Desmethylmianserin

Base Information

• Chemical Name: Desmethylmianserin
• CAS No.: 71936-92-0
• Molecular Formula: C17H18 N2
• Molecular Weight: 250.343
• European Community (EC) Number: 615-697-2
• UNII: PI2H4ADR4C
• DSSTox Substance ID: DTXSID20891477
• Nikkaji Number: J410.953H
• Wikidata: Q27286570
• Mol file: 71936-92-0.mol

Synonyms:1,2,3,4,10,14b-hexahydrodibenzo(c,f)pyrazino(1,2-a)azepine;desmethylmianserin;n-desmethylmianserin;Org OH 46;Org OH-46;Org OH46

Chemical Property of Desmethylmianserin

Chemical Property:

• Vapor Pressure: 1.21E-07mmHg at 25°C
• Melting Point: 87-89°C
• Boiling Point: 431.3°C at 760 mmHg
• PKA: 9.20±0.20(Predicted)
• Flash Point: 196.3°C
• PSA: 15.27000
• Density: 1.2g/cm³
• LogP: 3.13550
• Storage Temp.: Refrigerator
• Solubility.: Acetonitrile (Slightly), DMSO (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 250.146998583
• Heavy Atom Count: 19
• Complexity: 316

Purity/Quality:

95% ^*data from raw suppliers

Nor Mianserin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN2C(CN1)C3=CC=CC=C3CC4=CC=CC=C42
• Uses: The active metabolites of Miansein (M341500) in plasma, an antidepressant. The active metabolites of Miansein (M341500) in plasma, an antidepressant

Technology Process of Desmethylmianserin

There total 24 articles about Desmethylmianserin 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: 30.0%

N-Cyanomianserin (119200-54-3) → 1,2,3,4,10,14b-hexahydrodibenzo[c,f]-pyrazino[1,2-a]azepine (71936-92-0,136315-25-8)

Guidance literature:

With zinc; In water; acetic acid; at 60 ℃; for 3h;

DOI:10.1021/jo00329a043

Reference yield:

6-aminomethyl-6,11-dihydro-5H-dibenzo[b,e]azepine (41218-84-2) → 1,2,3,4,10,14b-hexahydrodibenzo[c,f]-pyrazino[1,2-a]azepine (71936-92-0,136315-25-8)

Guidance literature:

Multi-step reaction with 3 steps

1: dichloromethane / 2 h / 0 °C

2: sodium iodide; sodium hydrogencarbonate / acetone / 72 h / 70 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Reflux

With lithium aluminium tetrahydride; sodium hydrogencarbonate; sodium iodide; In tetrahydrofuran; dichloromethane; acetone;

DOI:10.1002/anie.202007799

Reference yield:

(±)-(+)-1,2,9,13b-tetrahydro-2,4a-diazatribenzo[a,c,e]cycloheptene-3,4-dione → 1,2,3,4,10,14b-hexahydrodibenzo[c,f]-pyrazino[1,2-a]azepine (71936-92-0,136315-25-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; at 25 ℃;

DOI:10.3762/bjoc.11.164

upstream raw materials:

N-Cyanomianserin

mianserin

2-(6,11-dihydro-5H-dibenzo[b,e]azepin-6-ylmethyl)isoindole-1,3-dione

2-benzylaniline

Downstream raw materials:

mianserin

(14BR)-1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepine

mianserin

Refernces

• 1、 Roszkowski, Piotr,Maurin,Czarnocki, Zbigniew. "The enantioselective synthesis of (S)-(+)-mianserin and (S)-(+)-epinastine". . p. 1509 - 1513. Retrieved 2016/04/09.
• 2、 -. "1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino-[1,2-a]azepino derivatives and 10-aza, 10-oxa and 10-thia analogues". . . Retrieved 2008/06/13.