2-Deschloro Aripiprazole

Base Information

• Chemical Name: 2-Deschloro Aripiprazole
• CAS No.: 203395-82-8
• Molecular Formula: C₂₃H₂₈ClN₃O₂
• Molecular Weight: 413.947
• UNII: V7MWV855WT
• DSSTox Substance ID: DTXSID40441933
• ChEMBL ID: CHEMBL158986
• Mol file: 203395-82-8.mol

Synonyms:2-Deschloro Aripiprazole;203395-82-8;V7MWV855WT;UNII-V7MWV855WT;Aripiprazole EP Impurity D;2(1H)-Quinolinone, 7-[4-[4-(3-chlorophenyl)-1-piperazinyl]butoxy]-3,4-dihydro-;7-[4-[4-(3-chlorophenyl)piperazin-1-yl]butoxy]-3,4-dihydro-1H-quinolin-2-one;Aripiprazole impurity D [EP];7-(4-(4-(3-Chlorophenyl)-1-piperazinyl)butoxy)-3,4-dihydro-2(1H)-quinolinone;7-(4-(4-(3-Chlorophenyl)piperazin-1-yl)butoxy)-3,4-dihydroquinolin-2(1H)-one;2(1H)-Quinolinone, 7-(4-(4-(3-chlorophenyl)-1-piperazinyl)butoxy)-3,4-dihydro-;7-[4-[4-(3-Chlorophenyl)piperazin-1-yl]butoxy]-3,4-dihydroquinolin-2(1H)-one;AGN-PC-0N6UB0;CHEMBL158986;SCHEMBL13532793;DTXSID40441933;SHHUSQIOAKPGMO-UHFFFAOYSA-N;BCP33571;ARIPIPRAZOLE IMPURITY D [EP IMPURITY];Aripiprazole 2-Deschloro Impurity;7-[4-[4-(3-Chlorophenyl)-1-piperazinyl]butoxy]-3,4-dihydro-2(1H)-quinolinone

Chemical Property of 2-Deschloro Aripiprazole

Chemical Property:

• Melting Point: 100-102°C
• Boiling Point: 626.9±55.0 °C(Predicted)
• PKA: 14.42±0.20(Predicted)
• PSA: 48.30000
• Density: 1.206±0.06 g/cm3(Predicted)
• LogP: 4.29390
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (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:

99.90% ^*data from raw suppliers

ARIPIPRAZOLE EP IMPURITY D 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)NC2=C1C=CC(=C2)OCCCCN3CCN(CC3)C4=CC(=CC=C4)Cl
• Uses: 2-Deschloro Aripiprazole is an impurity of the antipsychotic agent Aripiprazole (A771000). Aripiprazole impurity B. 2-Deschloro Aripiprazole (Aripiprazole EP Impurity D) is an impurity of the antipsychotic agent Aripiprazole (A771000). Aripiprazole impurity B.

Technology Process of 2-Deschloro Aripiprazole

There total 2 articles about 2-Deschloro Aripiprazole 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) → 2-deschloro-aripiprazole (203395-82-8)

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:

7-(4-bromobutoxy)-3,4-dihydro-2(1H)-quinolinone (129722-34-5) + N-(m-chlorophenyl)piperazine (6640-24-0) → 2-deschloro-aripiprazole (203395-82-8)

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:

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

N-(m-chlorophenyl)piperazine

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

Refernces