| | phenoperidine Basic information |
| Product Name: | phenoperidine | | Synonyms: | phenoperidine;1-(3-Hydroxy-3-phenylpropyl)-4-phenylpiperidine-4-carboxylic acid ethyl ester;IPOPQVVNCFQFRK-UHFFFAOYSA-N;ethyl 1-(3-hydroxy-3-phenylpropyl)-4-phenylpiperidine-4-carboxylate;4-Piperidinecarboxylic acid, 1-(3-hydroxy-3-phenylpropyl)-4-phenyl-, ethyl ester | | CAS: | 562-26-5 | | MF: | C23H29NO3 | | MW: | 367.48 | | EINECS: | 209-229-2 | | Product Categories: | | | Mol File: | 562-26-5.mol |  |
| | phenoperidine Chemical Properties |
| Boiling point | 508.8±50.0 °C(Predicted) | | density | 1.122±0.06 g/cm3(Predicted) | | pka | 14.31±0.20(Predicted) |
| RIDADR | 3249 | | HazardClass | 6.1(b) | | PackingGroup | III | | DEA Controlled Substances | CSCN: 9641
CSA SCH: Schedule I
NARC: Yes |
| | phenoperidine Usage And Synthesis |
| Originator | Operidine ,Janssen ,US ,1965 | | Definition | ChEBI: Phenoperidine is a member of piperidines. | | Manufacturing Process | The starting materials for the overall process are phenylacetonitrile with bischloroethyl toluene sulfonyl amide. These react to give a product which hydrolyzes to normeperidine (4-carboethoxy-4-phenylpiperidine). Condensation of that material with benzoylethylene gives the ketone: β-(4carboethoxy-4-phenylpiperidino)propiophenone.
A reaction mixture was prepared containing 4 grams of β-(4-carboethoxy-4phenylpiperidino)-propiophenone hydrochloride, 100 ml of methanol and about 0.5 gram of platinum oxide catalyst. The mixture was placed in a low pressure hydrogenation apparatus and was hydrogenated at a temperature of about 27°C and a pressure of about 3.5 atmospheres of hydrogen to convert the keto group of the β-(4-carboethoxy-4-phenylpiperidino)-propiophenone to a hydroxy group, and to form 3-(4-carboethoxy-4-phenylpiperidino)-1-phenyl-1propanol hydrochloride. After the hydrogenation was complete, the catalyst was separated from the reaction mixture by filtration, and the filtrate was evaporated to dryness in vacuo leaving a residue containing 3-(4carboethoxy-4-phenylpiperidino)-1-phenyl-l-propanol hydrochloride. The residue was digested with ethyl acetate thereby causing 3-(4-carboethoxy-4phenylpiperidino)-1-phenyl-1-propanol hydrochloride to crystallize. This compound melted at about 188°-189°C after being recrystallized three times from an ethyl acetate-methanol solvent mixture, according to US Patent 2,951,080. | | Therapeutic Function | Analgesic |
| | phenoperidine Preparation Products And Raw materials |
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