Syntheses, pharmacological evaluation and molecular modelling of substituted 6-alkoxyimidazo[1,2-b]pyridazines as new ligands for the benzodiazepine receptor

European Journal of Medicinal Chemistry

Volumn 31, Issue 9, 1996, Pages 651-662

  Harrison, P W ^d   Barlin, G B ^d   Davies, L P ^a   Ireland, S J ^d   Matyus P ^b   Wong, M G ^c  

^a AUSTRALIAN NATIONAL UNIVERSITY   (Australia)

^b Institute for Drug Research Budapest   (Hungary)

^c SWINBURNE UNIVERSITY OF TECHNOLOGY   (Australia)

^d NONE

Author keywords

Benzodiazepine receptor; imidazo 1,2 b pyridazine; Molecular modelling; Structure activity relationship

Indexed keywords

4 AMINOBUTYRIC ACID; 4 AMINOBUTYRIC ACID RECEPTOR STIMULATING AGENT; BENZODIAZEPINE RECEPTOR; DIAZEPAM; IMIDAZOLE DERIVATIVE; PYRIDAZINE DERIVATIVE;

ANIMAL TISSUE; ARTICLE; BINDING AFFINITY; BRAIN CORTEX; COMPUTER SIMULATION; CONTROLLED STUDY; DRUG RECEPTOR BINDING; DRUG SYNTHESIS; IN VITRO STUDY; MOLECULAR MODEL; NONHUMAN; QUANTITATIVE STRUCTURE ACTIVITY RELATION; RAT;

EID: 0029831311     PISSN: 02235234     EISSN: None     Source Type: Journal    
DOI: 10.1016/0223-5234(96)85873-9     Document Type: Article

References (48)

