1259305-29-7

Basic information

• Product Name: Aripiprazole Lauroxil
• 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
• CAS NO: 1259305-29-7
• Molecular Formula: C₃₆H₅₁Cl₂N₃O₄
• Molecular Weight: 660.71384
• EINECS: -0
• Product Categories: API
• Mol File: 1259305-29-7.mol

Chemical Properties

• Boiling Point: 781.7±60.0 °C(Predicted)
• Appearance: /
• Density: 1.153±0.06 g/cm3(Predicted)
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly, Sonicated)
• PKA: 7.67±0.10(Predicted)
• CAS DataBase Reference: Aripiprazole Lauroxil(CAS DataBase Reference)
• NIST Chemistry Reference: Aripiprazole Lauroxil(1259305-29-7)
• EPA Substance Registry System: Aripiprazole Lauroxil(1259305-29-7)

Safety Data

• Hazardous Substances Data: 1259305-29-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Aripiprazole Lauroxil is used as an antipsychotic medication for the treatment of schizophrenia. It works by targeting specific receptors in the brain, such as dopamine D2, 5-HT2A, and 5-HT1A receptors, to help manage the symptoms of the disorder.
Used in Schizophrenia Treatment:
Aripiprazole Lauroxil is used as a long-acting injectable pro-drug formulation for the management of schizophrenia. Its unique properties as a dopamine D2 receptor partial antagonist, a 5-HT2A antagonist, and a 5-HT1A partial agonist contribute to its effectiveness in treating the symptoms of schizophrenia.

Synthesis

The synthesis of aripiprazole lauroxil has only been described on gram scale in the patent literature. Commercially available aripiprazole (58) was treated with formaldehyde to give hemiaminal 59 in 65% crude yield and was then heated with lauric anhydride to give aripiprazole lauroxil (VII) in 21% overall yield.

Upstream product

• 119532-26-2 1-(2,3-dichlorophenyl)piperazine hydrochloride 
• 1259312-25-8 7-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butoxy)-1-(hydroxymethyl)-3,4-dihydroquinolin-2-(1H )-one 
• 61413-67-0 chloromethyl n-dodecanoate 
• 143-07-7 lauric acid 
• 129722-12-9 aripiprazole 
• 645-66-9 lauric anhydride 
• 112-16-3 n-dodecanoyl chloride 
• 1427053-51-7 7-(tert-butyl-dimethylsilanyloxy)-3,4-dihydro-1H-quinolin-2-one 
• 22246-18-0 7-hydroxy-3,4-dihydro-2-(1H)-quinolinone 
• 6940-78-9 4-chlorobutyl bromide 
• 41202-77-1 1-(2,3-dichlorophenyl)piperazine 

Relevant articles and documents

PROCESS FOR THE PREPARATION OF ARIPIPRAZOLE LAUROXIL

It is provided a process for the preparation of aripiprazole lauroxil that comprises reacting l-(hydroxymethyl) aripiprazole with lauric anhydride in the presence of DMAP and a solvent.

Lauroyl aripiprazole preparation method

The invention relates to a synthetic method of a chemical drug lauroyl aripiprazole (represented by a formula I), wherein the lauroyl aripiprazole is prepared from 7-[(4-halobutyl)-2-oxo-3,4-dihydroquinolinone-1(2H)-yl]methyldodecanoate through a one-step reaction. According to the invention, the method is high in yield, and the purity can reach more than 99.5%. The formula I is defined in the specification.

Lauroyl aripiprazole preparation method

The invention relates to a synthetic method of a chemical drug lauroyl aripiprazole (represented by a formula I), wherein lauroyl aripiprazole is prepared by using aripiprazole through a two-step reaction. The formula I is defined in the specification.

Preparation method of aripiprazole lauroxil

The invention belongs to the technical field of medicine synthesis methods, and provides a preparation method of aripiprazole lauroxil. The preparation method comprises the following steps: (1) carrying out a hydroxymethylation reaction: contacting and re

PROCESS FOR THE PREPARATION OF ARIPIPRAZOLE LAUROXIL

It is provided a process for the preparation of aripiprazole lauroxil that comprises reacting 1-(hydroxymethyl) aripiprazole with lauric acid in the presence of a suitable solvent and a carboxyl activating agent in the presence of a suitable solventand, o

IMPROVED PROCESS FOR THE PREPARATION OF ARIPIPRAZOLE LAUROXIL

The present invention relates to an improved process for the preparation of Aripiprazole Lauroxil of Formula (I).

IMPROVED PROCESS FOR THE PREPARATION OF 7-{4-[4-(2,3-DICHLOROPHENYL)-PIPERAZIN-1-YL]BUTOXY}-2OXO-3,4-DIHYDRO-2H-QUINOLIN-1-YL)METHYL DODECANOATE

The present invention relates to improved process for the preparation of 7-{4-[4- (2,3-dichlorophenyl)-piperazin-1-yl]butoxy }-2 oxo-3,4-dihydro-2H-quinolin-1-yl)methyl dodecanoate compound of formula-1, which is represented by the following structural fo

PROCESS FOR PREPARING ARIPIPRAZOLE LAUROXIL AND INTERMEDIATES THEREOF

A process for preparing a compound of formula I': or a pharmaceutically acceptable salt thereof, in which R represents optionally substituted or unsubstituted alkyl group, comprising reacting a compound of formula III: with a carboxylic acid in the presen

Preparation method of aripiprazole lauroxil

The invention provides a preparation method of aripiprazole lauroxil. The method comprises steps as follows: S1, a compound (II) and halogenated silane react in amide solvents in the presence of an acid-binding agent, and a compound (III) is obtained, wherein R1, R2 and R3 are alkyls; S2, in alcohol solvents, the compound (III) and paraformaldehyde react in the presence of the acid-binding agent,a treated intermediate product reacts with n-dodecanoyl chloride in a furan or amide solvent in the presence of the acid-binding agent, and a compound (IV) is produced; S3, the compound (IV) is subjected to silyl ether removal in a furfural solvent by use of tetrabutylammonium fluoride, and a compound (V) is obtained; S4, the compound (V), 1-bromo-4-chlorobutane and 1-(2,3-dichlorophenyl) piperazine react in a mixed solvent of one or more of an acetone solvent, an amide solvent and a nitrile solvent in the presence of the acid-binding agent and sodium iodide, and aripiprazole lauroxil is prepared. The method adopts a simple process, can notably increase the yield and the purity of products, can be reproducible and facilitates industrial production.