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M2017

Sigma-Aldrich

Mazindol

≥98% (TLC), powder

Synonym(s):

5-(4-Chlorophenyl)-2,5-dihydro-3H-imidazo[2,1-a]isoindol-5-ol

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About This Item

Empirical Formula (Hill Notation):
C16H13ClN2O
CAS Number:
22232-71-9
Molecular Weight:
284.74
EC Number:
244-857-0
MDL number:
MFCD00864480
UNSPSC Code:
12352200
PubChem Substance ID:
24896596
NACRES:
NA.77

Assay

≥98% (TLC)

form

powder

drug control

USDEA Schedule IV; Home Office Schedule 3; psychotrope (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IV (Portugal)

color

white

solubility

DMSO: 10 mg/mL

originator

Wyeth

SMILES string

OC1(C2=CC=C(Cl)C=C2)C3=CC=CC=C3C4=NCCN14

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

InChI key

ZPXSCAKFGYXMGA-UHFFFAOYSA-N

Gene Information

human ... SLC6A2(6530) , SLC6A3(6531) , SLC6A4(6532)
rat ... Htr1a(24473) , Htr2a(29595) , Slc6a3(24898) , Slc6a4(25553)

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Biochem/physiol Actions

Anorectic agent; inhibits the dopamine, norepinephrine and serotonin transporters with Kis of 27.6 nM, 3.2 nM, and 153 nM, respectively.

Features and Benefits

This compound is featured on the Biogenic Amine Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Wyeth. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300,H311 + H331

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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S Inoue
Obesity research, 3 Suppl 4, 549S-552S (1995-11-01)
An anoerxiant, mazindol suppresses food intake by 1) stimulating beta-adrenergic receptors, 2) inhibiting the feeding center and, 3) stimulating the satiety center in the hypothalamus. In Japan, mazindol is available for clinical use. We examined the effects of mazindol on
Agnieszka Nikiforuk et al.
European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology, 20(1), 37-48 (2009-09-05)
Cognitive impairments associated with schizophrenia await an effective treatment. In order to model schizophrenia-like cognitive deficits in rats, we evaluated the effects of ketamine, a dissociative anesthetic NMDA/glutamate receptor channel blocker in the attentional set-shifting task (ASST). Acute administration of
Nathalie Turle-Lorenzo et al.
The Journal of pharmacology and experimental therapeutics, 319(2), 914-923 (2006-08-22)
Cognitive deficits are often associated with motor symptoms in Parkinson's disease. This study investigates the ability of piribedil ([(methylenedioxy-3,4 benzyl)-4 pyperazinyl-1]-2 pyrimidine), a D(2)/D(3) dopamine (DA) receptor agonist with antagonist activity at alpha(2A)-adrenoceptors, to restore motor and attentional deficits in
Stephanie Padilla et al.
Toxicological sciences : an official journal of the Society of Toxicology, 88(1), 161-171 (2005-08-06)
Very little is known about the effects of chronic exposure to relatively low levels of anticholinesterase insecticides or how the effects of chronic exposure compare to those of higher, intermittent exposure. To that end, adult male rats were fed an
N Chen et al.
The Journal of pharmacology and experimental therapeutics, 290(3), 940-949 (1999-08-24)
Effects of cations on dopamine (DA) uptake into cells expressing the human dopamine transporter and on inhibition of DA uptake by various substrates and inhibitors were investigated by using rotating disk electrode voltammetry. The Na(+) dependence of DA uptake varied
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