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About This Item
Empirical Formula (Hill Notation):
C20H23N · HCl
CAS Number:
Molecular Weight:
313.86
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
233-758-8
MDL number:
Product Name
Maprotiline hydrochloride, >99% (HPLC), powder
form
powder
color
white
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
SMILES string
Cl.CNCCCC12CCC(c3ccccc13)c4ccccc24
assay
>99% (HPLC)
solubility
H2O: 50 mg/mL
originator
Novartis
Quality Level
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.
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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)
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
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)
Suzanne M Cloonan et al.
Leukemia & lymphoma, 51(3), 523-539 (2010-02-10)
The discovery that some selective serotonin transporter- (SSRI) and norepinephrine transporter- (NSRI) targeting antidepressants have the potential to act as anticancer agents adds greatly to their diverse pharmacological application. We report that the SSRI fluoxetine and the NSRI maprotiline are
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