187.
10. Poll, T.; Sobazak, A.; Hartmann, H.; Helmchen, G. Tetrahedron Lett. 1985, 26, 3095.
11. Poll, T.; Abdel Hady, F.; Karge, R.; Linz, Helmchen, G. Tetrahedron Lett. 1989, 30, 5595.
12. March J. Advanced Organic Chemistry; John Wiley & Sons: New York, 1992; Chapter 18.
13. 5) calc. 376.16208, found 376.16264. Storage of 2 at ambient temperature resulted in the appearance of an unidentified byproduct
14. Adam, W.; Briviba, K.; Duschek, F.; Golsch, D.; Kiefer, W.; Sies, H. J. Chem. Soc., Chem. Comm. 1995, 1831.
15. Saladino, R.; Crestini, C.; Bernini, R.; Mincione, E.; Ciafrino, R. Tetrahedron Lett. 1995, 36, 2665.
16. Adam, W. A.; Bialas, J.; Hadjiarapoglou, L.; Chem. Ber. 1991, 124, 2377.
17. Ramkumar, V.; Barrington, W. W.; Jacobson, K. A.; Stiles, G. L. Mol. Pharmacol. 1990, 37, 149.
18. Scammells, P. J.; Baker, S. P.; Belardinelli, L.; Olsson, R. A. J. Med. Chem. 1994, 37, 2704.
19. Standifer, K. M.; Pitha, J.; Baker, S. P. Naunyn-Schmiedeberg's Arch. Pharmacol. 1989, 339, 129.