(R)-Mirtazapine

Base Information

• Chemical Name: (R)-Mirtazapine
• CAS No.: 61364-37-2
• Molecular Formula: C17H19N3
• Molecular Weight: 265.35286
• European Community (EC) Number: 262-735-5
• UNII: 0UF1VD57JD
• DSSTox Substance ID: DTXSID80210281
• Nikkaji Number: J279.610D
• Wikidata: Q27166549
• ChEMBL ID: CHEMBL608847
• Mol file: 61364-37-2.mol

Synonyms:(R)-Mirtazapine;61364-37-2;(-)-Mirtazapine;R-Mirtazapine;R-(-)-Mirtazapine;(R)-1,2,3,4,10,14b-Hexahydro-2-methylpyrazino(2,1-a)pyrido(2,3-c)(2)benzazepine;Mirtazapine, (R)-;Org 44-19;UNII-0UF1VD57JD;0UF1VD57JD;Org-44-19;EINECS 262-735-5;(7R)-5-methyl-2,5,19-triazatetracyclo[13.4.0.02,7.08,13]nonadeca-1(15),8,10,12,16,18-hexaene;(R)-Org3770;(R)-6-Azamianserin;(R)-1,2,3,4,10,14b-hexahydro-2-methylpyrazino[2,1-a]pyrido[2,3-c][2]benzazepine;(R)-6-AZAMIANSERIN;MLS001165757;BIDD:GT0798;CHEMBL608847;SCHEMBL8271559;CHEBI:94765;HY-B0352B;DTXSID80210281;HMS2231D15;HMS3259D15;(R)-ORG 3770;PDSP1_001531;PDSP2_001515;AKOS030254936;NC00656;MS-23752;SMR000550486;J279.610D;CS-0111887;EN300-59238;Q27166549;(7R)-5-methyl-2,5,19-triazatetracyclo[13.4.0.0?,?.0?,??]nonadeca-1(15),8,10,12,16,18-hexaene;(7R)-5-methyl-2,5,19-triazatetracyclo[13.4.0.0^{2,7}.0^{8,13}]nonadeca-1(19),8,10,12,15,17-hexaene;PYRAZINO(2,1-A)PYRIDO(2,3-C)(2)BENZAZEPINE, 1,2,3,4,10,14B-HEXAHYDRO-2-METHYL-, (R)-

Chemical Property of (R)-Mirtazapine

Chemical Property:

• Vapor Pressure: 1.11E-07mmHg at 25°C
• Boiling Point: 432.4°C at 760 mmHg
• Flash Point: 215.3°C
• PSA: 19.37000
• Density: 1.22g/cm³
• LogP: 2.48180
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• 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:

98% ^*data from raw suppliers

R-Mirtazapine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCN2C(C1)C3=CC=CC=C3CC4=C2N=CC=C4
• Isomeric SMILES: CN1CCN2[C@@H](C1)C3=CC=CC=C3CC4=C2N=CC=C4
• Uses: R-Mirtazapine is an enantiomer of Mirtazapine (M365000); an antidepressant. R-Mirtazapine showed antinociceptive effects in acute thermal nociception, whereas S-Mirtazapine showed pronociceptive effects.

Technology Process of (R)-Mirtazapine

There total 54 articles about (R)-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: 100.0%

(14bS)-1,2,3,4,10,14b-Hexahydro-2-methylpyrazino[2,1-a]pyrido[2,3-c][2]benzazepin-10-ol (1071546-36-5) → (+)-Mirtazapine (61337-87-9,61337-67-5,61364-37-2)

Guidance literature:

(14bS)-1,2,3,4,10,14b-Hexahydro-2-methylpyrazino[2,1-a]pyrido[2,3-c][2]benzazepin-10-ol; With aluminum (III) chloride; lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 50 ℃; for 18.25h;

With sodium hydroxide; water; sodium tartrate; In tetrahydrofuran; at 0 ℃; pH=14; Product distribution / selectivity;

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;

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

S-mirtazapine malonate

1,2,3,4,10,14b-hexahydro-8-bromo-2-methyl-pyrazino<2,1-a>pyrido<2,3-c><2>benzazepine

Refernces

• 1、 -. "Preparation method and intermediate product of mirtazapine". Paragraph 0033; 0035-0043. . Retrieved 2020/06/09.
• 2、 -. "A synthesis method of midanping". Paragraph 0022; 0045; 0046. . Retrieved 2017/12/27.