Aripiprazole Lauroxil

Base Information

• Chemical Name: Aripiprazole Lauroxil
• CAS No.: 1259305-29-7
• Molecular Formula: C36H51Cl2N3O4
• Molecular Weight: 660.725
• Mol file: 1259305-29-7.mol

Synonyms:Aripiprazole Lauroxil;Dodecanoic acid [7-[4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy]-3,4-dihydro-2-oxo-1(2H)-quinolinyl]methyl ester;RDC 3317

Chemical Property of Aripiprazole Lauroxil

Chemical Property:

• Boiling Point: 781.7±60.0 °C(Predicted)
• PKA: 7.67±0.10(Predicted)
• PSA: 62.32000
• Density: 1.153±0.06 g/cm3(Predicted)
• LogP: 8.74330
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Sonicated)

Purity/Quality:

98%,99%, ^*data from raw suppliers

Aripiprazolelauroxil ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Aripiprazole lauroxil is a long acting injectable (LAI) pro-drug formulation of aripiprazole approved in the U.S. for the treatment of schizophrenia. Aripiprazole lauroxil is a dopamine D2 receptor partial antagonist, a 5-HT2A antagonist, and a 5- HT1A partial agonist that was developed by Alkermes. It was Aripiprazole lauroxil is a long acting injectable (LAI) pro-drug formulation of aripiprazole approved in the U.S. for the treatment of schizophrenia.28 Aripiprazole lauroxil is a dopamine D2 receptor partial antagonist, a 5-HT2A antagonist, and a 5- HT1A partial agonist that was developed by Alkermes. It was

Technology Process of Aripiprazole Lauroxil

There total 11 articles about Aripiprazole Lauroxil 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: 86.4%

1-(2,3-dichlorophenyl)piperazine hydrochloride (119532-26-2,864512-47-0) → dodecanoic acid [7-[4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy]-3,4-dihydro-2-oxo-1(2H)-quinolinyl]methyl ester (1259305-29-7)

Guidance literature:

With sodium hydroxide; In water; at 95 ℃; for 14h; Reagent/catalyst; Temperature; Solvent;

Reference yield: 83.0%

n-dodecanoyl chloride (112-16-3) + 7-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butoxy)-1-(hydroxymethyl)-3,4-dihydroquinolin-2-(1H )-one (1259312-25-8) → dodecanoic acid [7-[4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy]-3,4-dihydro-2-oxo-1(2H)-quinolinyl]methyl ester (1259305-29-7)

Guidance literature:

7-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butoxy)-1-(hydroxymethyl)-3,4-dihydroquinolin-2-(1H )-one; With triethylamine; In dichloromethane; at 20 ℃; for 0.0833333h;

n-dodecanoyl chloride; In dichloromethane; at 20 - 30 ℃; for 1h; Solvent; Reagent/catalyst;

Reference yield: 82.0%

lauric acid (143-07-7) + 7-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butoxy)-1-(hydroxymethyl)-3,4-dihydroquinolin-2-(1H )-one (1259312-25-8) → dodecanoic acid [7-[4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy]-3,4-dihydro-2-oxo-1(2H)-quinolinyl]methyl ester (1259305-29-7)

Guidance literature:

lauric acid; With dicyclohexyl-carbodiimide; In dichloromethane; for 0.166667h;

7-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butoxy)-1-(hydroxymethyl)-3,4-dihydroquinolin-2-(1H )-one; With dmap; In dichloromethane; at 15 - 25 ℃; for 2h;

upstream raw materials:

4-chlorobutyl bromide

1-(2,3-dichlorophenyl)piperazine

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

7-(tert-butyl-dimethylsilanyloxy)-3,4-dihydro-1H-quinolin-2-one

Refernces

• 1、 -. "Lauroyl aripiprazole preparation method". Paragraph 0012; 0013. . Retrieved 2020/03/06.
• 2、 -. "Preparation method of aripiprazole lauroxil". Paragraph 0089-0100. . Retrieved 2019/10/01.