ChemicalBook > CAS DataBase List > Aripiprazole Lauroxil

Aripiprazole Lauroxil

Product Name: Aripiprazole Lauroxil
CAS No.: 1259305-29-7
Chemical Name: Aripiprazole Lauroxil
Synonyms: RDC 3317;1259305-29-7.;Aripiprazole Lauroxil;Aripiprazole Lauroxil, 10 mM in DMSO;Pantoprazole Impurity 27 Hydrochloride;schizophrenia,Aristada,inhibit,Aripiprazole Lauroxil,Inhibitor;(7-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butoxy)-2-oxo-3,4-dihydroquinolin-1(2H)-yl)methyl dodecanoate;Dodecanoic acid [7-[4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy]-3,4-dihydro-2-oxo-1(2H)-quinolinyl]methyl ester
CBNumber: CB62738156
Molecular Formula: C36H51Cl2N3O4
Formula Weight: 660.71
MOL File: 1259305-29-7.mol

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Aripiprazole Lauroxil Property

Melting point:: 83 - 84°C
Boiling point:: 781.7±60.0 °C(Predicted)
Density: 1.153±0.06 g/cm3(Predicted)
storage temp.: Refrigerator, under inert atmosphere
solubility: Chloroform (Slightly), Methanol (Slightly, Sonicated)
form: Solid
pka: 7.67±0.10(Predicted)
color: White to Off-White
InChIKey: DDINXHAORAAYAD-UHFFFAOYSA-N
SMILES: C(OCN1C2=C(C=CC(OCCCCN3CCN(C4=CC=CC(Cl)=C4Cl)CC3)=C2)CCC1=O)(=O)CCCCCCCCCCC

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H332Harmful if inhaled

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P322Specific measures (see …on this label).

P330Rinse mouth.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC

Product number: A771028
Product name: Aripiprazolelauroxil
Packaging: 10mg
Price: $50
Updated: 2021/12/16

DC Chemicals

Product number: 012302
Product name: AripiprazoleLauroxil
Packaging: 002
Price: $600
Updated: 2021/12/16

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Aripiprazole Lauroxil Chemical Properties,Usage,Production

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

Uses

Aripiprazole lauroxil, an N-acyloxymethyl proagent of Aripiprazole (HY-14546), is a Long-acting injectable (LAI) typical antipsychotic for schizophrenia and a ligand of dopamine receptor D2R/D4R. Aripiprazole lauroxil is cleaved by body’s enzyme esterase to N-hydroxymethyl aripiprazole (plus lauric acid) and then to aripiprazole (plus formaldehyde), no toxicity.

Definition

ChEBI: A dodecanoate ester obtained by formal condensation of the carboxy group of dodecanoic acid with the hydroxy group of 7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-2-oxo-3,4-dihydroquinolin-1(2H)-yl]methanol. A prodrug for aripipraz le, it is used for treatment 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.

in vivo

Aripiprazole lauroxil (intravenous administration; 1.87 mg/ml) bioconversion in vivo involves the formation of an intermediate, N-hydroxymethyl aripiprazole, the in vitro data indicates a high bioconversion of aripiprazole lauroxil, thus, the concentration of N-hydroxymethyl aripiprazole observed in the animals dosed with aripiprazole lauroxil is surprisingly high^[1].

Animal Model:	Female Sprague Dawley rats^[1]
Dosage:	1.87?mg/ml?
Administration:	Blood samples is taken at 5, 15, 30?min and 1, 2, 4, 6, 8 and 24?h after administration
Result:	Exhibits an clearance: 0.32?±?0.11?L/h/kg.?

References

[1] Amani P,et al. Characterizing aripiprazole and its ester derivatives, lauroxil and cavoxil, in interaction with dopamine D2 receptor: Molecular docking and dynamics simulations with physicochemical appraisals[J]. Journal of Molecular Liquids, 2022, 362: 119787.
[2] Jann MW, et al. Long-Acting Injectable Second-Generation Antipsychotics: An Update and Comparison Between Agents.CNS Drugs. 2018 Mar;32(3):241-257. DOI:10.1007/s40263-018-0508-6
[3] Rohde M, et al. Biological conversion of aripiprazole lauroxil - An N-acyloxymethyl aripiprazole prodrug.Results Pharma Sci. 2014 May 2;4:19-25. DOI:10.1016/j.rinphs.2014.04.002

Aripiprazole Lauroxil Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Aripiprazole Lauroxil manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: Aripiprazole Lauroxil 1259305-29-7
Price: US $1.10/g
Min. Order: 1g
Purity: 99.0% min
Supply Ability: 100 tons min
Release date: 2021-05-25

Hebei Chuanghai Biotechnology Co., Ltd

Product: Aripiprazole Lauroxil 1259305-29-7
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-11-04

Career Henan Chemical Co

Product: Aripiprazole lauroxil 1259305-29-7
Price: US $2000.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 10kg
Release date: 2018-08-01

1259305-29-7, Aripiprazole LauroxilRelated Search:

Dodecanamide Aripiprazole Lauroxil Intermediate

1259305-29-7.

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

schizophrenia,Aristada,inhibit,Aripiprazole Lauroxil,Inhibitor

(7-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butoxy)-2-oxo-3,4-dihydroquinolin-1(2H)-yl)methyl dodecanoate

Pantoprazole Impurity 27 Hydrochloride

Aripiprazole Lauroxil, 10 mM in DMSO

1259305-29-7

C36H51Cl2N3O4

API