126-12-5

Basic information

• Product Name: ANILERIDINE HYDROCHLORIDE CII (250 MG)
• Synonyms: 1-(p-aminophenethyl)-4-phenylisonipecoticacid,ethylester,dihydrochloride;1-(p-aminophenethyl)-4-phenylpiperidine-4-carboxylicacidethylesterhydroch;aldine;anileridinedihydrochloride;apodol;ethyl1-(4-aminophenethyl)-4-phenylisonipecotatedihydrochloride;isonipecoticacid,1-(p-aminophenyl)-4-phenyl-,ethylester,dihydrochloride;leritinedihydrochloride
• CAS NO: 126-12-5
• Molecular Formula: C22H30Cl2N2O2
• Molecular Weight: 425.3918
• EINECS: 204-770-0
• Mol File: 126-12-5.mol
• Article Data: 0

Chemical Properties

• Melting Point: 280-287° (dec)
• Boiling Point: 491.5°Cat760mmHg
• Flash Point: 251.1°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 8.31E-10mmHg at 25°C
• CAS DataBase Reference: ANILERIDINE HYDROCHLORIDE CII (250 MG)(CAS DataBase Reference)
• NIST Chemistry Reference: ANILERIDINE HYDROCHLORIDE CII (250 MG)(126-12-5)
• EPA Substance Registry System: ANILERIDINE HYDROCHLORIDE CII (250 MG)(126-12-5)

Safety Data

• RIDADR: 1544
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 126-12-5(Hazardous Substances Data)

Usage

Originator

Leritine HCl,Merck Sharp and Dohme,US,1958

Uses

Analgesic (narcotic).

Manufacturing Process

A mixture of 7.8 grams (0.05 mol) of β-(p-aminophenyl)ethyl chloride hydrochloride, 12.5 grams (0.025 mol) of 4-phenyl-4-carboethoxypiperidine carbonate, 10.5 grams (0.125 mol) sodium bicarbonate, and 100 cc of anhydrous ethanol are mixed, stirred and heated under reflux for a period of approximately 40 hours and then concentrated in vacuum to dryness. The residual material is triturated with 50 cc of water, decanted, washed by decantation with an additional 50 cc of water, and then dried in vacuum to give N-[β-(p-aminophenyl)ethyl]-4-phenyl-4-carboethoxypiperidine. The N-[β-(p-aminophenyl)ethyl]-4-phenyl-4-carboethoxypiperidine is dissolved in 50 cc of hot anhydrous ethanol, an excess (about 20 cc) of 20% alcoholic hydrochloric acid solution is added; upon scratching the side of the container crystals form. One hundred cubic centimeters of ether are then added to the mixture, the ethereal mixture is cooled, and the crystalline material which precipitates is recovered by filtration, washed with ether, and dried to give 12.7 grams of N-[β-(p-aminophenyl)ethyl]-4-phenyl-4-carboethoxypiperidine dihydrochloride which can be further purified by recrystallization from ethanol or methanal to give substantially pure material; MP 275-277°C.

Brand name

Leritine (Merck).

Therapeutic Function

Narcotic analgesic

InChI:InChI=1/C22H28N2O2.2ClH/c1-2-26-21(25)22(19-6-4-3-5-7-19)13-16-24(17-14-22)15-12-18-8-10-20(23)11-9-18;;/h3-11H,2,12-17,23H2,1H3;2*1H