헥소사이클륨메틸설페이트

헥소사이클륨메틸설페이트
헥소사이클륨메틸설페이트 구조식 이미지
카스 번호:
115-63-9
한글명:
헥소사이클륨메틸설페이트
동의어(한글):
헥소사이클륨메틸설페이트
상품명:
hexocyclium metilsulfate
동의어(영문):
Ab 803;Traline;Nsc30256;Hexocyclium;Hexocyclium methosulfate;hexocyclium metilsulfate;Hexocyclium methyl sulfate;Hexacyclium methyl sulfate;4-(2-Cyclohexyl-2-hydroxy-2-phenylethyl)-1,1-dimethylpiperazin-1-ium Methyl Sulfate;4-(.beta.-Cyclohexyl-.beta.-hydroxyphenethyl)-1,1-dimethylpiperazinium methyl sulfate
CBNumber:
CB2885368
분자식:
C21H36N2O5S
포뮬러 무게:
428.58594
MOL 파일:
115-63-9.mol

헥소사이클륨메틸설페이트 속성

녹는점
200-210°
밀도
1.1209 (rough estimate)
굴절률
1.6510 (estimate)

안전

헥소사이클륨메틸설페이트 C화학적 특성, 용도, 생산

Originator

Tral,Abbott,US,1957

용도

Hexocyclium inhibits muscarinic action of acetylcholine on postganglionic parasympathetic effector regions. It is used for treating stomach ulcers.

Manufacturing Process

In a 2-liter, 3-necked, round-bottomed flask equipped with a stirrer, dropping funnel, and a condenser protected with a calcium chloride drying tube is placed 13.7 grams (0.57 mol) of magnesium turnings and the magnesium is covered with 200 cc of anhydrous ether. A crystal of iodine is added to the flask and 92.9 grams (0.57 mol) of cyclohexyl bromide dissolved in 300 cc of anhydrous ether is added dropwise with stirring while the reaction proceeds. After the addition of the cyclohexyl bromide is completed, the resulting mixture is stirred and heated on a steam bath for 3 hours. The mixture is cooled to room temperature and 49.5 grams (0.227 mol) of N-phenacyl-N'- methylpiperazine dissolved in 50 cc of anhydrous ether is added dropwise and the resulting mixture is stirred and re fluxed for about 16 hours.
The reaction mixture is cooled and 50 grams of ammonium chloride dissolved in 200 cc of water is added dropwise thereto with stirring. The decomposed Grignard complex is then filtered. Benzene is added to the ether filtrate and the solvents are removed therefrom on a steam bath. The residue is fractionated and the base, N-(β-cyclohexyl-β-hydroxy-β-phenyl-ethyl)N'- methylpiperazine, is obtained as a liquid having a boiling point of 196° to 203°C at a pressure of 4.0 mm.
To 3.8 grams of the base dissolved in 35 cc of ethyl alcohol is added 1.6 grams of dimethyl sulfate. The solution is allowed to stand at room temperature for about 12 hours. The salt formed is filtered, recrystallized from ethyl alcohol, and is found to have a melting point of 203° to 204°C.

Therapeutic Function

Spasmolytic

Synthesis

Hexocyclium, 4-(|?-cyclohexyl-|?-hydroxyphenethyl)-1,1-piperazinium methylsulfate (14.1.28), is synthesized by alkylating 1-methylpiperazine with |á-bromacetophenone, which forms 4-methyl-1-phenacylpiperazine (14.1.26). Reacting this with cyclohexylmagnesiumbromide gives 4-(|?-cyclohexyl-|?-hydroxyphenethyl)-1,1-piperazine (14.1.27), the alkylation of which using dimethylsulfate gives hexocyclium [23].

Synthesis_115-63-9

헥소사이클륨메틸설페이트 준비 용품 및 원자재

원자재

준비 용품


헥소사이클륨메틸설페이트 공급 업체

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