Pipamperone hydrochlorideProduct ingredient for Pipamperone
- Name
- Pipamperone hydrochloride
- Drug Entry
- Pipamperone
Pipamperone is a typical antipsychotic of the butyrophenone family used in the treatment of schizophrenia. It was developed by Janssen Pharmaceutica in 1961 and started its first round of clinical trials in 1963 11,15.
In an effort to improve haloperidol's pharmacological effects, Janssen discovered that pipamperone, an agent whose pharmacological profile was distinct from haloperidol and all other known antipsychotic drugs at this time, had significant anti-tryptamine activity. Some studies suggest pipamperone was the first atypical antipsychotic. Interestingly, when risperidone was created, Janssen suggested it was a more potent version of pipamperone. Synthesized in the year 1984, risperidone’s pharmacological properties were similar to pipamperone’s in that both block more serotonin more potently than dopamine 15.
- Accession Number
- DBSALT001283
- Structure
Structure for Pipamperone hydrochloride (DBSALT001283)
- Synonyms
- Pipamperone HCl
- UNII
- IT085U64JB
- CAS Number
- 2448-68-2
- Weight
- Average: 448.4
Monoisotopic: 447.1855608 - Chemical Formula
- C21H32Cl2FN3O2
- InChI Key
- BMXXSXQVMCXGJM-UHFFFAOYSA-N
- InChI
- InChI=1S/C21H30FN3O2.2ClH/c22-18-8-6-17(7-9-18)19(26)5-4-12-24-15-10-21(11-16-24,20(23)27)25-13-2-1-3-14-25;;/h6-9H,1-5,10-16H2,(H2,23,27);2*1H
- IUPAC Name
- 1'-[4-(4-fluorophenyl)-4-oxobutyl]-[1,4'-bipiperidine]-4'-carboximidic acid dihydrochloride
- SMILES
- Cl.Cl.OC(=N)C1(CCN(CCCC(=O)C2=CC=C(F)C=C2)CC1)N1CCCCC1
- External Links
- ChemSpider
- 16223
- ChEBI
- 32004
- ChEMBL
- CHEMBL2361301
- Wikipedia
- Pipamperone
- Predicted Properties
Property Value Source Water Solubility 0.0383 mg/mL ALOGPS logP 2.31 ALOGPS logP 0.034 Chemaxon logS -4 ALOGPS pKa (Strongest Acidic) -3.7 Chemaxon pKa (Strongest Basic) 13.01 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 67.63 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 116.04 m3·mol-1 Chemaxon Polarizability 42.12 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon