Aptazapine

Base Information

• Chemical Name: Aptazapine
• CAS No.: 71576-40-4
• Molecular Formula: C₁₆H₁₉N₃
• Molecular Weight: 253.347
• UNII: 240J927J1R
• DSSTox Substance ID: DTXSID40868020
• Nikkaji Number: J34.481H
• Wikipedia: Aptazapine
• Wikidata: Q4782211
• NCI Thesaurus Code: C79525
• Metabolomics Workbench ID: 152324
• ChEMBL ID: CHEMBL336712
• Mol file: 71576-40-4.mol

Synonyms:1,3,4,14b-tetrahydro-2-methyl-10H-pyrazino-(1,2-a)pyrrolo(2,1-c)(1,4)benzodiazepine;aptazapine;aptazapine maleate (1:1);CGS 7525A;CGS-7525A

Chemical Property of Aptazapine

Chemical Property:

• Vapor Pressure: 1.1E-07mmHg at 25°C
• Boiling Point: 432.6°C at 760 mmHg
• PKA: 8.44±0.20(Predicted)
• Flash Point: 215.4°C
• PSA: 11.41000
• Density: 1.22g/cm³
• LogP: 2.34580
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 253.157897619
• Heavy Atom Count: 19
• Complexity: 332

Purity/Quality:

98% ^*data from raw suppliers

APTAZAPINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCN2C(C1)C3=CC=CN3CC4=CC=CC=C42
• Uses: Antidepressant.
• Therapeutic Function: Antidepressant

Technology Process of Aptazapine

There total 20 articles about Aptazapine 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:

1,14b-dihydro-2-methyl-10H-pyrazino<1,2-a>pyrrolo<2,1-c><1,4>benzodiazepine-3,4-dione (71576-39-1) → Aptazapine (71576-40-4,81729-71-7,81729-73-9)

Guidance literature:

With diborane; In tetrahydrofuran; for 1h; Yield given; Heating;

DOI:10.1002/jhet.5570200626

Reference yield:

13,14b-dihydro-2-methyl-10H-pyrazino<1,2-a>pyrrolo<2,1-c><1,4>benzodiazepin-1,4-dione (81729-68-2) → Aptazapine (71576-40-4,81729-71-7,81729-73-9)

Guidance literature:

With lithium aluminium tetrahydride; sulfuric acid; Yield given. Multistep reaction; 1) THF, 0 deg C, 0.5 h; 2) 1 h;

DOI:10.1002/jhet.5570210338

Reference yield:

2-nitrobenzylamine (1904-78-5) → Aptazapine (71576-40-4,81729-71-7,81729-73-9)

Guidance literature:

Multi-step reaction with 9 steps

1: 86 percent / acetic acid / 0.08 h / Heating

2: 64 percent / HCl (g) / diethyl ether / 10 degC, 3h, then r.t., overnight

3: 83 percent / H₂O / 1 h / 80 °C

4: 87 percent / triethylamine / toluene / 6 h / 95 °C / r.t., overnight

5: H₂ / PtO₂ / ethyl acetate / 3.5 h / Ambient temperature

6: H₂ / PtO₂ / acetic acid; ethyl acetate / 1.5 h / Ambient temperature

7: 90 percent / triethylamine / tetrahydrofuran / Ambient temperature; overnight

8: 96 percent / H₂ / 5percent Pd-on-carbon / acetic acid; ethanol / 1.5 h / 40 °C / 2280 Torr

9: 1M diborane / tetrahydrofuran / 1 h / Heating

With hydrogenchloride; hydrogen; triethylamine; diborane; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; water; acetic acid; ethyl acetate; toluene;

DOI:10.1002/jhet.5570200626

upstream raw materials:

13,14b-dihydro-2-methyl-10H-pyrazino<1,2-a>pyrrolo<2,1-c><1,4>benzodiazepin-1,4-dione

1,14b-dihydro-2-methyl-10H-pyrazino<1,2-a>pyrrolo<2,1-c><1,4>benzodiazepine-3,4-dione

1-methyl-2-nitrobenzene

2-nitrobenzylamine

Refernces

• 1、 Ong Lee,Sylvester,Wasley. "Synthesis of 1,3,4,14b,-tetrahydro-2H,10H-pyrazino[1,2-a]-pyrrolo[2,1-c][1,4]benzodi azepines". . p. 1565 - 1569. Retrieved 2007/10/02.