Structure via PubChem · Public domain (PubChem)
m-chlorophenylpiperazine
Sign in to saveAlso known as M-cpp, mCPP
'''meta-Chlorophenylpiperazine (mCPP''') is a psychoactive drug of the phenylpiperazine class. It was initially developed in the late-1970s and used in scientific research before being sold as a designer drug in the mid-2000s. It has been detected in pills touted as legal alternatives to illicit stimulants in New Zealand and pills sold as "ecstasy" in Europe and the United States.
Chemical data
- Formula
- C10H13ClN2
- Molecular weight
- 196.67 g/mol
- IUPAC name
- 1-(3-chlorophenyl)piperazine
- SMILES
- C1CN(CCN1)C2=CC(=CC=C2)Cl
- InChIKey
- VHFVKMTVMIZMIK-UHFFFAOYSA-N
- XLogP
- 1.7
- Polar surface area
- 15.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- cocaine dependence, alcohol dependence
via ChEMBL · EBI
Research
1,052 papers- m-Chlorophenylpiperazine as a probe of serotonin function.Biological psychiatry · 1991
- Solriamfetol and m-chlorophenylpiperazine cause false positive amphetamine results on urine drug screening.Journal of analytical toxicology · 2024
- Central Mechanisms of Apomorphine and m-Chlorophenylpiperazine on Synergistic Action for Ejaculation in Rats.The journal of sexual medicine · 2021
- Discriminative stimulus effects of m-chlorophenylpiperazine as a model of the role of serotonin receptors in anxiety.Life sciences · 2003
- Anti-inflammatory effects of m-chlorophenylpiperazine in brain glia cells.International immunopharmacology · 2008
via PubMed
Wikidata facts
- Subclass of
- heterocyclic compound
- Has part
- carbon
- Mass
- 196.076726
Show 4 more facts
- chemical formula
- C₁₀H₁₃ClN₂
- Commons category
- Meta-Chlorophenylpiperazine
- canonical SMILES
- C1CN(CCN1)C2=CC(=CC=C2)Cl
- subject has role
- stimulant
Sources (2)
via Wikidata · CC0
~8 min read
Encyclopedic overview
28 sectionsContents
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Chemistry
- Analogues
- Society and culture
- Legal status
- Belgium
- Brazil
- Canada
- China
- Czech Republic
- Denmark
- Finland
- Germany
- Hungary
- Japan
- Netherlands
- New Zealand
- Norway
- Russia
- Sweden
- Poland
- United States
- Turkey
- See also
- References
- External links
'''meta-Chlorophenylpiperazine (mCPP') is a psychoactive drug of the phenylpiperazine class. It was initially developed in the late-1970s and used in scientific research before being sold as a designer drug in the mid-2000s. It has been detected in pills touted as legal alternatives to illicit stimulants in New Zealand and pills sold as "ecstasy" in Europe and the United States.
Despite its advertisement as a recreational substance, mCPP is actually generally considered to be an unpleasant experience and is not desired by drug users. It lacks any reinforcing effects, but has "psychostimulant, anxiety-provoking, and hallucinogenic effects." It is also known to produce dysphoric, depressive, and anxiogenic effects in rodents and humans, and can induce panic attacks in individuals susceptible to them. It also worsens obsessive–compulsive symptoms in people with the disorder.
Excerpted from Wikipedia’s “m-chlorophenylpiperazine” article, available under the CC BY-SA 4.0 licence.
Gallery (3)
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