Structure via PubChem · Public domain (PubChem)
ZK93426
Sign in to saveAlso known as ZK 93426, ZK-93426
ZK-93426 (ethyl-5-isopropoxy-4-methyl-β-carboline-3-carboxylate) is a drug from the β-carboline family. It acts as a weak partial inverse agonist of benzodiazepine receptors, meaning that it causes the opposite effects to the benzodiazepine class of drugs and has anxiogenic properties, although unlike most benzodiazepine antagonists it is not a convulsant and actually has weak anticonvulsant effects. In human tests it produced alertness, restlessness and feelings of apprehension, and reversed the effect of the benzodiazepine lormetazepam. It was also shown to produce nootropic effects and incr
Chemical data
- Formula
- C18H20N2O3
- Molecular weight
- 312.4 g/mol
- IUPAC name
- ethyl 4-methyl-5-propan-2-yloxy-9H-pyrido[3,4-b]indole-3-carboxylate
- SMILES
- CCOC(=O)C1=NC=C2C(=C1C)C3=C(N2)C=CC=C3OC(C)C
- InChIKey
- VMDUABMKBUKKPG-UHFFFAOYSA-N
- XLogP
- 4
- Polar surface area
- 64.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
11 papers- Benzodiazepine modulation of the rat GABAA receptor α4β3γ2L subtype expressed in Xenopus oocytes.Neuropharmacology · 2010
- Structural requirements for ligand interactions at the benzodiazepine recognition site of the GABA(A) receptor.Journal of neurochemistry · 1998
- Alprazolam dependence prevented by substituting with the beta-carboline abecarnil.Proceedings of the National Academy of Sciences of the United States of America · 1997
- Comparison of radial maze performance of rats after ibotenate and quisqualate lesions of the forebrain cholinergic projection system: effects of pharmacological challenge and changes in training regime.Behavioural pharmacology · 1992
- Structural features controlling the binding of beta-carbolines to the benzodiazepine receptor.Acta crystallographica. Section B, Structural science · 2004
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 312.147393
Show 3 more facts
- canonical SMILES
- CCOC(=O)C1=NC=C2C(=C1C)C3=C(N2)C=CC=C3OC(C)C
- chemical formula
- C₁₈H₂₀N₂O₃
- subject has role
- nootropic
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
ZK-93426 (ethyl-5-isopropoxy-4-methyl-β-carboline-3-carboxylate) is a drug from the β-carboline family. It acts as a weak partial inverse agonist of benzodiazepine receptors, meaning that it causes the opposite effects to the benzodiazepine class of drugs and has anxiogenic properties, although unlike most benzodiazepine antagonists it is not a convulsant and actually has weak anticonvulsant effects. In human tests it produced alertness, restlessness and feelings of apprehension, and reversed the effect of the benzodiazepine lormetazepam. It was also shown to produce nootropic effects and increased release of acetylcholine.
==See also== Substituted β-carboline ZK-93423
Excerpted from Wikipedia’s “ZK93426” article, available under the CC BY-SA 4.0 licence.