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Mazindol

Mazindol Basic information
Product Name:Mazindol
Synonyms:1-a)isoindol-5-ol,2,5-dihydro-5-(4-chlorophenyl)-3h-imidazo(;1-a)isoindol-5-ol,5-(4-chlorophenyl)-2,5-dihydro-3h-imidazo(;1-a)isoindol-5-ol,5-(p-chlorophenyl)-2,5-dihydro-3h-imidazo(;sa42-548;sah42548;SaH-42548;Sanorex;Terenac
CAS:22232-71-9
MF:C16H13ClN2O
MW:284.74
EINECS:244-857-0
Product Categories:Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:22232-71-9.mol
Mazindol Structure
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
pkapKa 8.6 (Uncertain)
color white
CAS DataBase Reference22232-71-9(CAS DataBase Reference)
NIST Chemistry ReferenceMazindol(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 Data22232-71-9(Hazardous Substances Data)
ToxicityLD50 oral in rabbit: 98mg/kg
MSDS Information
Mazindol Usage And Synthesis
Chemical PropertiesWhite Solid
OriginatorSanorex ,Sandoz ,US ,1973
UsesClinical trials as appetite depressant. Anorexic; CNS stimulant. Controlled substance (stimulant).
DefinitionChEBI: Mazindol is an organic molecular entity.
Manufacturing ProcessStep 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 nameMazanor (Wyeth); Sanorex (Novartis);Dasten;Degonon;Fagolipo;Lipese;Magrilan;Mazanor tablets;Mazeldene;Mazinil;Maznor;Tenorac.
Therapeutic FunctionAntiobesity
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)
Mazindol Preparation Products And Raw materials
Raw materialsEthyleneimine-->Epichlorohydrin
Tag:Mazindol(22232-71-9) Related Product Information
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