2,3-Dichlorophenylpiperazine (2,3-DCPP or DCPP) is a
chemical compound
A chemical compound is a chemical substance composed of many identical molecules (or molecular entities) containing atoms from more than one chemical element held together by chemical bonds. A molecule consisting of atoms of only one element ...
from the
phenylpiperazine
1-Phenylpiperazine (1-PP or PP) is a simple chemical compound and drug featuring a phenyl group bound to a piperazine ring. The suffix ‘-piprazole’ is sometimes used in the names of drugs to indicate they belong to this class.
It is a rigid ...
family. It is both a
precursor
Precursor or Precursors may refer to:
*Precursor (religion), a forerunner, predecessor
** The Precursor, John the Baptist
Science and technology
* Precursor (bird), hypothesized genus of fossil birds that was composed of fossilized parts of unre ...
in the
synthesis
Synthesis or synthesize may refer to:
Science Chemistry and biochemistry
*Chemical synthesis, the execution of chemical reactions to form a more complex molecule from chemical precursors
**Organic synthesis, the chemical synthesis of organi ...
of
aripiprazole
Aripiprazole, sold under the brand name Abilify, among others, is an atypical antipsychotic primarily used in the treatment of schizophrenia, bipolar disorder, and irritability associated with autism spectrum disorder; other uses include as ...
and one of its
metabolite
In biochemistry, a metabolite is an intermediate or end product of metabolism.
The term is usually used for small molecules. Metabolites have various functions, including fuel, structure, signaling, stimulatory and inhibitory effects on enzymes, c ...
s.
It is unclear whether 2,3-DCPP is
pharmacologically
Pharmacology is the science of drugs and medications, including a substance's origin, composition, pharmacokinetics, pharmacodynamics, therapeutic use, and toxicology. More specifically, it is the study of the interactions that occur between ...
active as a
serotonin receptor
5-HT receptors, 5-hydroxytryptamine receptors, or serotonin receptors, are a group of G protein-coupled receptor and ligand-gated ion channels found in multiple tissues including the central and peripheral nervous systems. They mediate both ex ...
agonist similar to its close
analogue 3-chlorophenylpiperazine (''m''CPP), though it has been shown to act as a
partial agonist
In pharmacology, partial agonists are drugs that bind to and activate a given Receptor (biochemistry), receptor, but have only partial Intrinsic activity, efficacy at the receptor relative to a full agonist. They may also be considered Ligand (bio ...
of the
dopamine D2 and
D3 receptors.
Legality
2,3-DCPP has been made illegal in Japan and Hungary after having been identified in seized
designer drug
A designer drug is a structural or functional analog of a controlled substance that has been designed to mimic the pharmacological effects of the original drug, while avoiding classification as illegal and/or detection in standard drug tests. ...
samples.
A Magyarországon megjelent, a Kábítószer és Kábítószer-függőség Európai Megfigyelő Központjának Korai Jelzőrendszerébe (EMCDDA EWS) 2005 óta bejelentett ellenőrzött anyagok büntetőjogi vonatkozású besorolása
/ref>
List of derivatives
#Aripiprazole
Aripiprazole, sold under the brand name Abilify, among others, is an atypical antipsychotic primarily used in the treatment of schizophrenia, bipolar disorder, and irritability associated with autism spectrum disorder; other uses include as ...
#Cariprazine
Cariprazine, sold under the brand name Vraylar among others, is an atypical antipsychotic developed by Gedeon Richter, which is used in the treatment of schizophrenia and bipolar disorder. It is also prescribed as an add-on treatment for bip ...
#BAK 2-66
# Brilaroxazine (formally RP5063)
#FAUC-365 74432-66-1#CJB-090 2xHCl 95584-40-0#NGB 2849 89061-11-8#NGB 2904 Fb: 89061-11-8HCl: 89060-98-8br>PG-01037
2xHCl: 75599-62-9#PG648
Aripiptranyl
(Abilifarnate)
#
PGX-2000001
#So-calle
R-22
ref name="pmid22632094"/>
#So-calle
JJC 7−065
ref name="pmid22632094"/>
R-PG-648
Positional Isomer
The positional isomer 3,4-dichlorophenylpiperazine (3,4-DCPP) is also known, and acts as both a serotonin releaser via the serotonin transporter
The serotonin transporter (SERT or 5-HTT) also known as the sodium-dependent serotonin transporter and solute carrier family 6 member 4 is a protein that in humans is encoded by the SLC6A4 gene. SERT is a type of monoamine transporter protein t ...
, and a β1-adrenergic receptor blocker, though with relatively low affinity at both targets.
Triple Substituted
The 3,4,5-Trichlorophenylpiperazine 7305-64-0("3 stripes") is also a highly regarded arrangement & has been awarded the Beecham patent of . Such 3,4,5-Trisubstituted aromatic entities is already known from clenbuterol. Leading t
CID:151687078
(Ex 6 is a concrete example of this) i.e. 1-(4-Amino-3,5-dichlorophenyl)-4-(4-phthalimido-1- butyl)piperazine.
See also
* Substituted piperazine
Substituted piperazines are a class of chemical compounds based on a piperazine core. Some are used as recreational drugs and some are used in scientific research.
List of substituted piperazines
Benzylpiperazines
File:Benzylpiperazine.svg, 1- ...
* Phenylpiperazine
1-Phenylpiperazine (1-PP or PP) is a simple chemical compound and drug featuring a phenyl group bound to a piperazine ring. The suffix ‘-piprazole’ is sometimes used in the names of drugs to indicate they belong to this class.
It is a rigid ...
* ''ortho''-Bromophenylpiperazine
References
External links
*
{{DEFAULTSORT:Dichlorophenylpiperazine, 2, 3-
1-Phenylpiperazines