302-41-0

Basic information

• Product Name: piritramide
• Synonyms: piritramide;Pirtramide;Pirinitramide;A 65;Dipidolor;Piridolan;R 3365;1-[3-cyano-3,3-di(phenyl)propyl]-4-piperidin-1-yl-piperidine-4-carboxamide
• CAS NO: 302-41-0
• Molecular Formula: C₂₇H₃₄N₄O
• Molecular Weight: 430.593
• EINECS: 206-124-3
• Product Categories: Amines;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 302-41-0.mol
• Article Data: 1

Chemical Properties

• Melting Point: 149-150°
• Boiling Point: 544.82°C (rough estimate)
• Flash Point: 342.3 °C
• Appearance: /
• Density: 1.0967 (rough estimate)
• Vapor Pressure: 2.13E-16mmHg at 25°C
• Refractive Index: 1.5900 (estimate)
• Storage Temp.: Controlled Substance, -20°C Freezer
• PKA: 16.19±0.20(Predicted)
• CAS DataBase Reference: piritramide(CAS DataBase Reference)
• NIST Chemistry Reference: piritramide(302-41-0)
• EPA Substance Registry System: piritramide(302-41-0)

Safety Data

• Hazardous Substances Data: 302-41-0(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Low Melting Solid

Originator

Dipidolor ,Janssen W. ,Germany,1969

Uses

Piritramide is a synthetic opioid commonly used in Germany and Austria for the analgesia of pediatric patients.

Manufacturing Process

A mixture of 84 parts of 3,3-diphenyl-3-cyanopropyl bromide, 41 parts of 4piperidino-4-piperidinecarboxamide, 64 parts of sodium carbonate, a small amount of potassium iodide and 1,200 parts of anhydrous toluene was stirred, and heated under reflux for 48 hours. At the end of this time the reaction mixture was allowed to cool to room temperature, and 500 parts of water were added. The resultant precipitate was removed by filtration, and triturated with diisopropyl ether. The crystalline material thus obtained was removed by filtration, and recrystallized from 320 parts of acetone, to give 1-(3,3diphenyl-3-cyanopropyl)-4-piperidino-4-piperidinecarboxamide, melting at about 149°C to 150°C.

Therapeutic Function

Analgesic

InChI:InChI=1/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)

Relevant articles and documents

Combination of selected opioids with muscarine antagonists for treating urinary incontinence

Active compound combinations of compounds of group A, particularly opioids, and compounds of group B, particularly anti-muscarine agents and other substances suitable for treatment of an increased urge to urinate or urinary incontinence. Related pharmaceutical formulations and methods of treatment of an increased urge to urinate or urinary incontinence are also provided.