1-[4-(4-fluorophenyl)-4-oxobutyl]-4-(piperidin-1-yl)piperidine-4-carboxamide

• ChemBase ID: 130408
• Molecular Formular: C21H30FN3O2
• Molecular Mass: 375.4802032
• Monoisotopic Mass: 375.23220544
• SMILES: Fc1ccc(cc1)C(=O)CCCN1CCC(C(=O)N)(N2CCCCC2)CC1
• Canonical SMILES: O=C(c1ccc(cc1)F)CCCN1CCC(CC1)(N1CCCCC1)C(=O)N
• InChI: InChI=1S/C21H30FN3O2/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)
• InChIKey: AXKPFOAXAHJUAG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[4-(4-fluorophenyl)-4-oxobutyl]-4-(piperidin-1-yl)piperidine-4-carboxamide
• IUPAC Traditional name: pipamperone
• Synonyms: Pipamperone; 1'-[4-(4-Fluorophenyl)-4-oxobutyl]-[1,4'-bipiperidine]-4'-carboxamide Hydrochloride; Pipamperone Hydrochloride; Dipiperon; Piperonil; Propitan; R4050; Pipamperone Dihydrochloride

Database IDs

• CAS Number: 1893-33-0; 2448-68-2
• PubChem SID: 162224687
• PubChem CID: 4830
• ATC CODE: N05AD05
• CHEMBL: 440294
• Chemspider ID: 4664
• IUPHAR ligand ID: 92
• KEGG ID: D02622
• Unique Ingredient Identifier: 5402501F0W
• Wikipedia Title: Pipamperone

CALCULATED PROPERTIES

• Acid pKa: 15.944503
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.86421
• LogD (pH = 7.4): 0.5398947
• Log P: 1.8671278
• Molar Refractivity: 105.1003 cm^3
• Polarizability: 40.466053 Å^3
• Polar Surface Area: 66.64 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol (Sparingly)
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 203-218°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

Pharmacology Properties

• Admin Routes: Oral

DETAILS

Toronto Research Chemicals - P475200

Antipsychotic.

REFERENCES

• Steinijans, V., et al.: Eur. J. Clin. Pharm., 24, 127 (1983)
• Luhmann, I., et al.: Arzneim.-Forsch., 42, 1069 (1983)
• Hauck, W., et al.: J. Biopharm. Stat., 7, 87 (1983)