Product Name

  • Name

    Aripiprazole

  • EINECS 200-835-2
  • CAS No. 129722-12-9
  • Article Data62
  • CAS DataBase
  • Density 1.263 g/cm3
  • Solubility
  • 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
  • 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;
  • PSA 44.81000
  • LogP 5.00020

Synthetic route

Aripiprazole hydrochloride
1026778-41-5

Aripiprazole hydrochloride

aripiprazole
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

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

3,4-dihydro-7-(4-chlorobutoxy)-2(1H)-quinolinone
120004-79-7

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

aripiprazole
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%
7-[4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy]-3,4-dihydro-2(1H)-quinolinone methanol solvate
884596-21-8

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

aripiprazole
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

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

aripiprazole
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;
3,4-dihydro-7-(4-chlorobutoxy)-2(1H)-quinolinone
120004-79-7

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

1-(2,3-dichlorophenyl)piperazine
41202-77-1

1-(2,3-dichlorophenyl)piperazine

aripiprazole
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
carbon monoxide
201230-82-2

carbon monoxide

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

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

aripiprazole
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
aripiprazole monohydrate
851220-85-4

aripiprazole monohydrate

aripiprazole
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

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

aripiprazole
129722-12-9

aripiprazole

Conditions
ConditionsYield
With ammonia; water In chloroform at 30 - 35℃; for 0.333333h; Product distribution / selectivity;93.43%
7-hydroxy-3,4-dihydro-2-(1H)-quinolinone
22246-18-0

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

C14H19Cl3N2*ClH

C14H19Cl3N2*ClH

aripiprazole
129722-12-9

aripiprazole

Conditions
ConditionsYield
With potassium carbonate In water at 99℃; for 5h; Reagent/catalyst; Temperature;91.4%
7-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)-butoxy)-3,4-dihydro-2(1H)-carbostyril maleate
1258382-04-5

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

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

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

7-(4-bromobutoxy)-3,4-dihydro-2(1H)-quinolinone
129722-34-5

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

aripiprazole
129722-12-9

aripiprazole

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 2 - 3h; Product distribution / selectivity; Heating / reflux;90%
With sodium carbonate; sodium dodecyl sulfate In acetonitrile for 4h; Product distribution / selectivity; Heating / reflux;90%
With potassium carbonate In acetonitrile at 25 - 85℃; for 8h;89%
1-(2,3-dichlorophenyl)-piperazine hydrochloride

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

3,4-dihydro-7-(4-chlorobutoxy)-2(1H)-quinolinone
120004-79-7

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

A

7-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-7-oxy)butoxy)-3,4-dihydroquinoline-2(1H)-one

7-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-7-oxy)butoxy)-3,4-dihydroquinoline-2(1H)-one

B

aripiprazole
129722-12-9

aripiprazole

Conditions
ConditionsYield
With potassium carbonate; sodium iodide; tetrabutylammomium bromide In acetonitrile at 20℃; Product distribution / selectivity; Heating / reflux;A 0.05%
B 90%
...Expand
1-(2,3-dichlorophenyl)piperazine
41202-77-1

1-(2,3-dichlorophenyl)piperazine

7-(4-bromobutoxy)-3,4-dihydro-2(1H)-quinolinone
129722-34-5

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

aripiprazole
129722-12-9

aripiprazole

Conditions
ConditionsYield
With sodium hydroxide In water; dimethyl sulfoxide; N,N-dimethyl-formamide at 60℃; for 4h; Temperature;89.3%
With triethylamine In acetonitrile at 30 - 81℃; for 4 - 5h; Product distribution / selectivity;83.15%
With triethylamine In acetonitrile for 4h; Reflux;53%
1-(2,3-dichlorophenyl)-piperazine hydrochloride

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

3,4-dihydro-7-(4-chlorobutoxy)-2(1H)-quinolinone
120004-79-7

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

7-(4-bromobutoxy)-3,4-dihydro-2(1H)-quinolinone
129722-34-5

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

aripiprazole
129722-12-9

aripiprazole

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; sodium iodide In pentan-1-ol at 100℃; for 5h; Product distribution / selectivity; Heating / reflux;88%
Stage #1: 7-(4-chlorobutoxy)-3,4-dihydroquinolin-2(1H)-one; 7-(4-bromobutoxy)-3,4-dihydro-2(1H)-quinolinone With sodium iodide In acetonitrile for 17h; Heating / reflux;
Stage #2: 1-(2,3-dichlorophenyl)-piperazine hydrochloride With triethylamine In acetonitrile for 23h; Product distribution / selectivity; Heating / reflux;		83%
...Expand
1-(2,3-dichlorophenyl)piperazine hydrochloride

