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Mazindol

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Name

Mazindol

EINECS 244-857-0
CAS No. 22232-71-9 Density 1.399 g/cm3
PSA 35.83000 LogP 1.98270
Solubility DMSO: 10 mg/mL Melting Point 215-217°C
Formula C16H13ClN2O Boiling Point 454.908 °C at 760 mmHg
Molecular Weight 284.745 Flash Point 228.921 °C
Transport Information UN 2811 6.1/PG 2 Appearance White solid
Safety 36/37/39-45 Risk Codes 23/24/25
Molecular Structure Molecular Structure of 22232-71-9 (Mazindol) Hazard Symbols ToxicT
Synonyms

3H-Imidazo[2,1-a]isoindol-5-ol,5-(p-chlorophenyl)-2,5-dihydro- (8CI);5-(4-Chlorophenyl)-2,3-dihydro-5-hydroxy-5H-imidazo[2,1-a]isoindole;5-(p-Chlorophenyl)-2,3-dihydro-5H-imidazo[2,1-a]isoindol-5-ol;5-(p-Chlorophenyl)-2,5-dihydro-3H-imidazo[2,1-a]isoindol-5-ol;5-(p-Chlorophenyl)-5-hydroxy-2,3-dihydro-5H-imidazo[2,1-a]isoindole;5-Hydroxy-5-p-chlorophenyl-2,3-dihydro-5H-imidazo[2,1-a]isoindole;AN 448;Magrilon;Mazanor;Mazildene;Mazindol;SaH 42548;Sanorex;Terenac;Teronac;

Article Data 29

Mazindol Specification

The CAS register number of Mazindol is 22232-71-9. It also can be called as 3H-Imidazo(2,1-a)isoindol-5-ol, 5-(4-chlorophenyl)-2,5-dihydro- and the systematic name about this chemical is 5-(4-chlorophenyl)-2,3-dihydroimidazo[1,2-b]isoindol-5-ol. The molecular formula about this chemical is C16H13ClN2O and the molecular weight is 284.74. Classification code about this chemical are Adrenergic Agents, Adrenergic uptake inhibitors, Anorexic, Central Nervous System Agents, Central nervous system stimulants, Dopamine Agents  Dopamine uptake inhibitors Drug / Therapeutic Agent Human, Data, Mutation data, Neurotransmitter Agents, Neurotransmitter Uptake Inhibitors and Reproductive Effect.

Physical properties about Mazindol are: (1)ACD/LogP: 1.28; (2)ACD/LogD (pH 5.5): -0.72; (3)ACD/LogD (pH 7.4): -0.72; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1.19; (7)ACD/KOC (pH 7.4): 1.19; (8)#H bond acceptors: 3; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 24.83Å2; (12)Index of Refraction: 1.704; (13)Molar Refractivity: 79.08 cm3; (14)Molar Volume: 203.5 cm3; (15)Polarizability: 31.35x10-24cm3; (16)Surface Tension: 55.6 dyne/cm; (17)Enthalpy of Vaporization: 75.3 kJ/mol; (18)Boiling Point: 454.9 °C at 760 mmHg; (19)Vapour Pressure: 4.57E-09 mmHg at 25°C.

The Mazindol is a central nervous system stimulant. It is a tricyclic compound. It is used in short-term (i.e., a few weeks) treatment of exogenous obesity, in combination with a regimen of weight reduction based on caloric restriction, exercise, and behavior modification in patients with a body mass index of 30 kg of body weight per height in meters squared (kg/m2), or in patients with a body mass index of 27 kg/m2 in the presence of risk factors such as hypertension, diabetes, or hyperlipidemia.and it is used as appetite inhibitors for lose weight.It is a sympathomimetic amine, which is similar to amphetamine. It stimulates the central nervous system, which increases heart rate and blood pressure, and decreases appetite. Sympathomimetic anoretics (appetite suppressants) are used in the short-term treatment of obesity. Their appetite-reducing effect tends to decrease after a few weeks of treatment. Because of this, these medicines are useful only during the first few weeks of a weight-loss program.Although the mechanism of action of the sympathomimetics in the treatment of obesity is not fully known, these medications have pharmacological effects similar to those of amphetamines. Like other sympathomimetic appetite suppressants such as phentermine, mazindol is thought to act as a reuptake inhibitor of norepinephrine.

This chemical can be produced by following reaction:

 

When you are using this chemical, please be cautious about it as the following:
This chemical is toxic by inhalation, in contact with skin and if swallowed. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1ccc(cc1)C4(O)c2c(cccc2)/C3=N/CCN34
(2)InChI: InChI=1/C16H13ClN2O/c17-12-7-5-11(6-8-12)16(20)14-4-2-1-3-13(14)15-18-9-10-19(15)16/h1-8,20H,9-10H2
(3)InChIKey: ZPXSCAKFGYXMGA-UHFFFAOYAE
(4)Std. InChI: InChI=1S/C16H13ClN2O/c17-12-7-5-11(6-8-12)16(20)14-4-2-1-3-13(14)15-18-9-10-19(15)16/h1-8,20H,9-10H2
(5)Std. InChIKey: ZPXSCAKFGYXMGA-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo oral 9mg/kg (9mg/kg)   Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 27, Pg. 598, 1968.
mouse LD50 intraperitoneal 90mg/kg (90mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 214, Pg. 285, 1975.
mouse LD50 oral 44800ug/kg (44.8mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
mouse LD50 subcutaneous 235mg/kg (235mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
rabbit LD50 oral 98mg/kg (98mg/kg)   Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 27, Pg. 598, 1968.
rat LD50 intraperitoneal 91200ug/kg (91.2mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
rat LD50 oral 36300ug/kg (36.3mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
rat LD50 subcutaneous 1107mg/kg (1107mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
women TDLo oral 140ug/kg/1W-I (0.14mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) American Journal of Psychiatry. Vol. 141, Pg. 1497, 1984.