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베지트라마이드

베지트라마이드
베지트라마이드 구조식 이미지
카스 번호:
15301-48-1
한글명:
베지트라마이드
동의어(한글):
베지트라마이드
상품명:
bezitramide
동의어(영문):
R 4845;bezitramide;FLKWNFFCSSJANB-UHFFFAOYSA-N;1-[1-(3-Cyano-3,3-diphenylpropyl)-4-piperidinyl]-1,3-dihydro-3-(1-oxopropyl)-2H-benzimidazol-2-one;1-Piperidinebutanenitrile, 4-[2,3-dihydro-2-oxo-3-(1-oxopropyl)-1H-benzimidazol-1-yl]-α,α-diphenyl-
CBNumber:
CB5901881
분자식:
C31H32N4O2
포뮬러 무게:
492.61
MOL 파일:
15301-48-1.mol

베지트라마이드 속성

녹는점
145-149°; mp 124.5-126°
끓는 점
586.35°C (rough estimate)
밀도
1.1470 (rough estimate)
굴절률
1.6000 (estimate)
산도 계수 (pKa)
8.21±0.10(Predicted)
색상
White, crystalline powder

안전

독성 LD50 orally in mice, rats: 2101, 141 mg/kg (Janssen)

베지트라마이드 C화학적 특성, 용도, 생산

Originator

Bezitramide,ZYF Pharm Chemical

Manufacturing Process

A mixture of 6.9 parts 4-bromo-2,2-diphenylbutyronitrile, 5 parts 4-(2-oxo-1- benzimidazolinyl)piperidine, 7.3 parts sodium carbonate, a few crystals of potassium iodide in 160 parts 4-methyl-2-pentanone is stirred and refluxed for 12 hours. After cooling the reaction mixture, 100 parts water is added. The aqueous layer is separated and extracted with 4-methyl-2-pentanone. The combined organic layer are dried over MgSO4 and evaporated. The oily residue is dissolved in a mixture of 24 parts diisopropylether and 24 parts isopropanol. After cooling overnight to -20°C, 5.3 parts product are obtained. This crop is boiled in 72 parts 4-methyl-2-pentanone and cooled to 0°C, yielding 1-(3-cyano-3,3-diphenylpropyl)-4-(2-oxo-1-benzimidazolinyl) piperidine, melting point 225-226°C, as a grey-white amorphous powder.
A mixture of 5 parts 1-(3-cyano-3,3-diphenylpropyl)-4-(2-oxo-1- benzimidazolinyl)piperidine, 7.5 parts propionic acid anhydride and 80 parts benzene is stirred and refluxed for 16 hours. After cooling, the reaction mixture is washed twice with 100 parts water. The aqueous layer is dried over potassium carbonate, filtered and evaporated. The residue is recrystallized from 60 parts of ether, yielding 4 parts crude 1-(3-cyano-3,3-diphenylpropyl)- 4-(2-oxo-3-propionyl-1-benzimidazolinyl)piperidine. This crop is recrystallized from 20 parts m-methyl-2-pentanone 4-ethyl-2-pentanone, yielding 1-(3-cyano-3,3-diphenylpropyl)-4-(2-oxo-3-propionyl-1-benzimidazolinyl)piperidine with melting point: 124.5-126°C as a pale yellow amorphous powder.

Therapeutic Function

Narcotic analgesic, Antitussive

Safety Profile

Poison by ingestion. Caution: Maybe habit forming. This is a controlled substance (opiate)listed in the U.S. Code of Federal Regulations, Title 21Part 1308.12 (1985). When heated to decomposition itemits toxic fumes of NOx and CN-.

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