Abecarnil

Chemical compound From Wikipedia, the free encyclopedia

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.[1]

ATC code
  • None
Elimination half-life3.4 hours (IV), 7 hours (oral)
Quick facts Clinical data, Drug class ...
Abecarnil
Clinical data
Drug classGABAA receptor positive allosteric modulator; Anxiolytic
ATC code
  • None
Pharmacokinetic data
Elimination half-life3.4 hours (IV), 7 hours (oral)
Identifiers
  • propan-2-yl 4-(methoxymethyl)-6-(phenylmethoxy) -9H-pyrido[5,4-b]indole-3-carboxylate
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC24H24N2O4
Molar mass404.466 g·mol−1
3D model (JSmol)
  • COCc3c(C(=O)OC(C)C)ncc4[nH]c2ccc(OCc1ccccc1)cc2c34
  • InChI=1S/C24H24N2O4/c1-15(2)30-24(27)23-19(14-28-3)22-18-11-17(29-13-16-7-5-4-6-8-16)9-10-20(18)26-21(22)12-25-23/h4-12,15,26H,13-14H2,1-3H3 checkY
  • Key:RLFKILXOLJVUNF-UHFFFAOYSA-N checkY
  (verify)
Close

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[2] and as a less addictive substitute drug for the treatment of benzodiazepine[3] and alcohol[4] addiction.

Pharmacology

Abecarnil is a relatively subtype-selective drug that produces primarily anxiolytic effects, with comparatively fewer sedative or muscle relaxant properties.[5][6] Additionally, it does not significantly potentiate the effects of alcohol.[7]

Potential advantages

Abecarnil may have fewer problems with tolerance and withdrawal compared to nonselective full agonist benzodiazepine acting drugs.[8]

The abuse potential of abecarnil is thought to be less than that of benzodiazepines,[9] with only mild withdrawal symptoms noted after abrupt discontinuation of treatment.[10]

Photoswitchable analog

A photoswitchable analog of abecarnil (azocarnil) has been developed to locally and reversibly control neuroinhibition with light in wildtype animals.[11]

See also

References

Related Articles

Wikiwand AI