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SML0935

Sigma-Aldrich

Aripiprazole

≥98% (HPLC)

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Synonym(s):
7-[4-[4-(2,3-Dichlorophenyl)-1-piperazinyl]butoxy]-3,4-dihydro-2(1H)-quinolinone, 7-{4-[4-(2,3-Dichlorophenyl)-1-piperazinyl]butoxy}-3,4-dihydro-2(1H)-quinolinone
Empirical Formula (Hill Notation):
C23H27Cl2N3O2
CAS Number:
Molecular Weight:
448.39
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

−20°C

InChI

1S/C23H27Cl2N3O2/c24-19-4-3-5-21(23(19)25)28-13-11-27(12-14-28)10-1-2-15-30-18-8-6-17-7-9-22(29)26-20(17)16-18/h3-6,8,16H,1-2,7,9-15H2,(H,26,29)

InChI key

CEUORZQYGODEFX-UHFFFAOYSA-N

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This Item
PHR1784D5314Y0001649
Sigma-Aldrich

Sigma-Aldrich

SML0935

Aripiprazole

Supelco

Supelco

PHR1784

Aripiprazole

Sigma-Aldrich

Sigma-Aldrich

D5314

DPQ

vibrant-m

Y0001649

Aripiprazole

form

powder

form

-

form

solid

form

-

color

white to beige

color

-

color

-

color

-

solubility

DMSO: 5 mg/mL, clear (warmed)

solubility

-

solubility

DMSO: 1 mg/mL, clear, colorless to faintly yellow

solubility

-

storage temp.

−20°C

storage temp.

2-30°C

storage temp.

2-8°C

storage temp.

2-8°C

General description

3, 4 dihydro-2--(1H)quinolinone is the major component of aripiprazole.

Application

Aripiprazole has been used to study behavioral and neurochemical effects of aripiprazole treatment in juvenile spontaneously hypertensive rats (SHR), a model for attention deficit hyperactivity disorder (ADHD).
Aripiprazole has been used to study its effect on mammary tumorigenesis, mediated by retrovirus delivery of receptor tyrosine-protein kinase 2 or HRas proto-oncogene, GTPase or by transgenic expression of Wnt-1 (proto-oncoprotein). It has also been used to study its behavioral and neurochemical effects in juvenile spontaneously hypertensive rats.

Biochem/physiol Actions

Aripiprazole is a second generation atypical antipsychotic and anti-depressant with partial agonist activity at dopamine D2 and serotonin 5-HT1A receptors and antagonist activity at serotonin 5-HT2A receptors. Ki values are 0.34 nM, 0.8 nM, 1.7 nM, and 3.4 nM, respectively, for dopamine D2 and D3, serotonin 5-HT1A and 5-HT2A receptors. Aripiprazole is used in the treatment of schizophrenia.
Aripiprazole serves as a ‘dopaminergic stabilizer′. It is used as a potential therapeutic to treat schizophrenia patients. In addition, it is also preferably used to treat attention deficit hyperactivity disorder (ADHD) in patients with Tourette syndrome (TS).

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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705578-5MG-PW

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Neil M Richtand et al.
Physiology & behavior, 106(2), 171-177 (2012-02-22)
Studies characterizing treatment interventions in a naturalistic setting suggest that antidepressant and antipsychotic medications may be equally effective in improving clinical outcome in individuals at high risk for first-episode psychosis. Of interest, both beneficial as well as potentially adverse effects
Aripiprazole and Riluzole treatment alters behavior and neurometabolites in young ADHD rats: a longitudinal 1 H-NMR spectroscopy study at 11.7 T.
Rizzo F, et al.
Translational Psychiatry, 7(8), e1189-e1189 null
Hyperprolactinemia-inducing antipsychotics increase breast cancer risk by activating JAK-STAT5 in precancerous lesions.
Johnston A N, et al.
Breast Cancer Research, 20(1), 42-42 (2018)
Angie Mae Rodday et al.
Journal of child and adolescent psychopharmacology, 25(4), 351-361 (2015-04-29)
The number of children and adolescents (hereafter referred to as "children") who have been prescribed second-generation antipsychotics (SGAs) has increased over the last decade, but little is known about monitoring practices in pediatric patients who are vulnerable to adverse effects.
Na Ye et al.
Current medicinal chemistry, 21(4), 437-457 (2013-10-30)
Psychiatric disorders like schizophrenia and neurodegenerative diseases like Parkinson's disease are associated with poly-factorial pathogenic mechanisms, with several neurotransmitter systems closely involved. In addition to the cerebral dopaminergic (DA) system, the serotoninergic (5-HT) system also plays a crucial role in

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