Structure via PubChem · Public domain (PubChem)
abecarnil
Sign in to saveAbecarnil (developmental code name ZK-112,119) is an anxiolytic drug from the β-carboline family. It is one of a relatively recently developed class of medicines known as the nonbenzodiazepines, which have similar effects to the older benzodiazepine group, but with quite different chemical structures. It is a partial agonist acting selectively at the benzodiazepine site of the GABAA receptor.
Chemical data
- Formula
- C24H24N2O4
- Molecular weight
- 404.5 g/mol
- IUPAC name
- propan-2-yl 4-(methoxymethyl)-6-phenylmethoxy-9H-pyrido[3,4-b]indole-3-carboxylate
- SMILES
- CC(C)OC(=O)C1=NC=C2C(=C1COC)C3=C(N2)C=CC(=C3)OCC4=CC=CC=C4
- InChIKey
- RLFKILXOLJVUNF-UHFFFAOYSA-N
- XLogP
- 4.4
- Polar surface area
- 73.4 Ų
- H-bond donors
- 1
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
137 papers- Abecarnil shows reduced tolerance development and dependence potential in comparison to diazepam: animal studies.Psychopharmacology series · 1993
- Nonsedating anxiolytics.Pharmacology, biochemistry, and behavior · 2024
- Abecarnil and alprazolam reverse anxiety-like behaviors induced by ethanol withdrawal.Alcohol (Fayetteville, N.Y.) · 2000
- Pharmacological evidence for full agonist activity of abecarnil at certain GABAA receptors.Psychopharmacology series · 1993
- Abecarnil enhances GABA-induced currents in acutely isolated cerebellar Purkinje cells.Neuropharmacology · 1995
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 404.174
Show 4 more facts
- World Health Organisation international non-proprietary name
- 阿贝卡尔
- subject has role
- anticonvulsant agent
- chemical formula
- C₂₄H₂₄N₂O₄
- canonical SMILES
- CC(C)OC(=O)C1=NC=C2C(=C1COC)C3=C(N2)C=CC(=C3)OCC4=CC=CC=C4
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
6 sectionsContents
- Development
- Pharmacology
- Potential advantages
- Photoswitchable analog
- See also
- References
Abecarnil (developmental code name ZK-112,119) is an anxiolytic drug from the β-carboline family. It is one of a relatively recently developed class of medicines known as the nonbenzodiazepines, which have similar effects to the older benzodiazepine group, but with quite different chemical structures. It is a partial agonist acting selectively at the benzodiazepine site of the GABAA receptor.
== Development == Abecarnil was originally developed as an anti-anxiety drug, but has not as yet been commercially developed for use in humans. It has mainly been used for research into the development of other new sedative and anxiolytic drugs. Investigations are continuing into its actions, and it is likely to be developed for use in the treatment of anxiety and as a less addictive substitute drug for the treatment of benzodiazepine and alcohol addiction.
Excerpted from Wikipedia’s “abecarnil” article, available under the CC BY-SA 4.0 licence.