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Mianserin hydrochloride

CAS No.
21535-47-7
Chemical Name:
Mianserin hydrochloride
Synonyms
gb94;Tolvin;Tolvon;toluon;Lerivon;athymil;orggb94;Lantanon;bolvidon;Tetramide
CBNumber:
CB4389789
Molecular Formula:
C18H21ClN2
Molecular Weight:
300.83
MDL Number:
MFCD00055072
MOL File:
21535-47-7.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

Mianserin hydrochloride Properties

Melting point >230oC (dec.)
Flash point 9℃
storage temp. 2-8°C
solubility H2O: 3.4 mg/mL
color Off-White to Pale Yellow
Water Solubility Soluble in water, ethanol, methanol, and dimethylformamide.
Merck 14,6172
InChIKey YNPFMWCWRVTGKJ-UHFFFAOYSA-N
CAS DataBase Reference 21535-47-7(CAS DataBase Reference)
FDA UNII 2X03TN217S

Pharmacokinetic data

Protein binding 90%
Excreted unchanged in urine 4-7%
Volume of distribution 17.9-37.1(L/kg)
Biological half-life 6-39

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312+P330
Hazard Codes  Xn,Xi,T,F
Risk Statements  22-39/23/24/25-23/24/25-11
Safety Statements  7-16-36/37-45
RIDADR  3249
WGK Germany  3
RTECS  HP8780000
HS Code  2933.59.8000
HazardClass  6.1(b)
PackingGroup  III
Toxicity LD50 in male, female mice (mg/kg): 365, 390 orally; 32.5, 31.0 i.v. (van Riezen)

Mianserin hydrochloride price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich M2525 Mianserin hydrochloride 21535-47-7 100mg $114 2024-03-01 Buy
Sigma-Aldrich M2525 Mianserin hydrochloride 21535-47-7 1g $607 2024-03-01 Buy
Sigma-Aldrich M-919 Mianserin hydrochloride solution 1.0?mg/mL in methanol (as free base), ampule of 1?mL, certified reference material, Cerilliant? 21535-47-7 1mL $183 2022-05-15 Buy
TCI Chemical M2623 Mianserin Hydrochloride >98.0%(HPLC)(T) 21535-47-7 1g $126 2024-03-01 Buy
TCI Chemical M2623 Mianserin Hydrochloride >98.0%(HPLC)(T) 21535-47-7 200mg $42 2024-03-01 Buy
Product number Packaging Price Buy
M2525 100mg $114 Buy
M2525 1g $607 Buy
M-919 1mL $183 Buy
M2623 1g $126 Buy
M2623 200mg $42 Buy

Mianserin hydrochloride Chemical Properties,Uses,Production

Chemical Properties

Off-White Solid

Originator

Tolvin,Organon,W. Germany,1975

Uses

Mianserin hydrochloride is a tetracyclic antidepressant with an EEG and clinical activity profile similar to amitriptyline. It may cause drowsiness and hematological problems. Its mechanism of therapeutic action is not well understood, although it apparently blocks alpha-adrenergic, histamine H1, and some types of serotonin receptors.

Uses

Mianserin hydrochloride is used as an antidepressant, antagonist, inverse agonist at 5-HT2 serotonin receptors, also blocks the H1 histamine receptor and the α2 adrenoceptor.

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.

Therapeutic Function

Serotonin antagonist, Antihistaminic

Biological Activity

Mianserin hydrochloride is a non-selective 5-HT2 receptor antagonist (Ki values are 0.0080 and 0.0081 μM for human 5-HT2A and 5-HT2C receptors expressed in HEK293 cells respectively). Has moderate affinity for 5-HT6. Antidepressant.

Clinical Use

Antidepressant

Drug interactions

Potentially hazardous interactions with other drugs
Alcohol: increased sedative effect.
Antibacterials: avoid with linezolid and tedizolid. Antidepressants: avoid with MAOIs and moclobemide.
Antiepileptics: convulsive threshold possibly lowered; concentration reduced by carbamazepine, fosphenytoin, phenobarbital, phenytoin and primidone.
Antimalarials: avoid with artemether/lumefantrine and piperaquine with artenimol.
Safinamide: increased risk of hypertension and CNS excitation.