1-(2,3-dichlorophenyl)piperazine hydrochloride

3,4-dihydro-7-(4-chlorobutoxy)-2(1H)-quinolinone
120004-79-7

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

aripiprazole
129722-12-9

aripiprazole

Conditions
ConditionsYield
With potassium carbonate In water at 85 - 90℃; for 3.16h; Temperature; Solvent; Large scale;88%
With potassium carbonate; sodium iodide In acetonitrile Reflux; Large scale;3.6 kg
7-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)-butoxy)-3,4-dihydro-2(1H)-carbostyril oxalate

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

aripiprazole
129722-12-9

aripiprazole

Conditions
ConditionsYield
With sodium hydroxide In water Product distribution / selectivity;85%
With sodium carbonate In dichloromethane; water pH=9.0;
7-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)-butoxy)-3,4-dihydro-2(1H)-carbostyril L-tartrate

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

aripiprazole
129722-12-9

aripiprazole

Conditions
ConditionsYield
With sodium hydroxide In water; toluene at 65℃; for 0.25h; pH=~ 11; Product distribution / selectivity;84%
1-(2,3-dichlorophenyl)-piperazine hydrochloride

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

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

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

aripiprazole
129722-12-9

aripiprazole

Conditions
ConditionsYield
With triethylamine; sodium iodide In acetonitrile at 0 - 82℃; for 4h; Heating / reflux;83.3%
7-(4-hydroxy butoxy)-3,4-dihydro-2-(1H)-quinoline

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

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

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

aripiprazole
129722-12-9

aripiprazole

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; (cyanomethyl) tri-n-butylphosphonium iodide In toluene at 30 - 40℃; for 4h; Reagent/catalyst; Solvent; Inert atmosphere;83%
aripiprazole hydrobromide

aripiprazole hydrobromide

aripiprazole
129722-12-9

aripiprazole

Conditions
ConditionsYield
With triethylamine In cyclohexane; N,N-dimethyl-formamide at 25 - 35℃; for 0.833333h; Product distribution / selectivity;81.3%
Aripiprazole p-toluenesulfonate

Aripiprazole p-toluenesulfonate

aripiprazole
129722-12-9

aripiprazole

Conditions
ConditionsYield
With triethylamine In dichloromethane; water at 25 - 35℃; for 0.833333h; Product distribution / selectivity;78.3%
With triethylamine In N,N-dimethyl-formamide; acetone at 25 - 35℃; for 0.833333h; Product distribution / selectivity;78.3%
With triethylamine In water; ethyl acetate at 70 - 75℃; for 0.833333h; Product distribution / selectivity;68.8%
1-(2,3-dichlorophenyl)-piperazine hydrochloride

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

7-(4-bromobutoxy)-3,4-dihydro-2(1H)-quinolinone
129722-34-5

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

A

7-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-7-oxy)butoxy)-3,4-dihydroquinoline-2(1H)-one

7-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-7-oxy)butoxy)-3,4-dihydroquinoline-2(1H)-one

B

aripiprazole
129722-12-9

aripiprazole

Conditions
ConditionsYield
Product distribution / selectivity;A 0.5%
B 78%
...Expand
Aripiprazole citrate

Aripiprazole citrate

aripiprazole
129722-12-9

aripiprazole

Conditions
ConditionsYield
With triethylamine In cyclohexane; N,N-dimethyl-formamide at 25 - 35℃; for 0.833333h; Product distribution / selectivity;77.2%
7-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)-butoxy)-3,4-dihydro-2(1H)-carbostyril malonate

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

aripiprazole
129722-12-9

aripiprazole

Conditions
ConditionsYield
With sodium hydroxide In water; toluene at 65℃; for 0.25h; pH=~ 11; Product distribution / selectivity;76%
7-(4-chlorobutoxy)-3,4-dihydrocarbostyril
120004-79-7

7-(4-chlorobutoxy)-3,4-dihydrocarbostyril

1-(2,3-dichlorophenyl)piperidine hydrochloride

1-(2,3-dichlorophenyl)piperidine hydrochloride

aripiprazole
129722-12-9

aripiprazole

Conditions
ConditionsYield
With potassium carbonate In water for 3h;74.2%
aripiprazole-benzenesulfonic acid
1258382-09-0

aripiprazole-benzenesulfonic acid

aripiprazole
129722-12-9

aripiprazole

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide; acetone at 25 - 35℃; for 0.833333h; Product distribution / selectivity;68.4%

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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