Mepiprazole dihydrochlorideProduct ingredient for Mepiprazole
- Name
- Mepiprazole dihydrochloride
- Drug Entry
- Mepiprazole
Mepiprazole is a minor tranquilizer with a phenylpiperazine structure. It is a pyrazolyl-alkyl-piperazine derivative. Mepiprazole mediates a weak inhibitory action on the uptake of 5-HT on hypothalamic neurons 7. Mepiprazole is marketed in Spain for the treatment of anxiety neuroses.
It acts as a 5-HT2A and α1-adrenergic receptor antagonist, and has also been shown to inhibit the reuptake and induce the release of serotonin, dopamine, and norepinephrine to varying extents. Clinical studies of mepiprazole including patients with irritable bowel syndrome (IBS) were conducted and the results showed some beneficial effects of mepiprazole in relieving IBS symptoms in certain patients. Like other phenylpiperazine drugs, mepiprazole produces the active metabolite m-chlorophenylpiperazine(mCPP).
- Accession Number
- DBSALT001263
- Structure
Structure for Mepiprazole dihydrochloride (DBSALT001263)
- Synonyms
- Not Available
- External IDs
- H 4007 / H-4007
- UNII
- TN5WJ92YGP
- CAS Number
- 20344-15-4
- Weight
- Average: 377.74
Monoisotopic: 376.0988299 - Chemical Formula
- C16H23Cl3N4
- InChI Key
- FOZDCFRVHJVSIY-UHFFFAOYSA-N
- InChI
- InChI=1S/C16H21ClN4.2ClH/c1-13-11-15(19-18-13)5-6-20-7-9-21(10-8-20)16-4-2-3-14(17)12-16;;/h2-4,11-12H,5-10H2,1H3,(H,18,19);2*1H
- IUPAC Name
- 1-(3-chlorophenyl)-4-[2-(5-methyl-1H-pyrazol-3-yl)ethyl]piperazine dihydrochloride
- SMILES
- Cl.Cl.CC1=CC(CCN2CCN(CC2)C2=CC=CC(Cl)=C2)=NN1
- External Links
- ChemSpider
- 181741
- Predicted Properties
Property Value Source Water Solubility 0.409 mg/mL ALOGPS logP 3.31 ALOGPS logP 3.08 Chemaxon logS -2.9 ALOGPS pKa (Strongest Acidic) 15.24 Chemaxon pKa (Strongest Basic) 7.7 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 35.16 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 88.97 m3·mol-1 Chemaxon Polarizability 34.8 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon