Alizapride

Names

[ Name ]:
Alizapride

[Synonym ]:
6-methoxy-N-[(1-prop-2-enylpyrrolidin-2-yl)methyl]-2H-benzotriazole-5-carboxamide
EINECS 261-710-6
MFCD00867757

Biological Activity

[Description]:

Alizapride is a potent antiemetic, acting as a dopamine receptor antagonist. Alizapride also used in human digestive disorders[1][3].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Dopamine Receptor

Signaling Pathways >> Neuronal Signaling >> Dopamine Receptor

Research Areas >> Neurological Disease

[Target]

Dopamine 2 receptor

[In Vivo]

Alizapride (2.5, 5, 10, 25 μg/kg; SC; 7 consecutive days) significantly reduces the bound IgG-sensitized erythrocytes with Splenic macrophages isolated from animals[2]. Animal Model: Male Duncan–Hartley guinea pigs[2] Dosage: 2.5, 5, 10, 25 μg/kg Administration: Alizapride (2.5, 5, 10, 25 μg/kg; SC; 7 consecutive days) Result: Reduced the clearance of IgG-sensitized RBCs.

[References]

[1]. P L Warzee, et al. Manometric study of the activity of alizapride on the motor function of the human sphincter of Oddi. J Clin Pharm Ther. 1988 Aug;13(4):281-4.

[2]. Gomez, et al. Macrophage Fcgamma receptors expression is altered by treatment with dopaminergic drugs. Clinical immunology (Orlando, Fla.) vol. 90,3 (1999): 375-87.

[3]. Seng, et al. Anti-emetic effect of high-dose metoclopramide vs alizapride--a randomised crossover study. British journal of clinical pharmacology vol. 38,3 (1994): 282-4.

Chemical & Physical Properties

[ Density]:
1.224 g/cm3

[ Boiling Point ]:
597.6ºC at 760 mmHg

[ Melting Point ]:
3360°C

[ Molecular Formula ]:
C₁₆H₂₁N₅O₂

[ Molecular Weight ]:
315.37000

[ Flash Point ]:
315.2ºC

[ Exact Mass ]:
315.17000

[ PSA ]:
83.14000

[ LogP ]:
1.67550

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DM1250000

CHEMICAL NAME :: 1H-Benzotriazole-5-carboxamide, 6-methoxy-N-((1-(2-propenyl)-2-pyrrolidinyl)methyl)-

CAS REGISTRY NUMBER :: 59338-93-1

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C16-H21-N5-O2

MOLECULAR WEIGHT :: 315.42

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Human

DOSE/DURATION :: 14 mg/kg/10H-I

TOXIC EFFECTS :: Behavioral - headache Vascular - BP elevation not characterized in autonomic section

REFERENCE :: NEJMAG New England Journal of Medicine. (Massachusetts Medical Soc., 10 Shattuck St., Boston, MA 02115) V.198- 1928- Volume(issue)/page/year: 312,1125,1985

Safety Information

[ WGK Germany ]:
3

[ HS Code ]:
2933990090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%