# CP-809101

> Mediated Wiki article. Canonical URL: https://mediated.wiki/source/CP-809101
> Markdown URL: https://mediated.wiki/source/CP-809101.md
> Source: https://en.wikipedia.org/wiki/CP-809101
> Source revision: 1316406522
> License: Creative Commons Attribution-ShareAlike 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/)

{{Short description|Chemical compound}}
{{Drugbox
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| verifiedrevid = 451224368
| image = CP-809101 Structure.svg
| image_class = skin-invert-image
| width = 250px

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<!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 479683-64-2
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = A2EXW95647
| ATC_prefix = None
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| PubChem = 9901086
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| ChemSpiderID = 8076740

<!--Chemical data-->
| IUPAC_name = 2-[(3-Chlorophenyl)methoxy]-6-(1-piperazinyl)pyrazine
| C=15 | H=17 | Cl=1 | N=4 | O=1 
| SMILES = C2CNCCN2c(n3)cncc3OCc(c1)cccc1Cl
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 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
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = PCWGGOVOEWHPMG-UHFFFAOYSA-N

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'''CP-809101''' is a drug which acts as a [potent](/source/potency_(pharmacology)) and highly [selective](/source/binding_selectivity) [serotonin](/source/serotonin) [5-HT<sub>2C</sub> receptor](/source/5-HT2C_receptor) [full agonist](/source/full_agonist).<ref name="pmid19037632">{{cite journal |vauthors=Strong PV, Greenwood BN, Fleshner M |title=The effects of the selective 5-HT(2C) receptor antagonist SB 242084 on learned helplessness in male Fischer 344 rats |journal=Psychopharmacology |volume=203 |issue=4 |pages=665–75 |date=May 2009 |pmid=19037632 |doi=10.1007/s00213-008-1413-3 |s2cid=24956531 }}</ref> It had promising results in animal models of obesity and psychosis, but associated with [genotoxicity](/source/genotoxicity) which means that future use will be restricted to [scientific research](/source/scientific_research) applications only.<ref name="SiuciakChapinMcCarthy2007" /><ref name="pmid17344339">{{cite journal |vauthors=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 |title=Genotoxicity of 2-(3-chlorobenzyloxy)-6-(piperazinyl)pyrazine, a novel 5-hydroxytryptamine2c receptor agonist for the treatment of obesity: role of metabolic activation |journal=Drug Metabolism and Disposition |volume=35 |issue=6 |pages=848–58 |date=June 2007 |pmid=17344339 |doi=10.1124/dmd.106.013649 |s2cid=29863246 |url=http://pdfs.semanticscholar.org/72b2/41dd694746eaa4424134533804fd4a53bfd2.pdf |archive-url=https://web.archive.org/web/20190225184746/http://pdfs.semanticscholar.org/72b2/41dd694746eaa4424134533804fd4a53bfd2.pdf |url-status=dead |archive-date=2019-02-25 }}</ref>

The drug has more than three orders of magnitude lower potency as an agonist of the serotonin [5-HT<sub>2A</sub> receptor](/source/5-HT2A_receptor) compared to the serotonin 5-HT<sub>2C</sub> receptor as well as lower [efficacy](/source/intrinsic_activity) at the receptor in comparison ({{Abbrlink|E<sub>max</sub>|maximal efficacy}} = 93% and 67%, respectively).<ref name="SiuciakChapinMcCarthy2007">{{cite journal | vauthors = Siuciak JA, Chapin DS, McCarthy SA, Guanowsky V, Brown J, Chiang P, Marala R, Patterson T, Seymour PA, Swick A, Iredale PA | title = CP-809,101, a selective 5-HT2C agonist, shows activity in animal models of antipsychotic activity | journal = Neuropharmacology | volume = 52 | issue = 2 | pages = 279–290 | date = February 2007 | pmid = 16949622 | doi = 10.1016/j.neuropharm.2006.07.024 | url = }}</ref> It did not produce the [head-twitch response](/source/head-twitch_response) in rodents, and was able to antagonize the head-twitch response induce by the [psychedelic drug](/source/psychedelic_drug) [(–)-DOI](/source/DOI_(drug)).<ref name="SiuciakChapinMcCarthy2007" />

==References==
{{Reflist}}

{{Serotonin receptor modulators}}

Category:5-HT2C agonists
Category:Aromatic ethers
Category:3-Chlorophenyl compounds
Category:Drugs developed by Pfizer
Category:1-Piperazinyl compounds
Category:Pyrazines

{{Nervous-system-drug-stub}}

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Adapted from the Wikipedia article [CP-809101](https://en.wikipedia.org/wiki/CP-809101) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/CP-809101?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.