Anileridine

Anileridine Basic information
Product Name:Anileridine
Synonyms:anileridine base;1-(p-AMinophenethyl)-4-phenylisonipecotic Acid Ethyl Ester;1-(p-AMinophenethyl)-4-phenylpiperidine-4-carboxylic Acid Ethyl Ester;1-[2-(4-AMinophenyl)ethyl]-4-phenyl-4-piperidinecarboxylic Acid Ethyl Ester;Adopol;Alidine;Apidol;Ethyl 1-(4
CAS:144-14-9
MF:C22H28N2O2
MW:352.47
EINECS:
Product Categories:Aromatics;Heterocycles;Intermediates & Fine Chemicals;Neurochemicals;Pharmaceuticals
Mol File:144-14-9.mol
Anileridine Structure
Anileridine Chemical Properties
Melting point 83°C
Boiling point 486.07°C (rough estimate)
density 1.1096 (rough estimate)
refractive index 1.6500 (estimate)
solubility DMSO (Slightly), Ethyl Acetate (Soluble)
pka8.41±0.10(Predicted)
form Solid
Safety Information
RIDADR 1544
HazardClass 6.1(b)
PackingGroup III
Hazardous Substances Data144-14-9(Hazardous Substances Data)
ToxicityLD50 orl-rat: 175 mg/kg 27ZIAQ -,-,65
MSDS Information
Anileridine Usage And Synthesis
OriginatorLeritine HCl,Merck Sharp and Dohme,US,1958
UsesA synthetic analgesic drug. 4-phenylpiperidine derivative that is an analog of Meperidine (M223900) with increased analgesic activity.
DefinitionChEBI: A piperidinecarboxylate ester that is the ethyl ester of isonipecotic acid in which the hydrogen alpha- to the carboxyl group is substituted by a phenyl group, and the hydrogen attached to the nitrogen is substituted by a 2-(4-aminophenyl) thyl group.
Manufacturing ProcessA 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 nameLeritine (Merck).
Therapeutic FunctionNarcotic analgesic
Safety ProfilePoison by ingestion,subcutaneous, intravenous, and intraperitoneal routes.When heated to decomposition it emits toxic fumes ofNOx.
Anileridine Preparation Products And Raw materials
Raw materialsHydrochloric acid-->Sodium carbonate
Tag:Anileridine(144-14-9) Related Product Information
CHEMBRDG-BB 4010734 NORMEPERIDINE PETHIDINIC ACID MEPERIDINE 1,4-DIMETHYLPIPERIDINE-4-CARBOXYLIC ACID 4-(2-PIPERIDIN-1-YL-ETHYL)-ANILINE 4-PHENYL-4-PIPERIDINE CARBOXYLIC ACID ETHYL 1,4-DIMETHYLPIPERIDINE-4-CARBOXYLATE 4-(2-DIMETHYLAMINO-ETHYL)-ANILINE 4-Methylisonipecotic acid ethyl ester Anileridine Pheneridine 4-PHENYL-4-PIPERIDINECARBOXALDEHYDE