Deschloroaripiprazole

Base Information

• Chemical Name: Deschloroaripiprazole
• CAS No.: 203395-81-7
• Molecular Formula: C₂₃H₂₈ClN₃O₂
• Molecular Weight: 413.947
• UNII: 353J3NU2S8
• Pharos Ligand ID: D7C7M2796NTG
• ChEMBL ID: CHEMBL157923
• Mol file: 203395-81-7.mol

Synonyms:Deschloroaripiprazole;203395-81-7;Aripiprazole 3-Deschloro Impurity;Deschloro aripiprazole;353J3NU2S8;Aripiprazole impurity C [EP];UNII-353J3NU2S8;CHEMBL157923;7-[4-[4-(2-chlorophenyl)piperazin-1-yl]butoxy]-3,4-dihydro-1H-quinolin-2-one;7-(4-(4-(2-Chlorophenyl)-1-piperazinyl)butoxy)-3,4-dihydro-2(1H)-quinolinone;7-(4-(4-(2-Chlorophenyl)piperazin-1-yl)butoxy)-3,4-dihydroquinolin-2(1H)-one;2(1H)-Quinolinone, 7-(4-(4-(2-chlorophenyl)-1-piperazinyl)butoxy)-3,4-dihydro-;7-[4-[4-(2-Chlorophenyl)piperazin-1-yl]butoxy]-3,4-dihydroquinolin-2(1H)-one;Aripiprazole EP Impurity C;SCHEMBL13532795;BCP34173;BDBM50395563;ARIPIPRAZOLE IMPURITY C [EP IMPURITY];A1-06443;2(1H)-Quinolinone, 7-[4-[4-(2-chlorophenyl)-1-piperazinyl]butoxy]-3,4-dihydro-;Aripiprazole Imp. C (EP);Aripiprazole Impurity C;7-[4-[4-(2-Chlorophenyl)-1-piperazinyl]butoxy]-3,4-dihydro-2(1H)-quinolinone;Mono Deschloroaripiprazole

Chemical Property of Deschloroaripiprazole

Chemical Property:

• Melting Point: 118-119°C
• Boiling Point: 613.3±55.0 °C(Predicted)
• PKA: 14.42±0.20(Predicted)
• Density: 1.206±0.06 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 413.1870048
• Heavy Atom Count: 29
• Complexity: 526

Purity/Quality:

95% ^*data from raw suppliers

Deschloroaripiprazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(=O)NC2=C1C=CC(=C2)OCCCCN3CCN(CC3)C4=CC=CC=C4Cl
• Uses: Deschloroaripiprazole is a derivative of Aripiprazole (A771000), a dopamine D2 receptor agonist. Antipsychotic. Deschloroaripiprazole (Aripiprazole EP Impurity C) is a derivative of Aripiprazole (A771000), a dopamine D2 receptor agonist. Antipsychotic.

Technology Process of Deschloroaripiprazole

There total 2 articles about Deschloroaripiprazole 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:

7-hydroxy-3,4-dihydro-2-(1H)-quinolinone (22246-18-0) → 3-deschloro-aripiprazole (203395-81-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / K₂CO₃ / dimethylformamide / 4 h / 60 °C

2: 1.) NaI, 2.) Et₃N / 1.) CH₃CN, reflux, 30 min, 2.) CH₃CN, reflux, 4 h

With potassium carbonate; triethylamine; sodium iodide; In N,N-dimethyl-formamide;

DOI:10.1021/jm940608g

Reference yield:

N-(o-Chlorophenyl)piperazine (39512-50-0) + 7-(4-bromobutoxy)-3,4-dihydro-2(1H)-quinolinone (129722-34-5) → 3-deschloro-aripiprazole (203395-81-7)

Guidance literature:

With triethylamine; sodium iodide; Yield given. Multistep reaction; 1.) CH₃CN, reflux, 30 min, 2.) CH₃CN, reflux, 4 h;

DOI:10.1021/jm940608g

upstream raw materials:

N-(o-Chlorophenyl)piperazine

7-(4-bromobutoxy)-3,4-dihydro-2(1H)-quinolinone

7-hydroxy-3,4-dihydro-2-(1H)-quinolinone

Refernces