ChemicalBook--->CAS DataBase List--->59338-93-1

59338-93-1

59338-93-1 Structure

59338-93-1 Structure
IdentificationMore
[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
Chemical PropertiesBack Directory
[Melting point ]

139°
[Boiling point ]

580.3±40.0 °C(Predicted)
[density ]

1.224±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C(protect from light)
[pka]

7.09±0.40(Predicted)
[CAS DataBase Reference]

59338-93-1(CAS DataBase Reference)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Phosphorus pentoxide-->2-Butanone-->Pyrrolidine-->1H-Benzotriazole-->Benzotriazole-5-carboxylic acid-->2-aminomethyl-N-allylpyrrolidine-->Alizapride hydrochloride-->Methyl 4-amino-2-methoxybenzoate-->2-(Aminomethyl)-1-N-Boc-pyrrolidine-->1-Allyl-2-aminomethylpyrrolidine
Hazard InformationBack Directory
[Originator]

Plitican ,Delagrange ,France ,1981
[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
Safety DataBack Directory
[Toxicity]

LD50 i.v. in mice (5 days): 92.7 mg/kg (Bulteau)
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