Mazindol Chemical Properties

Melting point:

215-217°C

Boiling point:

454.9±55.0 °C(Predicted)

Density 

1.39

refractive index 

1.6330 (estimate)

storage temp. 

Controlled Substance, -20°C Freezer

solubility 

DMSO: 10 mg/mL

form 

powder

pka

pKa 8.6 (Uncertain)

color 

white

CAS DataBase Reference

22232-71-9(CAS DataBase Reference)

NIST Chemistry Reference

Mazindol(22232-71-9)

Safety Information

Hazard Codes 

T

Risk Statements 

23/24/25

Safety Statements 

36/37/39-45

RIDADR 

UN 2811 6.1/PG 2

WGK Germany 

3

RTECS 

NI2975000

HazardClass 

6.1(a)

PackingGroup 

II

Hazardous Substances Data

22232-71-9(Hazardous Substances Data)

Toxicity

LD50 oral in rabbit: 98mg/kg

MSDS

• Language:English Provider:5-(4-Chlorophenyl)-2,3-dihydro-5-hydroxy-5H-imidazo[2,1-a]isoindole
• Language:English Provider:SigmaAldrich

Mazindol Usage And Synthesis

Chemical Properties

White Solid

Originator

Sanorex ,Sandoz ,US ,1973

Uses

Clinical trials as appetite depressant. Anorexic; CNS stimulant. Controlled substance (stimulant).

Definition

ChEBI: Mazindol is an organic molecular entity.

Manufacturing Process

Step 1: 1-(p-Chlorophenyl)-3-Ethoxy-11H-Isoindole - Crystalline triethyloxonium borontetrafluoride (21 g) (prepared from 23 g of borontrifluoride etherate and 11 g of epichlorohydrin) is dissolved in 100 ml of absolute methylenechloride. 3-(p-Chlorophenyl) phthalimidine (21 g) is added and the reaction mixture is stirred overnight at room temperature. The resulting solution is poured onto 50 ml of saturated sodium carbonate, extracted with 500 ml of ether and dried. Upon evaporation of the solvent there is obtained crude material which is recrystallized from methylene chloride/hexane (1:1) to yield 1-(p-chlorophenyl)-3-ethoxy-1H-isoindole; MP 102° to 103°C.
Step 2: 5-(p-Chlorophenyl)-5-Hydroxy-2,3-Dihydro-5H-Imidazo[2,1- a]Isoindole - 1-(p-Chlorophenyl)-3-ethoxy-1H-isoindole (1 g), 2 g of ethyleneimine hydrotetrafluoroborate moistened with methylene chloride (containing approximately 0.66 g of dry salt) is refluxed in 25 ml of absolute toluene for 2 hours in an atmosphere of nitrogen. The resulting mixture is poured into 2 N sodium carbonate solution (25 ml) and extracted with ether. The ether solution is contacted with air for 6 days at room temperature to give the desired product. The crude material is recrystallized from acetone/hexane (1:1) to give 5-(p-chlorophenyl)-5-hydroxy-2,3-dihydro-5Himidazo[2,1-a]isoindole; MP 198° to 199°C.

brand name

Mazanor (Wyeth); Sanorex (Novartis);Dasten;Degonon;Fagolipo;Lipese;Magrilan;Mazanor tablets;Mazeldene;Mazinil;Maznor;Tenorac.

Therapeutic Function

Antiobesity

World Health Organization (WHO)

Mazindol, an anorectic agent, was introduced into medicine in 1970 as an aid to weight reduction. It is controlled under Schedule IV of the 1971 Convention on Psychotropic Substances. It remains available in many countries with highly evolved drug regulatory authorities. (Reference: (UNCPS4) United Nations Convention on Psychotropic Substances (IV), , , 1971)

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