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MIANSERIN

CAS No.
24219-97-4
Chemical Name:
MIANSERIN
Synonyms
Depnon;Org-4360;Org-5859;MIANSERIN;MIANSERINE;(S)-Mianserine;(R)-Mianserine;Mianserin USP/EP/BP;MIANSERIN,1.0MG/MLINMETHANOL;MIANSERIN (1.0MG/ML METHANOL)
CBNumber:
CB6679015
Molecular Formula:
C18H20N2
Molecular Weight:
264.36
MDL Number:
MFCD00600076
MOL File:
24219-97-4.mol
MSDS File:
SDS
Last updated:2023-09-04 15:51:00

MIANSERIN Properties

Boiling point 397.6°C (rough estimate)
Density 1.0092 (rough estimate)
refractive index 1.5200 (estimate)
storage temp. Store at -20°C
solubility Soluble in DMSO
form Powder
pka pKa 7.5(H2O,t =20.0) (Uncertain)
FDA UNII 250PJI13LM
ATC code N06AX03

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302+H312+H332
RIDADR  3249
HazardClass  6.1(b)
PackingGroup  III

MIANSERIN price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
ApexBio Technology B1118 (R)-3-methyl-1,2,3,4,4a,9-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepine 24219-97-4 100mg $151 2021-12-16 Buy
ApexBio Technology B1118 (R)-3-methyl-1,2,3,4,4a,9-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepine 24219-97-4 200mg $241 2021-12-16 Buy
ApexBio Technology B1118 (R)-3-methyl-1,2,3,4,4a,9-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepine 24219-97-4 500mg $387 2021-12-16 Buy
American Custom Chemicals Corporation API0000656 MIANSERIN 95.00% 24219-97-4 10MG $697.34 2021-12-16 Buy
AvaChem 1701B Mianserin 24219-97-4 100mg $39 2021-12-16 Buy
Product number Packaging Price Buy
B1118 100mg $151 Buy
B1118 200mg $241 Buy
B1118 500mg $387 Buy
API0000656 10MG $697.34 Buy
1701B 100mg $39 Buy

MIANSERIN Chemical Properties,Uses,Production

Originator

Tolvin,Organon,W. Germany,1975

Uses

Serotonin receptor antagonist. Antidepressant

Definition

ChEBI: Mianserin is a dibenzoazepine (specifically 1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepine) methyl-substituted on N-2. Closely related to (and now mostly superseded by) the tetracyclic antidepressant mirtazapinean, it is an atypical antidepressant used in the treatment of depression throughout Europe and elsewhere. It has a role as an antidepressant, a histamine agonist, a sedative, an alpha-adrenergic antagonist, an adrenergic uptake inhibitor, a serotonergic antagonist, a H1-receptor antagonist, an EC 3.4.21.26 (prolyl oligopeptidase) inhibitor and a geroprotector.

Manufacturing Process

(A) 25 g of 2-benzylaniline dissolved in 150 ml of benzene are cooled down in an ice bath to 8°C. To this solution are added 15 ml of pyridine and after that a solution of 15 ml of chloroacetyl chloride in 25 ml of benzene, maintaining the temperature of the reaction mixture at 10° to 15°C. After stirring for 1 hour at room temperature 25 ml of water are added and the mixture is shaken for 30 minutes. Next the mixture is sucked off and the benzene layer separated. Then the benzene layer is washed successively with 2 N HCl, a sodium carbonate solution and water. The extract dried on sodium sulfate is evaporated and the residue crystallized together with the crystals obtained already from benzene. Yield 18 g; MP 130° to 133°C.
(B) 40 g of N-chloroacetyl-2-benzylaniline are heated for 2 hours at 120°C together with 50 ml of phosphorus oxychloride and 320 g of polyphosphoric acid. Next the reaction mixture is poured on ice and extracted with benzene. The extract is washed and dried on sodium sulfate and the benzene distilled off. The product obtained (31g) yields after recrystallization 24 g of 6- chloromethyl-morphanthridine of MP 136° to 137°C.
(C) 10 g of 6-chloromethyl-morphanthridine are passed into 150 ml of a solution of methylamine in benzene (10%). After storage of the solution for 20 hours at 0° to 5°C the methylamine hydrochloride formed is sucked off and the filtrate evaporated to dryness. There remains as residue 11 g of crude 6-methylaminomethyl-morphanthridine.
(D) 11 g of crude 6-methylaminomethyl-morphanthridine are dissolved in 50 ml of absolute ether. While cooling in ice 2.7 g of lithium aluminumhydride, dissolved in 100 ml of absolute ether, are added. After boiling for 1 hour and cooling down in ice 11 ml of water are added slowly dropwise while stirring. After stirring for another 30 minutes at room temperature the mixture is sucked off and the filtrate evaporated to obtain 11 g of crude 5,6-dihydro-6- methylaminomethyl-morphanthridine in the form of a light yellow oil.
(E) 10 g of 5,6-dihydro-6-methylaminomethyl-morphanthridine are heated slowly, in 30 minutes, from 100° to 160°C with 7 g of pure diethyloxalate and after that from 160° to 180°C in 45 minutes. After cooling down the reaction mixture is stirred with benzene. The crystals are sucked off and yield after crystallization from dimethylformamide 9 g of 1,2-diketo-3(N)-methyl- 2,3,4,4a-tetrahydro-1H-pyrazino-[1,2-f]-morphanthridine of MP 245° to 247°C.
(F) 9 g of the diketo-pyrazino-morphanthridine compound obtained above are reduced with diborane to give mianserin.

