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Merck
CN

M2017

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
NACRES:
NA.77
PubChem Substance ID:
24896596
UNSPSC Code:
12352200
EC Number:
244-857-0
MDL number:
MFCD00864480
Assay:
≥98% (TLC)
Form:
powder

Key Documents

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InChI key

ZPXSCAKFGYXMGA-UHFFFAOYSA-N

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

SMILES string

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

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); Pszichotróp anyag / Psychotropic Substance (Hungary), 78/2022. (XII. 28.) BM rendelet, kontrollierte Droge in Deutschland

Gene Information

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

color

white

solubility

DMSO: 10 mg/mL

originator

Wyeth

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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.
Anorectic agent; inhibits the dopamine, norepinephrine and serotonin transporters.

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.

Legal Information

German
Dieses Produkt fällt unter das Betäubungsmittelgesetz (BtMG). Für eine Bestellung dieses Produktes ist eine Erlaubnis nach § 3 BtMG zwingend erforderlich, es sei denn, es greift eine Ausnahme von der Erlaubnispflicht nach § 4 oder § 26 BtMG.

English
This product is subject to the German Narcotics Act. A permit under Section 3 of the German Narcotics Act is mandatory for ordering this product unless an exemption from the permit requirement under Section 4 or Section 26 of the German Narcotics Act applies.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
13181151
0000079596
0000088608
028M4167V
019M4004V

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Nandini Nittur et al.
Sleep medicine, 14(1), 30-36 (2012-10-06)
Mazindol is a tricyclic, anorectic, non-amphetamine stimulant used in narcolepsy and obesity since 1970. This study aimed to evaluate the long-term benefit/risk ratio in drug-resistant hypersomniacs and cataplexy sufferers. By retrospective analysis of the patients' files in the hospitals of
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
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
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
Mari Gabrielsen et al.
European journal of medicinal chemistry, 47(1), 24-37 (2011-11-11)
The two main groups of antidepressant drugs, the tricyclic antidepressants (TCAs) and the selective serotonin reuptake inhibitors (SSRIs), as well as several other compounds, act by inhibiting the serotonin transporter (SERT). However, the binding mode and molecular mechanism of inhibition
View All Related Papers

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