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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

Quality Level

200

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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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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
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
Kinetic profiling an abundantly expressed planarian serotonergic GPCR identifies bromocriptine as a perdurant antagonist.
Chan JD, et al.
International Journal for Parasitology, Drugs and Drug Resistance, 6(3), 356-363 (2016)
Mianserin: a review of its pharmacological properties and therapeutic efficacy in depressive illness
Brogden RN, et al.
Drugs, 16(4), 273-301 (1978)
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