1-(3-Chlorophenyl)piperazine
File:MCPP 2D.png | |
File:MCPP3d.png | |
Clinical data | |
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Routes of administration | oral |
Pharmacokinetic data | |
Metabolism | hepatic |
Excretion | renal |
Identifiers | |
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CAS Number | |
PubChem CID | |
E number | {{#property:P628}} |
ECHA InfoCard | {{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value). |
Chemical and physical data | |
Formula | C10H13ClN2 |
Molar mass | 196.676 g/mol |
Overview
1-(3-Chlorophenyl)piperazine (or meta-chlorophenylpiperazine, mCPP) is a piperazine-based 5-HT receptor agonist that has been used as a challenge drug in MDMA research. In the mid-2000s, it has shown up in legal alternatives to illegal stimulants in New Zealand, and pills sold as ecstasy in Europe and the United States.
mCPP is known to induce headaches in humans,[1][2] and has been used for testing potential anti-migraine medications.[3] Up to 10% of people who take mCPP will develop a migraine headache, and 90% of individuals who commonly suffer from migraines will have an attack induced by mCPP. This has tended to limit the use of mCPP as a recreational drug.
Legal status
In the US: unscheduled
In New Zealand: unscheduled
In Denmark: Banned [4]
In Germany: Banned
See also
- Benzylpiperazine (BZP)
- Trifluoromethylphenylpiperazine (TFMPP)
- Etoperidone
- Trazodone -- metabolises to mCPP in vivo
References
- ↑ Leone, M (July 12 2000). "The serotonergic agent m-chlorophenylpiperazine induces migraine attacks: A controlled study". Neurology. 55 (1): 136–9. PMID 10891925. Unknown parameter
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(help) - ↑ Martin RS & Martin GR. Investigations into migraine pathogenesis: time course for effects of m-CPP, BW723C86 or glyceryl trinitrate on appearance of Fos-like immunoreactivity in rat trigeminal nucleus caudalis (TNC). Cephalalgia 2001; 21:46–52. London. ISSN 0333-10245
- ↑ Petkov VD, Belcheva S, Konstantinova E. Anxiolytic effects of dotarizine, a possible antimigraine drug. Methods Find Exp Clin Pharmacol. 1995 Dec;17(10):659-68.
- ↑ Erowid.org
External links
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- Piperazines
- Serotonin receptor agonists