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M9651

Sigma-Aldrich

Maprotiline hydrochloride

>99% (HPLC), powder

Synonym(s):

9-(γ-Methylaminopropyl)-9,10-dihydro-9,10-ethanoanthracene hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C20H23N · HCl
CAS Number:
10347-81-6
Molecular Weight:
313.86
EC Number:
233-758-8
MDL number:
MFCD00079464
UNSPSC Code:
12352200
PubChem Substance ID:
24278576
NACRES:
NA.77

Quality Level

200

assay

>99% (HPLC)

form

powder

color

white

solubility

H2O: 50 mg/mL

originator

Novartis

SMILES string

Cl.CNCCCC12CCC(c3ccccc13)c4ccccc24

InChI

1S/C20H23N.ClH/c1-21-14-6-12-20-13-11-15(16-7-2-4-9-18(16)20)17-8-3-5-10-19(17)20;/h2-5,7-10,15,21H,6,11-14H2,1H3;1H

InChI key

NZDMFGKECODQRY-UHFFFAOYSA-N

Gene Information

human ... SLC6A2(6530)

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Application

Maprotiline hydrochloride has been used as a inhibitor of norepinephrine uptake to study its effects on arresting L3055 cell proliferation.

Biochem/physiol Actions

Maprotiline is a tetracyclic agent. It possesses inhibitory effects against the uptake of norepinephrine by nerve cells. Maprotiline exhibits anti-depressant and sedative activity.

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 Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Chemistry, pharmacology, pharmacokinetics, adverse effects, and efficacy of the antidepressant maprotiline hydrochloride
Wells B G and Gelenberg A J
Pharmacotherapy, 1(2), 121-138 (1981)
E Hösli et al.
International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience, 13(8), 897-908 (1995-12-01)
Autoradiographic studies were made on the uptake of 3H-noradrenaline and 3H-serotonin in explant cultures and primary astrocyte cultures from various regions of rat central nervous system (cortex, cerebellum, locus coeruleus, nucleus raphé, spinal cord). In explant cultures from locus coeruleus
The serotonin transporter (SLC6A4) is present in B-cell clones of diverse malignant origin: probing a potential antitumor target for psychotropics
Meredith E J, et al.
Faseb Journal, 19(9), 1187-1189 (2005)
C C Beaufour et al.
Pharmacology, biochemistry, and behavior, 62(4), 591-599 (1999-04-20)
The effects of chronic antidepressants were investigated in an animal procedure for the study of anxiety and anxiolytics, the conditioned suppression of operant behavior in rats. In daily 18-min sessions, three periods of nonpunished lever pressing for food alternated with
S Rotzinger et al.
Cellular and molecular neurobiology, 19(4), 427-442 (1999-06-24)
1. This review summarizes the major known aspects of the metabolism of second-generation (iprindole, viloxazine, bupropion, mianserin, maprotiline, and trazodone) and fourth-generation (nefazodone and venlafaxine) antidepressants. 2. Discussions about specific enzymes involved and about possible pharmacokinetic drug-drug interactions, particularly as
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