Metabolism

Mianserin is hepatically metabolised via aromatic hydroxylation, N-oxidation and N-demethylation. There are 3 urinary metabolites, (N-desmethyl, 8-hydroxy, and N-oxide derivative) which have been identified. The desmethyl metabolite, which is also active, has similar pharmacokinetic behaviour as the parent compound. Mianserin is excreted in the urine, almost entirely as its metabolites, either free or in conjugated form; 14-28% in the faeces.

storage

Room temperature

5344-90-1
96-09-3
50-00-0
141-43-5
21535-47-7
Synthesis of Mianserin hydrochloride from 2-Aminobenzyl alcohol and Styrene oxide and Formaldehyde and Monoethanolamine

Mianserin hydrochloride Preparation Products And Raw materials

Global( 270)Suppliers
Supplier Tel Email Country ProdList Advantage
Shandong Hengshannuode Pharmaceutical Technology Co., Ltd.
+8615065888978 admin@hsnordpharma.com China 92 58
Henan Tianfu Chemical Co.,Ltd.
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Hangzhou FandaChem Co.,Ltd.
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+86-21-33585366 - 03@ sales03@shyrchem.com CHINA 738 60
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BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49391 58
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58

View Lastest Price from Mianserin hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Mianserin hydrochloride pictures 2022-05-18 Mianserin hydrochloride
21535-47-7
US $0.00 / g 10g 99.0% 10tons Wuhan Godbullraw Chemical Co.,ltd
Mianserin hydrochloride pictures 2022-05-11 Mianserin hydrochloride
21535-47-7
US $0.00 / KG 0.01KG 99% 1 tons Wuhan Godbullraw Chemical Co.,ltd
Mianserin hydrochloride USP/EP/BP pictures 2021-07-27 Mianserin hydrochloride USP/EP/BP
21535-47-7
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited

Mianserin hydrochloride Spectrum

1,2,3,4,10,14BETA-HEXAHYDRO-2-METHYL-DIBENZO-[C,F]PYRAZINO[1,2-A]AZEPINE HYDROCHLORIDE 1,2,3,4,10,14B-HEXAHYDRO-2-METHYL-DIBENZO[C,F]PYRAZINO[1,2-A]AZEPINE HYDROCHLORIDE 1,2,3,4,10,14b-hexahydro-2-methyldibenzo(c,f)pyrazino(1,2-a)azepinehydrochlo MIANSERINE HCL MIANSERINE HYDROCHLORIDE MIANSERIN HCL MIANSERIN HYDROCHLORIDE MIANSERIN HYDROCHLORIDE SEROTONIN ANTAGO NIST Dibenzo[c,f]pyrazino[1,2-a]azepine, 1,2,3,4,10,14b-hexahydro-2-methyl-, monohydrochloride (8CI, 9CI) Lantanon NSC 292267 Tetramide Tolvin Tolvon Dibenzo[c,f]pyrazino[1,2-a]azepine, 1,2,3,4,10,14b-hexahydro-2-methyl-, monohydrochloride Einecs 244-426-7 Lerivon Mianserin hydrochloride,1,2,3,4,10,14b-Hexahydro-2-methyl-dibenzo[c,f]pyrazino[1,2-a]azepine hydrochloride Mianserin-d3 HCl Mianserin for system suitability Mianserin hydrochloride solution ORG GB-94 HCl Dibenzo[c,f]pyrazino[1,2-a]azepine, 1,2,3,4,10,14b-hexahydro-2-methyl-, hydrochloride athymil bolvidon f)pyrazino(1,2-a)azepine,1,2,3,4,10,14b-hexahydro-2-methyl-dibenzo(monohyd gb94 orggb94 toluon Mianserin for system suitability CRS Mianserin hydrochloride CRS Mianserin Hydrochloride > 2-Methyl-1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepine hydrochloride Mianserin hydrochloride USP/EP/BP 2-Methyl-1,4-naphthoquinon Mianserin HCl (ORG GB-94 HCl) TIANFUCHEM--21535-47-7--High purity Mianserin hydrochloride factory price Mianserinhydrochloride/OrgGB94 21535-47-7 C18H20N2HCl C18H20N2HCI METI - MZ Analytical Standards Alphabetic Analytical Chromatography Product Catalog Inhibitors ATHYMIL Heterocycles Intermediates & Fine Chemicals Pharmaceuticals Serotonin receptor