Alizapride

Alizapride
Clinical data
AHFS/Drugs.com	International Drug Names
Routes of; administration	Oral, IM, IV
ATC code	A03FA05 (WHO) ;
Legal status
Legal status	In general: ℞ (Prescription only);
Pharmacokinetic data
Elimination half-life	3 hours
Excretion	Renal
Identifiers
	IUPAC name N-[(1-Allylpyrrolidin-2-yl)methyl]-6-methoxy-1H-benzo[d][1,2,3]triazole-5-carboxamide;
CAS Number	59338-93-1 ;
PubChem CID	43008;
DrugBank	DB01425 ;
ChemSpider	39202 ;
UNII	P55703ZRZY;
KEGG	D07102 ;
ChEMBL	CHEMBL290194 ;
ECHA InfoCard	100.056.082
Chemical and physical data
Formula	C16H21N5O2
Molar mass	315.37 g/mol
3D model (JSmol)	Interactive image;
	SMILES C=CCN1CCCC1CNC(=O)c3cc2nn[nH]c2cc3OC;
	InChI InChI=1S/C16H21N5O2/c1-3-6-21-7-4-5-11(21)10-17-16(22)12-8-13-14(19-20-18-13)9-15(12)23-2/h3,8-9,11H,1,4-7,10H2,2H3,(H,17,22)(H,18,19,20) ; Key:KSEYRUGYKHXGFW-UHFFFAOYSA-N ;
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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]

References

↑ Bleiberg H, Gerard B, Dalesio O, Crespeigne N, Rozencweig M (1988). "Activity of a new antiemetic agent: alizapride. A randomized double-blind crossover controlled trial". Cancer Chemother Pharmacol. 22 (4): 316–20. doi:10.1007/bf00254238. PMID 3048762.

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Antiemetics (A04)
5-HT₃ serotonin ion channel antagonists	Alosetron Azasetron Bemesetron Cilansetron Clozapine Dazopride Dolasetron Granisetron Lerisetron Metoclopramide Mianserin Mirtazapine Olanzapine Ondansetron Palonosetron (+netupitant) Quetiapine Ramosetron Ricasetron Tropisetron Zatosetron
5-HT serotonin G-protein receptor antagonists	Clozapine Cyproheptadine Hydroxyzine Olanzapine Risperidone Ziprasidone
CB₁ agonists (cannabinoids)	Dronabinol Nabilone Tetrahydrocannabinol (cannabis)
D₂/D₃ antagonists	Alizapride Bromopride Chlorpromazine Clebopride Domperidone Haloperidol Hydroxyzine Itopride Metoclopramide Metopimazine Prochlorperazine Thiethylperazine Trimethobenzamide
H₁ antagonists (antihistamines)	Cyclizine Dimenhydrinate Diphenhydramine Hydroxyzine Meclizine Promethazine
mACh antagonists (anticholinergics)	Atropine Diphenhydramine Hydroxyzine (very mild) Hyoscyamine Scopolamine
NK₁ antagonists	Aprepitant Casopitant Ezlopitant Fosaprepitant Maropitant Netupitant Rolapitant Vestipitant
Others	Cerium oxalate Dexamethasone Lorazepam Midazolam Propofol

Clinical data


AHFS/Drugs.com	International Drug Names
Routes of administration	Oral, IM, IV
ATC code	A03FA05 (WHO)
Legal status
Legal status	In general: ℞ (Prescription only)
Pharmacokinetic data
Elimination half-life	3 hours
Excretion	Renal
Identifiers
IUPAC name N-[(1-Allylpyrrolidin-2-yl)methyl]-6-methoxy-1H-benzo[d][1,2,3]triazole-5-carboxamide
CAS Number	59338-93-1^Y
PubChem CID	43008
DrugBank	DB01425^Y
ChemSpider	39202^Y
UNII	P55703ZRZY
KEGG	D07102^Y
ChEMBL	CHEMBL290194^Y
ECHA InfoCard	100.056.082
Chemical and physical data
Formula	C₁₆H₂₁N₅O₂
Molar mass	315.37 g/mol
3D model (JSmol)	Interactive image
SMILES C=CCN1CCCC1CNC(=O)c3cc2nn[nH]c2cc3OC
InChI InChI=1S/C16H21N5O2/c1-3-6-21-7-4-5-11(21)10-17-16(22)12-8-13-14(19-20-18-13)9-15(12)23-2/h3,8-9,11H,1,4-7,10H2,2H3,(H,17,22)(H,18,19,20)^Y Key:KSEYRUGYKHXGFW-UHFFFAOYSA-N^Y
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