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Brexpiprazole S-oxide

Names

[ CAS No. ]:
1191900-51-2

[ Name ]:
Brexpiprazole S-oxide

[Synonym ]:
Benzo[b]thiophenium, 4-[4-[4-[(1,2-dihydro-2-oxo-7-quinolinyl)oxy]butyl]-1-piperazinyl]-1-hydroxy-, inner salt
N22UPQ09R0
4-(4-{4-[(2-Oxo-1,2-dihydro-7-quinolinyl)oxy]butyl}-1-piperazinyl)-1-benzothiophenium-1-olate
DM-3411
UNII:N22UPQ09R0
Brexpiprazole Sulfoxide
Brexpiprazole S-Oxide
Brexpiprazole Impurity 20

Biological Activity

[Description]:

Brexpiprazole S-oxide (DM-3411) is a main metabolite of Brexpiprazole and is metabolized by cytochrome P450 3A4 (CYP3A4). Brexpiprazole is an atypical antipsychotic agent and a partial agonist of human 5-HT1A and dopamine receptor with Kis of 0.12 nM and 0.3 nM, respectively. Brexpiprazole is also a 5-HT2A receptor antagonist with a Ki of 0.47 nM[1][2][3].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Dopamine Receptor
Signaling Pathways >> Neuronal Signaling >> Dopamine Receptor
Research Areas >> Neurological Disease
Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor
Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor

[Target]

Ki: 0.12 nM (5-HT1A), 0.3 nM (D2L), 0.47 nM (5-HT2A)[2]


[References]

[1]. Chen B, et al. Effects of 26 Recombinant CYP3A4 Variants on Brexpiprazole Metabolism. Chem Res Toxicol. 2019 Oct 17.

[2]. Ishima T, et al. Potentiation of neurite outgrowth by brexpiprazole, a novel serotonin-dopamine activity modulator: a role for serotonin 5-HT1A and 5-HT2A receptors. Eur Neuropsychopharmacol. 2015 Apr;25(4):505-11.

[3]. Yoshimi N, et al. Improvement of dizocilpine-induced social recognition deficits in mice by brexpiprazole, a novel serotonin-dopamine activity modulator. Eur Neuropsychopharmacol. 2015 Mar;25(3):356-64.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Molecular Formula ]:
C25H27N3O3S

[ Molecular Weight ]:
449.565

[ Exact Mass ]:
449.177307

[ Index of Refraction ]:
1.693

Related Compounds