OXYPHENCYCLIMINE

한글명:OXYPHENCYCLIMINE

카스 번호125-52-0

상품명:OXYPHENCYCLIMINE

CBNumberCB6180823

분자식C20H28N2O3.ClH

포뮬러 무게380.91

MOL 파일125-52-0.mol

화학적 성질

녹는점	231-232 °C (decomp)

위험 및 안전 성명

위험품 표기	Xn
위험 카페고리 넘버	20/21/22
안전지침서	36
WGK 독일	3
RTECS 번호	GV3030000
독성	LD50 oral in rat: 1370mg/kg

그림문자(GHS)

OXYPHENCYCLIMINE 화학적 특성, 용도, 생산

용도
Oxyphencyclimine is widely used for the same indications as dicyclomine and oxybutynin.
일반 설명
Oxyphencycliminehydrochloride, 1,4,5,6-tetrahydro-1-methyl-2-pyrimidinyl)methyl -phenylcyclohexaneglycolate monohydrochloride(Daricon, Vistrax), was introduced in 1958 and promoted asa peripheral anticholinergic–antisecretory agent, with little orno curare-like activity and little or no ganglionic blocking activity.These activities are probably absent because of the tertiarycharacter of the molecule. This activity is in contrastwith that of compounds that couple antimuscarinic actionwith ganglionic blocking action. The tertiary character of thenitrogen promotes intestinal absorption of the molecule.Perhaps the most significant activity of this compound is itsmarked ability to reduce both the volume and the acid contentof the gastric juices, a desirable action in view of the more recenthypotheses pertaining to peptic ulcer therapy. Anotherimportant feature of this compound is its low toxicity in comparisonwith many of the other available anticholinergics.Oxyphencyclimine hydrochloride is hydrolyzed in the presenceof excessive moisture and heat. It is absorbed from theGI tract and has a duration of action of up to 12 hours.
Clinical Use
Oxyphencyclimine hydrochloride is suggested for usein peptic ulcer, pylorospasm, and functional bowel syndrome.It is contraindicated, as are other anticholinergics,in patients with prostatic hypertrophy and glaucoma.
Synthesis
Oxyphencylimine, the 1,4,5,6-tetrahydro-1-methyl-2-pyrimidinylmethanolic ester of |á-phenylcyclohexaneglycolic acid (14.1.37), is synthesized by the esterification of |á-phenyl-|á-cyclohexaneglycolic acid with 2-chloromethyl-1-methyl- 1,4,5,6-tetrahydropyrimidine (14.1.36) in the presence of potassium iodide. The initial 2-chloromethyl-1-methyl-1,4,5,6-tetrahydropyrimidine (14.1.36), is synthesized in turn by reacting methyl ester of iminochloracetic acid with 3-methylaminopropylamine [27¨C29].

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