brand name

Athimil;Athymil;Bolvidon;Lantanon;Lerivon;Miansan;Norval;Org gb 94;Tolvin;Tolvon.

Therapeutic Function

Serotonin antagonist, Antihistaminic

World Health Organization (WHO)

Mianserin, a serotonin antagonist with antidepressant and antihistaminic activity, was introduced in 1975 for the treatment of depressive illness. Its use has since been associated with cases of severe blood dyscrasias, particularly in elderly patients, including agranulocytosis, leucopenia and granulocytopenia. Several drug regulatory authorities have reacted by stipulating that blood counts should be monitored regularly during the first few months of treatment and that administration should be discontinued immediately should any signs possibly indicative of dyscrasia develop.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 13, p. 35, 1970 DOI: 10.1021/jm00295a010

MIANSERIN Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 56)Suppliers
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View Lastest Price from MIANSERIN manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Mianserin USP/EP/BP pictures 2021-07-27 Mianserin USP/EP/BP
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
MIANSERIN pictures 2019-08-08 MIANSERIN
24219-97-4
US $1.00-2.00 / KG 1KG 98% 1kg,10kg,100kg Career Henan Chemical Co
  • MIANSERIN pictures
  • MIANSERIN
    24219-97-4
  • US $1.00-2.00 / KG
  • 98%
  • Career Henan Chemical Co
Dibenzoc,fpyrazino1,2-aazepine, 1,2,3,4,10,14b-hexahydro-2-methyl- MIANSERIN,1.0MG/MLINMETHANOL Dibenzo[c,f]pyrazino[1,2-a]azepine, 1,2,3,4,10,14b-hexahydro-2-methyl- (8CI, 9CI) MIANSERIN (1.0MG/ML METHANOL) (14bS)-1,2,3,4,10,14b-Hexahydro-2-methyldibenzo[c,f]pyrazino[1,2-a]azepine (14bS)-2-Methyl-1,2,3,4,10,14bα-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepine (S)-Mianserine [14bS,(+)]-1,2,3,4,10,14bα-Hexahydro-2-methyldibenzo[c,f]pyrazino[1,2-a]azepine Org-4360 (14bR)-1,2,3,4,10,14b-Hexahydro-2-methyldibenzo[c,f]pyrazino[1,2-a]azepine (14bR)-2-Methyl-1,2,3,4,10,14bβ-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepine (R)-Mianserine [14bR,(-)]-1,2,3,4,10,14bβ-Hexahydro-2-methyldibenzo[c,f]pyrazino[1,2-a]azepine Org-5859 2-Methyl-1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepine 1,2,3,4,10,14b-hexahydro-2-methyldibenzo(c,f)pyrazino(1,2-a)azepine f)pyrazino(1,2-a)azepine,1,2,3,4,10,14b-hexahydro-2-methyl-dibenzo( MIANSERIN MIANSERINE Mianserin USP/EP/BP Depnon 24219-97-4 Intermediates & Fine Chemicals Pharmaceuticals