Pyrazolopyridines: Effect of structural alterations on activity at adenosine- and GABA(A)-receptors

Drug Development Research

Volumn 42, Issue 1, 1997, Pages 41-56

  Shi, Dan ^a   Padgett, William L ^a   Hutchinson, Kira D ^a   Moore, Stacey P ^a   Daly, John W ^a,b  

^a NATIONAL INSTITUTE OF DIABETES AND DIGESTIVE AND KIDNEY DISEASES   (United States)

^b NATIONAL INSTITUTES OF HEALTH   (United States)

Author keywords

Adenosine receptors; Anxiolytics; Benzodiazepines; GABA receptors

Indexed keywords

3 AMINO 2 (3 CARBOXYPROPYL) 6 (4 METHOXYPHENYL)PYRIDAZINIUM BROMIDE; 4 AMINOBUTYRIC ACID A RECEPTOR; ADENOSINE A1 RECEPTOR; ADENOSINE A2A RECEPTOR; BENZODIAZEPINE RECEPTOR; CARTAZOLATE; FLUMAZENIL; NEW DRUG; PYRAZOLOPYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; BINDING AFFINITY; DRUG INHIBITION; DRUG RECEPTOR BINDING;

EID: 0031423230     PISSN: 02724391     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1098-2299(199709)42:1<41::AID-DDR4>3.0.CO;2-R     Document Type: Article

References (30)

1. Bare TM, McLaren CD, Campbell JB, Firer JW, Resch JF, Walters CP, Salama AI, Meiners BA, Patel JB (1989): Synthesis and structure-activity relationships of a series of anxioselective pyrazolopyridine ester and amide anxiolytic agents. J Med Chem 32:2561-2573.
2. Beer B, Chasin M, Clody DE, Vogel JR, Horowitz ZP (1972): Cyclic adenosine monophosphate phosphodiesterase in brain: Effect on anxiety. Science 176:428-430.
3. 3H]diazepam binding by SQ 65,396: A novel anti-anxiety agent. Pharmacol Biochem Behav 9:849-851.
4. 3H]muscimol binding by benzodiazepine agonists and inverse agonists. Brain Res 280:383-386.
5. 3H]phenylxanthine. Proc Natl Acad Sci USA 77:5547-5551.
6. Chasin M, Harris DN, Phillips MD, Hess SM (1972): 1-Ethyl-4-(isopropylidene-hydrazino)-1H-pyrazolo-(3,4-b)-pyridine-5-carboxylic acid, ethyl ester, hydrochloride (SQ 20009) A potent new inhibitor of cyclic 3′,5′-nucleotide phosphodiesterases. Biochem Pharmacol 21:2443-2450.
7. 50) of an enzymatic reaction. Biochem Pharmacol 22:3099-3108.
8. 2-adenosine receptors. Biochem Pharmacol 37:655-664.
9. 2-adenosine receptors. Med Chem Res 4:293-306.
10. A antagonist, to rat brain membranes. J Neurochem 48:1677-1686.
11. 2 receptors in rat brain. J Pharmacol Exp Ther 251:888-893.
12. Leeb-Lundberg LMF, Olsen RW (1983): Heterogeneity of benzodiazepine receptor interactions with γ-aminobutyric acid and barbiturate receptor sites. Mol Pharmacol 23:315-325.
13. Leeb-Lundberg F, Snowman A, Olsen RW (1981): Perturbation of benzodiazepine receptor binding by pyrazolopyridines involves picrotoxinin/barbiturate receptor sites. J Neurosci 1:471-177.
14. 35S-TBPS binding by GABA, pentobarbital and diazepam in mouse cerebellum and cortex. J Pharmacol Exp Therap 264:638-647.
15. 35S]t-butylbicyclophosphorothionate binding differentiates convulsant and depressant drugs that modulate GABAergic transmission. J Neurosci 44:480-486.
16. 35S]t-butylbicyclophosphorothionate binding. Life Sci 37:2173-2180.
17. Meiners BA, Salama AI (1982): Enhancement of benzodiazepine and GABA binding by the novel anxiolytic, tracazolate. Eur J Pharmacol 78:315-322.
18. Möhler H, Richards JG (1981): Agonist and antagonist benzodiazepine receptor interaction in vitro. Nature 294:763-765.
19. 3H-cyclohexyladenosine. Life Sci 28:917-920.
20. Placheta P, Karobath M (1980): In vitro modulation by SQ 20009 and SQ 65396 of GABA receptor binding in rat CNS membranes. Eur J Pharmacol 62:220-228.
21. A and benzodiazepine receptors in rat neocortex. Mol Brain Res 11:273-282.
22. Shi D, Nikodijevic O, Jacobson KA, Daly JW (1993): Chronic caffeine alters the density of adenosine, adrenergic, cholinergic, GABA, and serotonin receptors and calcium channels in mouse brain. Cell Mol Neurobiol 13:247-261.
23. 35S]-t-butylbicyclophosphorothionate binding sites modulated by several allosteric ligands of γ-aminobutyric acid type A receptors. Mol Pharmacol 48:385-491.
24. 35S]-t-Butylbicyclophos-phorothionate binds with high affinity to brain specific sites coupled to γ-aminobutyric acid-A and ion recognition sites. Mol Pharmacol 23:326-336.
25. Supavilai P, Karobatli M (1980): Interaction of SQ 20009 and GABA-like drugs as modulators of benzodiazepine receptor binding. Eur J Pharmacol 62:229-233.
26. 35S]-t-Butylbicyclophosphorothionate binding sites are constituents of the γ-aminobutyric acid benzodiazepine receptor complex. J Neurosci 4:1193-1200.
27. Supavilai P, Mannonen A, Karobath M (1982): Modulation of GABA binding sites by CNS depressants and CNS convulsants. Neurochem Int 4:259-268.
28. Trifilch RR, Snowman AM, Snyder SH (1985): Barbiturate recognition site on the GABA/benzodiazepine complex is distinct from the picrotoxinin/TBPS binding site. Eur J Pharmacol 106:441-447.
29. 3H]diazepam to rat brain membranes in vitro by SQ 20009, a novel anxiolytic, γ-aminobutyric acid (GABA) and muscimol. Life Sci 24:833-841.
30. Williams M, Risley EA, Huff JR (1981): Interaction of putative anxiolytic agents with central adenosine receptors. Can J Physiol Pharmacol 59:897-900.