| Identification | More | [Name]
Alizapride | [CAS]
59338-93-1 | [Synonyms]
ALIZAPRIDE
n-(1-allyl-2-pyrrolidinylmethyl)-6-methoxy-1h-benzotriazole-5-carboxamide
1h-benzotriazole-5-carboxamide,6-methoxy-n-((1-(2-propenyl)-2-pyrrolidinyl)met
6-methoxy-n-((1-(2-propenyl)-2-pyrrolidinyl)methyl)-1h-benzotriazole-5-carbo
6-Methoxy-N-{[1-(2-propnyl)-2-pyrrolidinyl]methyl]-1H-benzotriazole-5-carboxamide
Litican
Nausilen
Plitican
Vergentan
6-Methoxy-N-[[1-(2-propenyl)-2-pyrrolidinyl]methyl]-1H-benzotriazole-5-carboxamide
MS-5080 | [EINECS(EC#)]
261-710-6 | [Molecular Formula]
C16H21N5O2 | [MDL Number]
MFCD00867757 | [Molecular Weight]
315.37 | [MOL File]
59338-93-1.mol |
| Hazard Information | Back Directory | [Chemical Properties]
Crystallized from acetone, melting point 139°C. Acute toxicity LD50 in mice (5 days) (mg/kg): 92.7 by intravenous injection. Alizapride hydrochloride: C16H21N5O2·HCl. [59338-87-3]. Crystallized from methanol-methyl ethyl ketone, melting point 206-208°C. | [Originator]
Plitican ,Delagrange ,France ,1981 | [Uses]
Alizapride is a strong antiemetic, well-absorbed, and potent, capable of antagonizing vomiting caused by apomorphine and dihydroergotamine, but with weak central nervous system depressant effects and no cholinergic effects. It is used to prevent and treat nausea and vomiting induced by chemotherapy for cancer. | [Definition]
ChEBI: 6-methoxy-N-[(1-prop-2-enyl-2-pyrrolidinyl)methyl]-2H-benzotriazole-5-carboxamide is a member of benzotriazoles. | [Manufacturing Process]
38.6 g (0.2 mol) of 2-methoxy-4,5-azimidobenzoic acid were dissolved in
anhydrous toluene and 56 g (0.4 mol) of 1-allyl-2-amino-methylpyrrolidine
were added. The mixture was heated to 50°C and then 42 g (0.3 mol) of
phosphoric anhydride were added. The mixture was warmed at reflux
temperature for 3 hours and then cooled to 80°C. After adding water, the
aqueous layer was alkalized. The crystals were filtered, washed with water
and then dissolved in 450 ml of acetone. After crystallization, the product was 40.4 g (yield 65%) of N-(1'-allyl-2'-pyrrolidylmethyl)-2-methoxy-4,5-
azimidobenzamide having a melting point of 139°C were obtained. | [Therapeutic Function]
Neuroleptic, Antiemetic |
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Mainchem Co., Ltd.
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