Abecarnil

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Abecarnil
Abecarnil.svg
Systematic (IUPAC) name
propan-2-yl 4-(methoxymethyl)-6-(phenylmethoxy) -9H-pyrido[5,4-b]indole-3-carboxylate
Pharmacokinetic data
Biological half-life 3.4 hours (IV), 7 hours (oral)
Identifiers
CAS Number 111841-85-1 N
ATC code none
PubChem CID: 65914
ChemSpider 59323 YesY
UNII IZM1PNJ3JL YesY
KEGG D02594 YesY
ChEMBL CHEMBL454095 YesY
Chemical data
Formula C24H24N2O4
Molecular mass 404.458 g/mol
  • O=C(OC(C)C)c4ncc3c(c2c(ccc(OCc1ccccc1)c2)n3)c4COC
  • 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 YesY
  • Key:RLFKILXOLJVUNF-UHFFFAOYSA-N YesY
 NYesY (what is this?)  (verify)

Abecarnil (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][2]

Abecarnil was originally developed as an anti-anxiety drug, but has not as yet been commercially developed for use in humans, instead so far mainly being used for research into the development of other new sedative and anxiolytic drugs. Investigations are continuing into its actions and it looks likely to be developed for use both in the treatment of anxiety,[3] and as a less addictive substitute drug for the treatment of benzodiazepine[4] and alcohol[5] addiction. Abecarnil may also have fewer problems of tolerance and withdrawal problems compared to nonselective full agonist benzodiazepine acting drugs.[6]

Abecarnil is a relatively subtype-selective drug which produces primarily anxiolytic effects, with comparatively less sedative or muscle relaxant properties,[7][8] and does not significantly potentiate the effects of alcohol.[9]

The abuse potential of abecarnil is thought to be less than that of benzodiazepines,[10] with only mild withdrawal symptoms noted after abrupt discontinuation of treatment.[11]

See also

References

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  8. Duka T, Schutt B, Krause W, Dorow R, McDonald S, Fichte K. Human studies on abecarnil, a new beta-carboline anxiolytic: safety, tolerability and preliminary pharmacological profile. British Journal of Clinical Pharmacology. 1993 Apr;35(4):386-94.
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