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Aripiprazole

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Name

Aripiprazole

EINECS 200-835-2
CAS No. 129722-12-9 Density 1.263 g/cm3
PSA 44.81000 LogP 5.00020
Solubility N/A Melting Point 139 °C
Formula C23H27Cl2N3O2 Boiling Point 646.2 °C at 760 mmHg
Molecular Weight 448.392 Flash Point 344.6 °C
Transport Information N/A Appearance colourless flake crystalline solid
Safety 16-36/37 Risk Codes 11-20/21/22-36
Molecular Structure Molecular Structure of 129722-12-9 (Aripiprazole) Hazard Symbols F,Xn
Synonyms

Aripiprazole [USAN];Aripiprazole (JAN/USAN);2(1H)-Quinolinone,7-[4-[4-(2,3-dichlorophenyl)- 1-piperazinyl]butoxy]-3,4-dihydro-;7-(4-(4-(2,3-Dichlorophenyl)-1-piperazinyl)butoxy)-3,4-dihydro-2(1H)-quinolinone;Abilitat;7-(4-(4-(2,3-Dichlorophenyl)-1-piperazinyl)butyloxy)-3,4-dihydro-2(1H)-quinolinone;OPC-14597;Abilify (TN);Abilify;7-[4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy]-3,4-dihydro-1H-quinolin-2-one;OPC 31;2(1H)-Quinolinone, 7-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)butoxy)-3,4-dihydro-;Opc 14597;Arpiprazole;Alipiprazole;Aripiprzole;Aripipazole;7-(4-(4-(2,3-Dichlorophenyl)piperazin-1-yl)butoxy)-3,4-dihydroquinolin-2(1H)-one;

Article Data 62

Aripiprazole Synthetic route

1026778-41-5

Aripiprazole hydrochloride

129722-12-9

aripiprazole

Conditions
ConditionsYield
at 100 - 120℃; for 21h; Industrial scale;99.3%
With sodium hydroxide; water In isopropyl alcohol at 15 - 80℃; for 4.5h; pH=>= 12;
With sodium hydroxide In methanol; water at 20 - 45℃;

1-(2,3-dichlorophenyl)-piperazine hydrochloride

120004-79-7

3,4-dihydro-7-(4-chlorobutoxy)-2(1H)-quinolinone

129722-12-9

aripiprazole

Conditions
ConditionsYield
With potassium carbonate In water for 3h; Reflux;98%
With potassium carbonate In water for 3h; Reflux;98%
With potassium carbonate In water at 90 - 95℃; for 4h;92.8%
884596-21-8

7-[4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy]-3,4-dihydro-2(1H)-quinolinone methanol solvate

129722-12-9

aripiprazole

Conditions
ConditionsYield
In isopropyl alcohol Product distribution / selectivity;96.8%
In acetonitrile for 2h; Product distribution / selectivity; Heating / reflux;91.4%
In Isopropyl acetate for 2h; Product distribution / selectivity; Heating / reflux;85.7%

7-[4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy]-3,4-dihydro-2(1H)-quinolinone ethanol hemisolvate

129722-12-9

aripiprazole

Conditions
ConditionsYield
In isopropyl alcohol Product distribution / selectivity;94.6%
In ethyl acetate Product distribution / selectivity; Heating / reflux;
at 90℃; for 6h; Product distribution / selectivity;
at 80℃; for 15h; Product distribution / selectivity;
120004-79-7

3,4-dihydro-7-(4-chlorobutoxy)-2(1H)-quinolinone

41202-77-1

1-(2,3-dichlorophenyl)piperazine

129722-12-9

aripiprazole

Conditions
ConditionsYield
Stage #1: 7-(4-chlorobutoxy)-3,4-dihydroquinolin-2(1H)-one With sodium iodide In N,N-dimethyl-formamide at 70 - 80℃; for 1h;
Stage #2: 1-(2,3-dichlorophenyl)piperazine With potassium carbonate In N,N-dimethyl-formamide at 70 - 80℃; for 4h;
94%
With potassium carbonate In N,N-dimethyl-formamide at 100℃;57 mg
201230-82-2

