Mirtazapine

Base Information

• Chemical Name: Mirtazapine
• CAS No.: 85650-52-8
• Deprecated CAS: 61337-67-5,82601-27-2
• Molecular Formula: C17H19N3
• Molecular Weight: 265.358
• Hs Code.: 29339900
• European Community (EC) Number: 288-060-6,641-354-1
• UNII: A051Q2099Q
• DSSTox Substance ID: DTXSID0023325
• Nikkaji Number: J22.953I
• Wikipedia: Mirtazapine
• Wikidata: Q421930
• NCI Thesaurus Code: C29265
• RXCUI: 15996
• Pharos Ligand ID: XK16RJ438FW2
• Metabolomics Workbench ID: 42738
• ChEMBL ID: CHEMBL654
• Mol file: 85650-52-8.mol

Synonyms:(N-methyl-11C)mirtazapine;(S)-Mirtazapine;6 Azamianserin;6-azamianserin;esmirtazapine;mirtazapine;Norset;ORG 3770;Org 50081;ORG-3770;ORG3770;Remergil;Remeron;Rexer;Zispin

Chemical Property of Mirtazapine

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 114-116oC
• Boiling Point: 432.4 °C at 760 mmHg
• PKA: 8.10±0.20(Predicted)
• Flash Point: 215.3 °C
• PSA: 19.37000
• Density: 1.22 g/cm³
• LogP: 2.48180
• Storage Temp.: Store at RT
• Solubility.: DMSO: ~8 mg/mL, soluble
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 265.157897619
• Heavy Atom Count: 20
• Complexity: 345

Purity/Quality:

99% up, ^*data from raw suppliers

Mirtazapine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Drug Classes: Antidepressant Agents
• Canonical SMILES: CN1CCN2C(C1)C3=CC=CC=C3CC4=C2N=CC=C4
• Recent ClinicalTrials: Effect of Mirtazapine Versus Placebo in Patients With Non-small Cell Lung Cancer and Anorexia
• Recent EU Clinical Trials: BETTER-B: BETter TreatmEnts for Refractory Breathlessness. An International, Multicentre, Randomised Controlled Pragmatic Trial of Mirtazapine to alleviate Breathlessness in Palliative and End of Life Care.
• Recent NIPH Clinical Trials: Strategic Use of New generation antidepressants for Depression
• Uses: Mirtazapine (Remeron, Avanza) is a potent tetracyclic antidepressant. Mirtazapine (Remeron, Avanza) used primarily in the treatment of depression. It is also sometimes used as a hypnotic, antiemetic, and appetite stimulant, and for the treatment of anxiet Mirtazapine is an α2-Adrenergic blocker; analogue of Mianserin. Antidepressant.
• Drug interactions: Potentially hazardous interactions with other drugs Alcohol: increased sedative effect. Antidepressants: possibly increased risk of serotonergic effects with fluoxetine, fluvoxamine or venlafaxine; CNS excitation and hypertension with MAOI and moclobemide - avoid. Antimalarials: avoid with artemether and lumefantrine and piperaquine with artenimol. Methylthioninium: risk of CNS toxicity - avoid if possible.

Technology Process of Mirtazapine

There total 27 articles about Mirtazapine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

2-(4-methyl-2-phenylpiperazin-1-yl)-pyridine-3-methanol (61337-89-1) → Mirtazapine (85650-52-8,61337-67-5,61364-37-2)

Guidance literature:

With sulfuric acid;

Reference yield: 89.0%

2-(4-methyl-2-phenyl-1-piperazinyl)-3-pyridinecarboxylic acid (61338-13-4) → Mirtazapine (85650-52-8,61337-67-5,61364-37-2)

Guidance literature:

With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene; at 10 - 40 ℃; for 5h; Reagent/catalyst; Solvent; Inert atmosphere;

Reference yield: 85.9%

[2-(4-methyl-2-phenylpiperazin-1-yl)pyridin-3-yl]methylacetate → Mirtazapine (85650-52-8,61337-67-5,61364-37-2)

Guidance literature:

In methanol; toluene; at 5 - 60 ℃; Solvent; Temperature;

upstream raw materials:

2-(4-methyl-2-phenylpiperazin-1-yl)-pyridine-3-methanol

2-chloro-3-pyridinecarbonitrile

1-methyl-3-phenylpiperazine

2-(4-methyl-2-phenyl-1-piperazinyl)-3-pyridinecarboxylic acid

Downstream raw materials:

(+)-Mirtazapine

(-)-Mirtazapine

mirtazapinium hydrogenmaleate

1,2,3,4,10,14b-hexahydro-2-methylpyrazino<2,1-a>pyrido<2,3-c><2>benzazepin-8-ol

Refernces

• 1、 -. "Preparation method and intermediate product of mirtazapine". Paragraph 0033; 0035-0043. . Retrieved 2020/06/09.
• 2、 -. "METHOD FOR PRODUCING MIRTAZAPINE". Paragraph 0055-0059; 0064; 0065. . Retrieved 2017/10/27.