1-(3-cyano-3,3-diphenylpropyl)-4-[(2H10)piperidin-1-yl]piperidine-4-carboxamide

• ChemBase ID: 176790
• Molecular Formular: C27H34N4O
• Molecular Mass: 430.58506
• Monoisotopic Mass: 430.27326173
• SMILES: C(CCN1CCC(CC1)(N1CCCCC1)C(=O)N)(c1ccccc1)(c1ccccc1)C#N
• Canonical SMILES: N#CC(c1ccccc1)(c1ccccc1)CCN1CCC(CC1)(N1CCCCC1)C(=O)N
• InChI: InChI=1S/C27H34N4O/c28-22-26(23-10-4-1-5-11-23,24-12-6-2-7-13-24)14-19-30-20-15-27(16-21-30,25(29)32)31-17-8-3-9-18-31/h1-2,4-7,10-13H,3,8-9,14-21H2,(H2,29,32)
• InChIKey: IHEHEFLXQFOQJO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(3-cyano-3,3-diphenylpropyl)-4-[(^2H₁₀)piperidin-1-yl]piperidine-4-carboxamide
• IUPAC Traditional name: 1-(3-cyano-3,3-diphenylpropyl)-4-[(^2H₁₀)piperidin-1-yl]piperidine-4-carboxamide
• Synonyms: 1'-(3-Cyano-3,3-diphenylpropyl)-[1,4'-bipiperidine-d10]-4'-carboxamide; 1-(3,3-Diphenyl-3-cyanopropyl)-4-(piperidino-d10)-4-piperidinecarboxamide; 2,2-Diphenyl-4-(4-piperidino-d10-4-carbamoylpiperidino)butyronitrile; A 65-d10; Dipidolor-d10; Dipiritramide-d10; Pirdolan-d10; Piridolan-d10; Pirinitramide-d10; R 3365-d10; Piritramide-d10

Database IDs

• CAS Number: 1246815-72-4
• PubChem SID: 164232700
• PubChem CID: 71751696

CALCULATED PROPERTIES

• Acid pKa: 15.137
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.1682347
• LogD (pH = 7.4): 1.5328043
• Log P: 3.3947442
• Molar Refractivity: 139.806 cm^3
• Polarizability: 50.210484 Å^3
• Polar Surface Area: 73.36 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: 92-94°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - P508802

Labelled Piritramide. It is a synthetic opioid commonly used in Germany and Austria for the analgesia of pediatric patients. Analgesic (narcotic).Controlled substance (opiate).

REFERENCES

• Anand, K., et al.: J. Pediatr. Surg., 23, 297 (1988)
• Breitfeld, C., et al.: Br. J. Anaesth., 91, 218 (1988)
• Bouillon, T., et al.: Eur. J. Anaesthesiol., 21, 673 (1988)