7-[4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy]-3,4-dihydro-1H-quinolin-2-one,hydrate

Modify Date: 2024-01-22 13:25:09

7-[4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy]-3,4-dihydro-1H-quinolin-2-one,hydrate Structure
7-[4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy]-3,4-dihydro-1H-quinolin-2-one,hydrate structure
Common Name 7-[4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy]-3,4-dihydro-1H-quinolin-2-one,hydrate
CAS Number 851220-85-4 Molecular Weight 466.40100
Density N/A Boiling Point N/A
Molecular Formula C23H29Cl2N3O3 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of 7-[4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy]-3,4-dihydro-1H-quinolin-2-one,hydrate


Aripiprazole (OPC-14597) monohydrate, an atypical antipsychotic, is a potent and high-affinity dopamine D2 receptor partial agonist. Aripiprazole monohydrate is an inverse agonist at 5-HT2B and 5-HT2A receptors and displays partial agonist actions at 5-HT1A, 5-HT2C, D3, and D4 receptors. Aripiprazole monohydrate can be used for the research of schizophrenia and COVID19[1][2][3][4].

 Names

Name 7-[4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy]-3,4-dihydro-1H-quinolin-2-one,hydrate
Synonym More Synonyms

  Biological Activity

Description Aripiprazole (OPC-14597) monohydrate, an atypical antipsychotic, is a potent and high-affinity dopamine D2 receptor partial agonist. Aripiprazole monohydrate is an inverse agonist at 5-HT2B and 5-HT2A receptors and displays partial agonist actions at 5-HT1A, 5-HT2C, D3, and D4 receptors. Aripiprazole monohydrate can be used for the research of schizophrenia and COVID19[1][2][3][4].
Related Catalog
Target

5-HT1A Receptor

5-HT2A Receptor

5-HT2B Receptor

5-HT2C Receptor

D2 Receptor

D3 Receptor

D4 Receptor

In Vitro Aripiprazole monohydrate potently activates D2 receptor-mediated inhibition of cAMP accumulation[1]. Aripiprazole monohydrate shows a greater anti-inflammatory effect on TNF-α, IL-13, IL-17α and fractalkine[3].
In Vivo Aripiprazole monohydrate (0-3 mg/kg, IP, daily) shows some anxiolytic properties[4]. Animal Model: WAG/Rij rats (N = 6 per dose, 6 months, administration of a mixture of tiletamine/zolazepam)[4] Dosage: 0, 0.3, 1, 3 mg/kg Administration: IP, 1 mL/kg, every day at 5 p.m. until the end of the experiments Result: Showed some anxiolytic properties with the 1 mg/kg dose being the most active.
References

[1]. Burris KD, et al. Aripiprazole, a novel antipsychotic, is a high-affinity partial agonist at human dopamine D2 receptors. J Pharmacol Exp Ther. 2002 Jul;302(1):381-9.

[2]. Davies MA, et al. Aripiprazole: a novel atypical antipsychotic drug with a uniquely robust pharmacology. CNS Drug Rev. 2004 Winter;10(4):317-36.

[3]. Crespo-Facorro B, et al. Aripiprazole as a Candidate Treatment of COVID-19 Identified Through Genomic Analysis. Front Pharmacol. 2021 Mar 2;12:646701.

[4]. Russo E, et al. Ameliorating effects of aripiprazole on cognitive functions and depressive-like behavior in a genetic rat model of absence epilepsy and mild-depression comorbidity. Neuropharmacology. 2013 Jan;64:371-9.

 Chemical & Physical Properties

Molecular Formula C23H29Cl2N3O3
Molecular Weight 466.40100
Exact Mass 465.15900
PSA 57.53000
LogP 4.88300

 Synthetic Route

~96%

7-[4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy]-3,4-dihydro-1H-quinolin-2-one,hydrate Structure

7-[4-[4-(2,3-di...

CAS#:851220-85-4

Literature: BRISTOL-MYERS SQUIBB COMPANY Patent: WO2005/41970 A1, 2005 ; Location in patent: Page/Page column 7; 14 ;

~%

7-[4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy]-3,4-dihydro-1H-quinolin-2-one,hydrate Structure

7-[4-[4-(2,3-di...

CAS#:851220-85-4

Literature: SYNTHON B.V. Patent: WO2006/53780 A1, 2006 ; Location in patent: Page/Page column 23 ;

 Synonyms

7-[4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy]-3,4-dihydro-2(1H)-quinolinone hydrate
7-[4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy]-3,4-dihydrocarbostyril monohydrate
Aripiprazole monohydrate
aripiprazole hydrate
Aripiprazole hydrate
7-(4-[4-(2,3-dichloropheny)-1-piperazinyl]-butoxy)-3,4-dihydrocarbostyril monohydrate
7-(4-[4-(2,3-dichloropheny)-1-piperazinyl]-butoxy)-3,4-dihydro-2(1H)-quinolone monohydrate
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