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Substance Name: Mazindol [USAN:USP:INN:BAN]
RN: 22232-71-9
UNII: C56709M5NH
InChIKey: ZPXSCAKFGYXMGA-UHFFFAOYSA-N

Note

  • Tricyclic anorexigenic agent unrelated to and less toxic than AMPHETAMINE, but with some similar side effects. It inhibits uptake of catecholamines and blocks the binding of cocaine to the dopamine uptake transporter.

Molecular Formula

  • C16-H13-Cl-N2-O

Molecular Weight

  • 284.745
 

Classification Codes

Classification Codes

  • Adrenergic Agents
  • Adrenergic Uptake Inhibitors
  • Anorexic
  • Central Nervous System Agents
  • Central Nervous System Stimulants
  • Dopamine Agents
  • Dopamine Uptake Inhibitors
  • Drug / Therapeutic Agent
  • Human Data
  • Membrane Transport Modulators
  • Mutation Data
  • Neurotransmitter Agents
  • Neurotransmitter Uptake Inhibitors
  • Reproductive Effect

Superlist Classification Code

  • DEA Schedule IV
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Names and Synonyms

Name of Substance

  • Mazindol
  • Mazindol [USAN:USP:INN:BAN]

MeSH Heading

  • Mazindol

Synonyms

  • (+-)-5-(p-Chlorophenyl)-2,5-dihydro-3H-imidazo(2,1-a)isoindol-5-ol
  • 3H-Imidazo(2,1-a)isoindol-5-ol, 2,5-dihydro-5-(4-chlorophenyl)-
  • 3H-Imidazo(2,1-a)isoindol-5-ol, 5-(4-chlorophenyl)-2,5-dihydro-
  • 3H-Imidazo(2,1-a)isoindol-5-ol, 5-(4-chlorophenyl)-2,5-dihydro-, (+-)-
  • 3H-Imidazo(2,1-a)isoindol-5-ol, 5-(p-chlorophenyl)-2,5-dihydro-
  • 42-548
  • 5-(4-Chlorophenyl)-2,3-dihydro-5-hydroxy-5H-imidazo(2,1-a)isoindole
  • 5-(p-Chlorophenyl)-2,5-dihydro-3H-imidazo(2,1-a)isoindol-5-ol
  • 5-24-04-00402 (Beilstein Handbook Reference)
  • 5-p-Chlorophenyl-2,3-dihydro-5H-imidazo(2,1-a)isoindol-5-ol
  • 5H-Imidazo(2,1-a)isoindol-5-ol, 5-(4-chlorophenyl)-2,3-dihydro
  • AN 448
  • BRN 0546547
  • CCRIS 3152
  • Dimagrir
  • EINECS 244-857-0
  • HSDB 3112
  • Magrilon
  • Mazanor
  • Mazildene
  • Mazindol
  • Mazindolum
  • Mazindolum [INN-Latin]
  • S 42548
  • SA 42-548
  • SAH 42548
  • Sanorex
  • Teronac
  • UNII-C56709M5NH

Systematic Names

  • 3H-Imidazo(2,1-a)isoindol-5-ol, 5-(4-chlorophenyl)-2,5-dihydro-
  • Mazindol

Superlist Names

  • DEA No. 1605
  • Mazindol

Registry Numbers

CAS Registry Number

  • 22232-71-9

FDA UNII

  • C56709M5NH

System Generated Number

  • 0022232719

Structure Descriptors

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

InChIKey

ZPXSCAKFGYXMGA-UHFFFAOYSA-N

Smiles

N12[C@@](c3c(cccc3)C1=NCC2)(c1ccc(Cl)cc1)O

Toxicity

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.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 4.090 (none)   EST
Atmospheric OH Rate Constant 2.05E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.