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Aripiprazole lauroxil

Names

[ CAS No. ]:
1259305-29-7

[ Name ]:
Aripiprazole lauroxil

[Synonym ]:
Aripiprazole lauroxil (USAN)
Aripiprazole lauroxil
UNII-B786J7A343
(7-(4-(4-(2,3-Dichlorophenyl)piperazin-1-yl)butoxy)-2-oxo-3,4-dihydroquinolin-1(2H)-yl)methyl dodecanoate
RDC-3317

Biological Activity

[Description]:

Aripiprazole lauroxil, an N-acyloxymethyl prodrug of aripiprazole, is a Long-acting injectable (LAI) typical antipsychotic for schizophrenia. Aripiprazole lauroxil is cleaved by body’s enzyme esterase to N-hydroxymethyl aripiprazole (plus lauric acid) and then to aripiprazole (plus formaldehyde), no toxicity[1].

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Neurological Disease

[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]. Jann MW, et al. Long-Acting Injectable Second-Generation Antipsychotics: An Update and Comparison Between Agents.CNS Drugs. 2018 Mar;32(3):241-257.

[2]. Rohde M, et al. Biological conversion of aripiprazole lauroxil - An N-acyloxymethyl aripiprazole prodrug.Results Pharma Sci. 2014 May 2;4:19-25.

Chemical & Physical Properties

[ Molecular Formula ]:
C36H51Cl2N3O4

[ Molecular Weight ]:
660.71400

[ Exact Mass ]:
659.32600

[ PSA ]:
62.32000

[ LogP ]:
8.74330

[ Storage condition ]:
2~8°C

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds