Alizapride

Title: Alizapride
CAS Registry Number: 59338-93-1
CAS Name: 6-Methoxy-N-[[1-(2-propenyl)-2-pyrrolidinyl]methyl]-1H-benzotriazole-5-carboxamide
Additional Names: N-[(1-allyl-2-pyrrolidinyl)methyl]-6-methoxy-1H-benzotriazole-5-carboxamide
Molecular Formula: C16H21N5O2
Molecular Weight: 315.37
Percent Composition: C 60.94%, H 6.71%, N 22.21%, O 10.15%
Literature References: Prepn: BE 825605; G. Bulteau et al., US 4039672 (1975, 1977 both to Soc. d'Etudes Sci. Ind. de l'Ile-de-France). Series of articles on pharmacology and clinical studies in chemotherapy induced emesis: Sem. Hop. 58, 323-374 (1982).
Properties: Cryst from acetone, mp 139°. LD50 i.v. in mice (5 days): 92.7 mg/kg (Bulteau).
Melting point: mp 139°
Toxicity data: LD50 i.v. in mice (5 days): 92.7 mg/kg (Bulteau)
Derivative Type: Hydrochloride
CAS Registry Number: 59338-87-3
Trademarks: Nausilen (Baldacci); Plitican (Synthelabo); Vergentan (Synthelabo)
Molecular Formula: C16H21N5O2.HCl
Molecular Weight: 351.83
Percent Composition: C 54.62%, H 6.30%, N 19.91%, O 9.09%, Cl 10.08%
Properties: Cryst from methanol/methyl ethyl ketone, mp 206-208°.
Melting point: mp 206-208°
Therap-Cat: Antiemetic.
Keywords: Antiemetic.
Alizarin Alizarin Cyanine Green F Alizarine Blue Alizarine Orange Alizarine Yellow R

Alizapride
Alizapride.svg
3D Alizapride.png
Systematic (IUPAC) name
N-[(1-allylpyrrolidin-2-yl)methyl]-6-methoxy-1H-benzo[d][1,2,3]triazole-5-carboxamide
Clinical data
AHFS/Drugs.com International Drug Names
Legal status Prescription only
Routes Oral, IM, IV
Pharmacokinetic data
Half-life 3 hours
Excretion Renal
Identifiers
CAS number 59338-93-1 YesY
ATC code A03FA05
PubChem CID 43008
DrugBank DB01425
ChemSpider 39202 YesY
UNII P55703ZRZY YesY
KEGG D07102 YesY
ChEMBL CHEMBL290194 YesY
Chemical data
Formula C16H21N5O2 
Mol. mass 315.37 g/mol
 YesY (what is this?)  (verify)

Alizapride (Litican, Plitican, Superan, Vergentan) is a dopamine antagonist with prokinetic and antiemetic effects used in the treatment of nausea and vomiting, including postoperative nausea and vomiting. It is structurally related to metoclopramide and other benzamides.[1]