CP-809101

CP-809101
Clinical data
ATC code
  • None
Identifiers
  • 2-[(3-Chlorophenyl)methoxy]-6-(1-piperazinyl)pyrazine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC15H17ClN4O
Molar mass304.78 g·mol−1
3D model (JSmol)
  • C2CNCCN2c(n3)cncc3OCc(c1)cccc1Cl
  • InChI=1S/C15H17ClN4O/c16-13-3-1-2-12(8-13)11-21-15-10-18-9-14(19-15)20-6-4-17-5-7-20/h1-3,8-10,17H,4-7,11H2 X markN
  • Key:PCWGGOVOEWHPMG-UHFFFAOYSA-N X markN
 X markNcheckY (what is this?)  (verify)

CP-809101 is a drug which acts as a potent and highly selective serotonin 5-HT2C receptor full agonist. It had promising results in animal models of obesity and psychosis, but associated with genotoxicity which means that future use will be restricted to scientific research applications only.

The drug has more than three orders of magnitude lower potency as an agonist of the serotonin 5-HT2A receptor compared to the serotonin 5-HT2C receptor as well as lower efficacy at the receptor in comparison (EmaxTooltip maximal efficacy = 93% and 67%, respectively). It did not produce the head-twitch response in rodents, and was able to antagonize the head-twitch response induce by the psychedelic drug (–)-DOI.

References

  1. ↑ Strong PV, Greenwood BN, Fleshner M (May 2009). "The effects of the selective 5-HT(2C) receptor antagonist SB 242084 on learned helplessness in male Fischer 344 rats". Psychopharmacology. 203 (4): 665–75. doi:10.1007/s00213-008-1413-3. PMID 19037632. S2CID 24956531.
  2. 1 2 3 Siuciak JA, Chapin DS, McCarthy SA, Guanowsky V, Brown J, Chiang P, Marala R, Patterson T, Seymour PA, Swick A, Iredale PA (February 2007). "CP-809,101, a selective 5-HT2C agonist, shows activity in animal models of antipsychotic activity". Neuropharmacology. 52 (2): 279–290. doi:10.1016/j.neuropharm.2006.07.024. PMID 16949622.
  3. ↑ Kalgutkar AS, Dalvie DK, Aubrecht J, Smith EB, Coffing SL, Cheung JR, Vage C, Lame ME, Chiang P, McClure KF, Maurer TS, Coelho RV, Soliman VF, Schildknegt K (June 2007). "Genotoxicity of 2-(3-chlorobenzyloxy)-6-(piperazinyl)pyrazine, a novel 5-hydroxytryptamine2c receptor agonist for the treatment of obesity: role of metabolic activation" (PDF). Drug Metabolism and Disposition. 35 (6): 848–58. doi:10.1124/dmd.106.013649. PMID 17344339. S2CID 29863246. Archived from the original (PDF) on 2019-02-25.