ZK-93426
Identifiers
CAS number  YesY
PubChem
ChemSpider  N
ChEMBL  N
Jmol-3D images Image 1
Properties
Molecular formula C18H20N2O3
Molar mass 314.336 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N   YesY/N?)

ZK-93426 (ethyl-5-isopropoxy-4-methyl-beta-carboline-3-carboxylate) is a drug from the beta-carboline family. It acts as a weak partial inverse agonist of benzodiazepine receptors,[1] meaning that it causes the opposite effects to the benzodiazepine class of drugs and has anxiogenic properties,[2] although unlike most benzodiazepine antagonists it is not a convulsant and actually has weak anticonvulsant effects.[3] In human tests it produced alertness, restlessness and feelings of apprehension, and reversed the effect of the benzodiazepine lormetazepam.[4][5] It was also shown to produce nootropic effects[6][7] and increased release of acetylcholine.[8][9]

See also

References

  1. ^ Camerman, A; Mastropaolo, D; Hempel, A; Camerman, N (2005). "Ethyl 5-isopropoxy-4-methyl-beta-carboline-3-carboxylate: structural determinants of benzodiazepine-receptor antagonism". Acta Crystallographica C 61 (Pt 4): o265–6.  
  2. ^ File, SE; Pellow, S; Jensen, LH (1986). "Actions of the beta-carboline ZK 93426 in an animal test of anxiety and the holeboard: interactions with Ro 15-1788". Journal of neural transmission 65 (2): 103–14.  
  3. ^ Jensen, LH; Petersen, EN; Braestrup, C; Honoré, T; Kehr, W; Stephens, DN; Schneider, H; Seidelmann, D; Schmiechen, R (1984). "Evaluation of the beta-carboline ZK 93 426 as a benzodiazepine receptor antagonist". Psychopharmacology 83 (3): 249–56.  
  4. ^ Dorow, R; Duka, T; Höller, L; Sauerbrey, N (1987). "Clinical perspectives of beta-carbolines from first studies in humans". Brain Research Bulletin 19 (3): 319–26.  
  5. ^ Duka, T; Goerke, D; Dorow, R; Höller, L; Fichte, K (1988). "Human studies on the benzodiazepine receptor antagonist beta-carboline ZK 93 426: antagonism of lormetazepam's psychotropic effects". Psychopharmacology 95 (4): 463–71.  
  6. ^ Duka, T; Edelmann, V; Schütt, B; Dorow, R (1988). "Beta-carbolines as tools in memory research: human data with the beta-carboline ZK 93426". Psychopharmacology series 6: 246–60.  
  7. ^ Duka, T; Ott, H; Rohloff, A; Voet, B (1996). "The effects of a benzodiazepine receptor antagonist beta-carboline ZK-93426 on scopolamine-induced impairment on attention, memory and psychomotor skills". Psychopharmacology 123 (4): 361–73.  
  8. ^ Moore, H; Sarter, M; Bruno, JP (1992). "Age-dependent modulation of in vivo cortical acetylcholine release by benzodiazepine receptor ligands". Brain Research 596 (1–2): 17–29.  
  9. ^ Moore, H; Sarter, M; Bruno, JP (1993). "Bidirectional modulation of stimulated cortical acetylcholine release by benzodiazepine receptor ligands". Brain Research 627 (2): 267–74.