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M2525

Sigma-Aldrich

Mianserin hydrochloride

Synonym(s):

1,2,3,4,10,14b-Hexahydro-2-methyl-dibenzo[c,f]pyrazino[1,2-a]azepine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C18H20N2 · HCl
CAS Number:
21535-47-7
Molecular Weight:
300.83
EC Number:
244-426-7
MDL number:
MFCD00055072
UNSPSC Code:
12352200
PubChem Substance ID:
24278125
NACRES:
NA.77

solubility

H2O: 3.4 mg/mL
ethanol: 5.6 mg/mL

originator

Organon

storage temp.

2-8°C

SMILES string

Cl.CN1CCN2C(C1)c3ccccc3Cc4ccccc24

InChI

1S/C18H20N2.ClH/c1-19-10-11-20-17-9-5-3-7-15(17)12-14-6-2-4-8-16(14)18(20)13-19;/h2-9,18H,10-13H2,1H3;1H

InChI key

YNPFMWCWRVTGKJ-UHFFFAOYSA-N

Gene Information

human ... ADRA2A(150) , ADRA2B(151) , ADRA2C(152) , HRH1(3269) , HTR2A(3356) , HTR2B(3357) , HTR2C(3358)

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Application

Mianserin hydrochloride has been used:
  • as a reversible antagonist for serotonergic -protein coupled receptor (GPCR) - G-protein protein-coupled receptor (S7.1R)
  • as an antidepressant in hippocampal astrocytes to test its effect on brain-derived neurotrophic factor (BDNF) mRNA expression
  • as a 5-hydroxytryptamine (5-HT) receptor antagonist to study its effect on serotonin modulation

Biochem/physiol Actions

Mianserin is a tetracyclic compound with sedative property. It lacks anticholinergic activity and is not effective on serotoninergic mechanisms. Mianserin is eliminated post biotransformation as hydroxylation, N-oxidation and N-demethylation products.
Antidepressant; antagonist/inverse agonist at 5-HT2 serotonin receptors; also blocks the H1 histamine receptor and the α2 adrenoceptor.

Features and Benefits

This compound was developed by Organon. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Preparation Note

Solutions may be stored for several days at 4°C.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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I M Leitch et al.
The Journal of pharmacy and pharmacology, 44(4), 315-320 (1992-04-01)
Some in-vitro pharmacological effects of a novel analogue of mianserin, 2-carboxamidino-1,2,3,4,10,14b-hexahydrodibenzo (c,f) pyrazino (1,2-alpha) azepine hydrochloride (FCC5) have been studied. FCC5 was a non-competitive antagonist of both histamine-induced contractions of the guinea-pig ileum and 5-HT-induced contractions of rat fundal strips
Modulatory effects of the serotonergic and histaminergic systems on reaction to light in the crustacean Gammarus pulex
Perrot-Minnot MJ, et al.
Neuropharmacology, 75, 31-37 (2013)
T de Boer
International clinical psychopharmacology, 10 Suppl 4, 19-23 (1995-12-01)
Mirtazapine is a new antidepressant with a unique mode of action: it preferentially blocks the noradrenergic alpha2-auto- and heteroreceptors held responsible for controlling noradrenaline and serotonin release. In addition, mirtazapine has a low affinity for serotonin (5-HT)1A receptors but potently
Anti-depressant fluoxetine reveals its therapeutic effect via astrocytes
Kinoshita M, et al.
EBioMedicine, 32(3), 72-83 (2018)
D L Willins et al.
Neuroscience, 91(2), 599-606 (1999-06-12)
In this study, we demonstrate that clozapine and other atypical antipsychotic drugs induce a paradoxical internalization of 5-hydroxytryptamine-2A receptors in vitro and a redistribution of 5-hydroxytryptamine-2A receptors in vivo. We discovered that clozapine, olanzapine, risperidone and the putative atypical antipsychotic
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