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mepiprazole

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mepiprazole

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Mepiprazole (INN, BAN; brand name Psigodal) is an anxiolytic drug of the phenylpiperazine group with additional antidepressant properties that is marketed in Spain. It acts as a 5-HT2A and α1-adrenergic receptor antagonist and inhibits the reuptake and induces the release of serotonin, dopamine, and norepinephrine to varying extents, and has been described as a serotonin antagonist and reuptake inhibitor (SARI).

Chemical data

Formula
C16H21ClN4
Molecular weight
304.82 g/mol
IUPAC name
1-(3-chlorophenyl)-4-[2-(5-methyl-1H-pyrazol-3-yl)ethyl]piperazine
SMILES
CC1=CC(=NN1)CCN2CCN(CC2)C3=CC(=CC=C3)Cl
InChIKey
DOTIMEKVTCOGED-UHFFFAOYSA-N
XLogP
3.2
Polar surface area
35.2 Ų
H-bond donors
1
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
304.145
Has use
medication
Show 3 more facts
chemical formula
C₁₆H₂₁ClN₄
canonical SMILES
CC1=CC(=NN1)CCN2CCN(CC2)C3=CC(=CC=C3)Cl
Commons category
Mepiprazole
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

3 sections
Contents
  • Uses
  • See also
  • References

Mepiprazole (INN, BAN; brand name Psigodal) is an anxiolytic drug of the phenylpiperazine group with additional antidepressant properties that is marketed in Spain. It acts as a 5-HT2A and α1-adrenergic receptor antagonist and inhibits the reuptake and induces the release of serotonin, dopamine, and norepinephrine to varying extents, and has been described as a serotonin antagonist and reuptake inhibitor (SARI).

== Uses == Controlled clinical trials of mepiprazole in patients with irritable bowel syndrome (IBS) were also carried out and suggested some benefits of the drug in relieving symptoms of IBS in some patients. Similarly to other phenylpiperazines like trazodone, nefazodone, and etoperidone, mepiprazole produces mCPP as an active metabolite.

Excerpted from Wikipedia’s “mepiprazole” article, available under the CC BY-SA 4.0 licence.

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