Adipiplon

Last updated

Adipiplon
Adipiplon.svg
Clinical data
Routes of
administration
Oral
ATC code
  • none
Legal status
Legal status
  • In general: uncontrolled
Identifiers
  • 7-[(2-(3-fluoropyridin-2-yl)-1H-imidazol-1-yl)methyl]-2-methyl-8-propyl-[1,2,4]triazolo[1,5-c]pyrimidine
CAS Number
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
Formula C18H18FN7
Molar mass 351.389 g·mol−1
3D model (JSmol)
  • n4c(C)nc1n4cnc(c1CCC)Cn2ccnc2-c3ncccc3F
  • InChI=1S/C18H18FN7/c1-3-5-13-15(22-11-26-17(13)23-12(2)24-26)10-25-9-8-21-18(25)16-14(19)6-4-7-20-16/h4,6-9,11H,3,5,10H2,1-2H3 Yes check.svgY
  • Key:UAMAIHOEGLEXSV-UHFFFAOYSA-N Yes check.svgY
 X mark.svgNYes check.svgY  (what is this?)    (verify)

Adipiplon (developmental code name NG2-73) is an anxiolytic drug developed by Neurogen Corporation. It has similar effects to benzodiazepine drugs, but is structurally distinct and classed as a nonbenzodiazepine anxiolytic.

Adipiplon is a subtype-selective GABAA receptor partial agonist, which binds preferentially to the α3 subtype. This is significant as while several previous nonbenzodiazepine drugs have been developed that are selective for α2/3 over the other subtypes, adipiplon is one of the first drugs selected for clinical development which can discriminate between α2 and α3, as well as showing a little affinity for the α1 or α5 subtypes — alpidem is selective for α3 over α2, but still has moderate affinity for α1, whereas adipiplon is highly α3-selective with little affinity for either α1, α2 or α5. [1]

Adipiplon was being researched as a potential medication for the treatment of anxiety and insomnia, and in 2008 it was being used in Phase IIb trials. [2] [3] [4] These trials were suspended after significant next-day side effects were discovered. [5]

See also

References

  1. Vinkers CH, Olivier B, Hanania T, Min W, Schreiber R, Hopkins SC, et al. (October 2011). "Discriminative stimulus properties of GABAA receptor positive allosteric modulators TPA023, ocinaplon and NG2-73 in rats trained to discriminate chlordiazepoxide or zolpidem". European Journal of Pharmacology. 668 (1–2): 190–193. doi:10.1016/j.ejphar.2011.06.054. PMID   21762686.
  2. "Pipeline Summary GABA: Adipiplon". Neurogen. Archived from the original on April 11, 2008.
  3. "Neurogen Announces Adipiplon Preclinical and Clinical Data".
  4. "Meet Adipiplon: The New Insomnia Drug". Sleep Review. Archived from the original on April 15, 2008.
  5. "Neurogen Announces Suspension of Insomnia Study with Adipiplon". Fierce Biotech. 14 July 2008.