1. 1 Webster RA, Jordan CC (1989) Neurotransmitters, Drugs and Disease. Blackwell Scientific Publications, Oxford
2. 2 Braestrup C, Squires RF (1977) Proc Natl Acad Sci USA 74, 3805-3809
3. 3 Möhler H, Okada T (1977) Science 198, 849-851
4. 4 Lüddens H, Korpi ER, Seeburg PH (1995) Neuropharmacology 34, 245-254
5. 5 DeLorey TM, Olsen RW (1992) J Biol Chem 267, 16747-16750
6. 6 Sieghart W (1992) Trends Pharmacol Sci 13, 446-450
7. 7 Smith GB, Olsen RW (1995) Trends Pharmacol Sci 16, 162-168
8. 8 Haefely W, Kyburz E, Gerecke M, Möhler H (1985) Adv Drug Res 14, 165-322
9. 9 Fryer RI (1990) Ligand Interactions at the Benzodiazepine Receptor. In: Comprehensive Medicinal Chemistry Vol 3 (Hansch C, Saumes PG, Taylor JB, eds) Pergamon, New York, 539-566
10. 10 Ryall RW (1989) Mechanisms of Drug Action on the Central Nervous System (Second Edition). Cambridge University Press, New York, 144-170
11. 11 Speth RC, Guidotti A, Yamamura HI (1981) The Pharmacology of the Benzodiazepines. In: Neuropharmacology of Central Nervous System and Behavioural Disorders (Palmer GC, ed) Academic, New York, 243-277
12. 12 Gardner CR, Tully WR, Hedgecock CJR (1993) Prog Neurobiol 40, 1-61
13. 13 Trapani G, Franco M, Latrofa A, Genchi G, Liso G (1992) Eur J Med Chem 27, 39-44
14. 14 Trapani G, Carotti A, Franco M, Latrofa A, Genchi G, Liso G (1993) Eur J Med Chem 28, 13-21
15. 15 Colotta V, Cecchi L, Melani F, Catarzi D, Filacchioni G, Martini C, Giannaccini G, Tonelli M, Lucacchini A (1992) Drug Des Disc 8, 325-339
16. 16 Biagi G, Giorgi I, Livi O, Lucicchini A, Martini C, Scartoni V (1993) J Pharm Sci 82, 893-896
17. 17 Fryer RI, Zhang P, Rios R, Gu Z, Basile AS, Skolnick P (1993) J Med Chem 36, 1669-1673
18. 18 TenBrink RE, Im WB, Sethy VH, Tang AH, Carter DB (1994) J Med Chem 37, 758-768
19. 19 Wang C, Langer T, Kamath, PG, Gu Z, Fryer RI (1995) J Med Chem 38, 950-957
20. 20 Catarzi D, Cecchi L, Colotta V, Filacchioni G, Varano F (1995) J Med Chem 38, 2196-2201
21. 21 Wong MG (1988) Drug Des Del 3, 15-33
22. 22 Borea PA, Gilli G, Bertolasi V, Ferretti V (1986) Mol Pharmacol 31, 334-44
23. 23 Codding PW, Muir AKS (1985) Mol Pharmacol 28, 178-184
24. 24 Villar HO, Davies MF, Loew GH, Maguire PA (1991) Life Sci 48, 593-602
25. 25 Zhang W, Koehler KF, Harris B, Skolnick P, Cook JM (1994) J Med Chem 37, 745-757
26. 26 Barlin GB, Davies LP, Davis RA, Harrison PW (1994) Aust J Chem 47, 2001-2012 (and preceding papers in series)
27. 27 Davies LP, Barlin GB, Ireland SJ, Ngu MML (1992) Biochem Pharmacol 44, 1555-1561
28. 28 Steck EA, Brundage P, Fletcher LT (1954) J Am Chem Soc 76, 3225-3226
29. 29 Horie T, Kinjo K, Ueda T (1962) Chem Pharm Bull 10, 580-591
30. 30 Yoneda F, Ohtaka T, Nitta Y (1964) Chem Pharm Bull 12, 1351-1356
31. 31 George P, Giron C (1987) US Patent 4,650,796; Chem Abstr 107, 134308
32. 31 George P, Giron C (1987) US Patent 4,650,796; Chem Abstr 107, 134308
33. 32 Furlan M, Stanovnik B, Tišler M (1972) J Org Chem 37, 2689-2691
34. 33 Barlin GB, Davies LP, Harrison PW (1995) Aust J Chem 48, 1031-1038
35. 34 Skerritt JH, Davies LP, Chow SC, Johnston GAR (1982) Neurosci Lett 32, 169
36. 35 Barlin GB, Davies LP, Ireland SJ, Ngu MML, Zhang J (1992) Aust J Chem 45, 731-749
37. 36 Ehlert FJ, Roeske WR, Braestrup C, Yamamura SH, Yamamura HI (1981) Eur J Pharm 70, 593-596
38. 37 Braestrup C, Schmiechen R, Neef G, Nielsen M, Petersen EM (1982) Science 216, 1241-1243
39. 38 Clark M, Cramer III RD, Van Opdenbosch N (1989) J Comp Chem 10, 982-1012
40. 39 Barlin GB, Davies LP, Ireland SJ, Ngu MML, Zhang J (1992) Aust J Chem 45, 877-888
41. 40 Japelj M, Stanovnik B, Tišler M (1969) J Het Chem 6, 559-566
42. 41 Mátyus P, Barlin GB, Harrison PW, Wong MG, Davies LP (1996) Aust J Chem 49, 435-442
43. 42 Blank B, DiTullio NW, Deviney L, Roberts JT, Saunders HL (1975) J Med Chem 18, 952-954
44. 43 Drake NL, Tuemmler WB (1955) J Am Chem Soc 77, 1204-1209
45. 44 Kimura S, Miyagi Y, Goto R (1966) Bull Chem Soc Jap 39, 1333-1334
46. 45 Einhorn A, Bischopff E, Szelinski B (1905) Justus Liebigs Ann Chem 343, 223-224
47. Chechelska B (1956) Rocz Chem 30, 149 (Chem Abstr 51, 219)
48. Chechelska B (1956) Rocz Chem 30, 149 (Chem Abstr 51, 219)