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M2017

Sigma-Aldrich

Mazindol

≥98% (TLC), powder

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C16H13ClN2O
Numero CAS:
22232-71-9
Peso molecolare:
284.74
Numero CE:
244-857-0
Numero MDL:
MFCD00864480
Codice UNSPSC:
12352200
ID PubChem:
24896596
NACRES:
NA.77

Saggio

≥98% (TLC)

Stato

powder

Controllo stupefacenti

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)

Colore

white

Solubilità

DMSO: 10 mg/mL

Ideatore

Wyeth

Stringa SMILE

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
ZPXSCAKFGYXMGA-UHFFFAOYSA-N

Informazioni sul gene

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

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Azioni biochim/fisiol

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

Caratteristiche e vantaggi

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.

Pittogrammi

Skull and crossbones
GHS06

Avvertenze

Danger

Indicazioni di pericolo

H300,H311 + H331

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
13181151
028M4167V
019M4004V
128M4051V
013M4084V

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I documenti relativi ai prodotti acquistati recentemente sono disponibili nell’Archivio dei documenti.

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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
Abid Oueslati et al.
The European journal of neuroscience, 22(11), 2765-2774 (2005-12-06)
This study examined the cellular correlates of the akinetic deficits produced in Wistar rats by discrete bilateral 6-hydroxydopamine (6-OHDA) striatal infusions in the dorsolateral striatum, mimicking the preferential denervation of the motor striatal territory in early symptomatic stage of Parkinson's
Kasper Severinsen et al.
Molecular pharmacology, 85(2), 208-217 (2013-11-12)
Mazindol has been explored as a possible agent in cocaine addiction pharmacotherapy. The tetracyclic compound inhibits both the dopamine transporter and the serotonin transporter, and simple chemical modifications considerably alter target selectivity. Mazindol, therefore, is an attractive scaffold for both
Johannes Backs et al.
Cardiovascular research, 67(2), 283-290 (2005-07-12)
Endothelin-1 (ET-1) potentiates norepinephrine (NE)-induced contractile responses. An impairment of cardiac NE re-uptake by the neuronal NE transporter (NET) contributes to an increased NE net release in failing hearts. We hypothesized that both phenomena are caused by ET-1-mediated inhibition of
E L Barker et al.
The Journal of biological chemistry, 273(31), 19459-19468 (1998-07-25)
Human and Drosophila melanogaster serotonin (5-HT) transporters (SERTs) exhibit similar 5-HT transport kinetics and can be distinguished pharmacologically by many, but not all, biogenic amine transporter antagonists. By using human and Drosophila SERT chimeras, major determinants of potencies of two
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