carbon monoxide

1-(2,3-dichlorophenyl)-4-(4-(3-nitro-4-vinylphenoxy)butyl)piperazine

129722-12-9

aripiprazole

Conditions
ConditionsYield
With palladium (II) nitrate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In tetrahydrofuran; water at 50℃; under 30003 Torr; for 20h; Pressure; Temperature; Reagent/catalyst;94%
With palladium(II) trifluoroacetate; toluene-4-sulfonic acid In tetrahydrofuran at 80℃; under 26601.8 Torr; for 20h; regioselective reaction;1.074 g
851220-85-4

aripiprazole monohydrate

129722-12-9

aripiprazole

Conditions
ConditionsYield
In isopropyl alcohol Product distribution / selectivity;93.6%
at 60 - 125℃; for 1 - 50h; Conversion of starting material;

7-{4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy}-3,4-dihydrocarbostyril DL-tartrate

129722-12-9

aripiprazole

Conditions
ConditionsYield
With ammonia; water In chloroform at 30 - 35℃; for 0.333333h; Product distribution / selectivity;93.43%
22246-18-0

7-hydroxy-3,4-dihydro-2-(1H)-quinolinone

C14H19Cl3N2*ClH

129722-12-9

aripiprazole

Conditions
ConditionsYield
With potassium carbonate In water at 99℃; for 5h; Reagent/catalyst; Temperature;91.4%
1258382-04-5

7-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)-butoxy)-3,4-dihydro-2(1H)-carbostyril maleate

129722-12-9

aripiprazole

Conditions
ConditionsYield
With sodium hydroxide In water; toluene at 65℃; for 0.25h; pH=~ 11; Product distribution / selectivity;91%
With sodium hydroxide In water; toluene at 65 - 80℃; for 0.5h; pH=~ 11;91%

Aripiprazole Chemical Properties

Molecular structure of Aripiprazole (CAS NO.129722-12-9) is:

Product Name: Aripiprazole
CAS Registry Number: 129722-12-9
IUPAC Name: 7-[4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy]-3,4-dihydro-1H-quinolin-2-one
Molecular Weight: 448.38538 [g/mol]
Molecular Formula: C23H27Cl2N3O2
XLogP3-AA: 4.6
H-Bond Donor: 1
H-Bond Acceptor: 4
Melting Point: 139 °C
Surface Tension: 48.4 dyne/cm
Density: 1.263 g/cm3
Flash Point: 344.6 °C
Enthalpy of Vaporization: 95.31 kJ/mol
Boiling Point: 646.2 °C at 760 mmHg
Vapour Pressure: 1.38E-16 mmHg at 25°C
Product Categories: Inorganic & Organic chemicals;Active Pharmaceutical Ingredients;API;Heterocyclic Compounds;Chemistry;Intermediates & Fine Chemicals;Neurochemicals;Pharmaceuticals;Isotope Labeled Compounds

Aripiprazole History

 Aripiprazole (CAS NO.129722-12-9) was approved by the Food and Drug Administration on November 15, 2002 for the treatment of schizophrenia, the sixth atypical antipsychotic medication of its kind. More recently, it received FDA approval for the treatment of acute manic and mixed episodes associated with bipolar disorder, and as an adjunct for the treatment of major depressive disorder.It was developed by Otsuka in Japan; in the U.S., Otsuka America markets the drug jointly with Bristol-Myers Squibb.

Aripiprazole Uses

 Aripiprazole (CAS NO.129722-12-9) is used for the treatment of schizophrenia, the sixth atypical antipsychotic medication of its kind and for the treatment of acute manic and mixed episodes, in both pediatric patients aged 10–17 and in adults. Also it is used as an adjunct for the treatment of major depressive disorder. It has been approved by the FDA for the treatment of schizophrenia and for the treatment of unipolar depression when used adjunctively with an antidepressant medication.Also, it can treat irritability in persons with autism.

Aripiprazole Specification

 Aripiprazole , its cas register number is 129722-12-9. It also can be called Aripiprazole [USAN] ; 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-dihydrocarbostyril ; 7-(4-(4-(2,3-Dichlorophenyl)-1-piperazinyl)butyloxy)-3,4-dihydro-2(1H)-quinolinone ; Abilify ; Abilify Discmelt ; Abilitat ;  Discmelt ; 2(1H)-Quinolinone, 7-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)butoxy)-3,4-dihydro- .It is a colourless flake crystalline solid.

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