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126-12-5

126-12-5 Structure

126-12-5 Structure
IdentificationBack Directory
[Name]

ANILERIDINE HYDROCHLORIDE CII (250 MG)
[CAS]

126-12-5
[Synonyms]

mk89
aldine
apodol
D02942
Leritine (tn)
leritinedihydrochloride
anileridinedihydrochloride
Anileridine hydrochloride (usp)
ANILERIDINE HYDROCHLORIDE CII (250 MG)
Anileridine Hydrochloride CII (1036008)
ethyl1-(4-aminophenethyl)-4-phenylisonipecotatedihydrochloride
isonipecoticacid,1-(p-aminophenyl)-4-phenyl-,ethylester,dihydrochloride
1-(p-aminophenethyl)-4-phenylisonipecoticacid,ethylester,dihydrochloride
1-(p-aminophenethyl)-4-phenylpiperidine-4-carboxylicacidethylesterhydroch
n-(beta-(p-aminophenyl)ethyl)-4-phenyl-4-carbethoxypiperidinehydrochloride
ethyl 1-[2-(4-aminophenyl)ethyl]-4-phenylpiperidine-4-carboxylate dihydrochloride
[EINECS(EC#)]

204-770-0
[Molecular Formula]

C22H30Cl2N2O2
[MOL File]

126-12-5.mol
[Molecular Weight]

425.392
Chemical PropertiesBack Directory
[Melting point ]

280-287° (dec)
Safety DataBack Directory
[RIDADR ]

1544
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[HS Code ]

2933330000
[Toxicity]

mouse,LD50,intraperitoneal,80mg/kg (80mg/kg),Journal of Pharmacology and Experimental Therapeutics. Vol. 119, Pg. 26, 1957.
Hazard InformationBack Directory
[Originator]

Leritine HCl,Merck Sharp and Dohme,US,1958
[Uses]

Analgesic (narcotic).
[Definition]

ChEBI: Anileridine dihydrochloride is a hydrochloride salt prepared from anileridine and 2 equivalents of hydrogen chloride. It has a role as an opioid analgesic. It contains an anileridine(2+).
[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
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