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페노페리딘

페노페리딘
페노페리딘 구조식 이미지
카스 번호:
562-26-5
한글명:
페노페리딘
동의어(한글):
페노페리딘
상품명:
phenoperidine
동의어(영문):
phenoperidine;IPOPQVVNCFQFRK-UHFFFAOYSA-N;ethyl 1-(3-hydroxy-3-phenylpropyl)-4-phenylpiperidine-4-carboxylate;1-(3-Hydroxy-3-phenylpropyl)-4-phenylpiperidine-4-carboxylic acid ethyl ester;4-Piperidinecarboxylic acid, 1-(3-hydroxy-3-phenylpropyl)-4-phenyl-, ethyl ester
CBNumber:
CB7930605
분자식:
C23H29NO3
포뮬러 무게:
367.48
MOL 파일:
562-26-5.mol

페노페리딘 속성

끓는 점
508.8±50.0 °C(Predicted)
밀도
1.122±0.06 g/cm3(Predicted)
산도 계수 (pKa)
14.31±0.20(Predicted)

안전

유엔번호(UN No.) 3249
위험 등급 6.1(b)
포장분류 III

페노페리딘 C화학적 특성, 용도, 생산

Originator

Operidine ,Janssen ,US ,1965

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

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