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Details

Stereochemistry ACHIRAL
Molecular Formula C23H27Cl2N3O2
Molecular Weight 448.385
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ARIPIPRAZOLE

SMILES

ClC1=CC=CC(N2CCN(CCCCOC3=CC=C4CCC(=O)NC4=C3)CC2)=C1Cl

InChI

InChIKey=CEUORZQYGODEFX-UHFFFAOYSA-N
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)

HIDE SMILES / InChI
Molecular Formula C23H27Cl2N3O2
Molecular Weight 448.385
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Sat Dec 16 05:04:52 UTC 2023
Edited
by admin
on Sat Dec 16 05:04:52 UTC 2023
Record UNII
82VFR53I78
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ARIPIPRAZOLE
EMA EPAR   HSDB   INN   JAN   MART.   MI   ORANGE BOOK   USAN   USP-RS   VANDF   WHO-DD  
INN   USAN  
Official Name English
ARIPIPRAZOLE [USAN]
Common Name English
ARIPIPRAZOLE [USP MONOGRAPH]
Common Name English
ABILIFY MYCITE
Brand Name English
ABILIFY MAINTENA
Brand Name English
OPC-14597
Code English
ARIPIPRAZOLE [MART.]
Common Name English
ARIPIPRAZOLE [HSDB]
Common Name English
OPC-31
Code English
aripiprazole [INN]
Common Name English
2(1H)-QUINOLINONE, 7-(4-(4-(2,3-DICHLOROPHENYL)-1-PIPERAZINYL)BUTOXY)-3,4-DIHYDRO-
Systematic Name English
ARIPIPREX
Brand Name English
7-[4-[4-(2,3-Dichlorophenyl)-1-piperazinyl]butoxy]-3,4-dihydrocarbostyril
Common Name English
NSC-759266
Code English
Aripiprazole [WHO-DD]
Common Name English
ARIPIPRAZOLE [MI]
Common Name English
ARIPIPRAZOLE [VANDF]
Common Name English
ARIPIPRAZOLE [JAN]
Common Name English
ARIPIPRAZOLE [EMA EPAR]
Common Name English
ABILIFY
Brand Name English
ARIPIPRAZOLE [USP-RS]
Common Name English
ARIPIPRAZOLE [EP MONOGRAPH]
Common Name English
ARIPIPRAZOLE [ORANGE BOOK]
Common Name English
ABILIFY MYCITE KIT
Brand Name English
Classification Tree Code System Code
NCI_THESAURUS C29710
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
FDA ORPHAN DRUG 207905
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
EMA ASSESSMENT REPORTS ABILIFY (AUTHORIZED: BIPOLAR DISORDER)
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
LIVERTOX NBK547858
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
EMA ASSESSMENT REPORTS ABILIFY MAINTENA (AUTHORIZED: SCHIZOPHRENIA)
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
WHO-ATC N05AX12
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
FDA ORPHAN DRUG 694219
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
EMA ASSESSMENT REPORTS ABILIFY (AUTHORIZED: SCHIZOPHRENIA)
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
WHO-VATC QN05AX12
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
NDF-RT N0000175430
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
Code System Code Type Description
HSDB
7320
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
WIKIPEDIA
ARIPIPRAZOLE
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
LACTMED
Aripiprazole
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
DAILYMED
82VFR53I78
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
MERCK INDEX
m2046
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY Merck Index
CHEBI
31236
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
INN
7477
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
PUBCHEM
60795
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
EPA CompTox
DTXSID3046083
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
NCI_THESAURUS
C47403
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
DRUG BANK
DB01238
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
NSC
759266
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
IUPHAR
34
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
ChEMBL
CHEMBL1112
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
EVMPD
SUB05564MIG
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
DRUG CENTRAL
242
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
RS_ITEM_NUM
1042634
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
MESH
C094645
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
FDA UNII
82VFR53I78
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
USAN
II-87
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
RXCUI
89013
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY RxNorm
CAS
129722-12-9
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
SMS_ID
100000089957
Created by admin on Sat Dec 16 05:04:52 UTC 2023 , Edited by admin on Sat Dec 16 05:04:52 UTC 2023
PRIMARY
Related Record Type Details
D(3) DOPAMINE RECEPTOR
TARGET->PARTIAL AGONIST
Ki
5-HYDROXYTRYPTAMINE RECEPTOR 1A
TARGET->PARTIAL AGONIST
Ki
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
Structure of ARIPIPRAZOLE
EXCRETED UNCHANGED
FECAL
D(2) DOPAMINE RECEPTOR
TARGET->PARTIAL AGONIST
Ki
5-HYDROXYTRYPTAMINE RECEPTOR 1A
TARGET->PARTIAL AGONIST
Emax = 68.1% of effect of 1 micromolar of 5-HT.
EC50
CYTOCHROME P450 2D6
METABOLIC ENZYME -> SUBSTRATE
5-HYDROXYTRYPTAMINE RECEPTOR 7
TARGET -> INHIBITOR
Ki
Structure of ARIPIPRAZOLE
EXCRETED UNCHANGED
URINE
5-HYDROXYTRYPTAMINE RECEPTOR 2A
TARGET -> INHIBITOR
5-HYDROXYTRYPTAMINE RECEPTOR 6
TARGET->LIGAND
Ki
5-HYDROXYTRYPTAMINE RECEPTOR 2B
TARGET->INVERSE AGONIST
Ki
D(2) DOPAMINE RECEPTOR
TARGET->PARTIAL AGONIST
Primary target for antipsychotic activity. The partial agonist actions of aripiprazole vary widely depending upon the cellular milieu. Thus, nearly fullagonism, weak partial agonism and frank antagonism, have all been reported, depending upon the assay system and cellular background.
Ki
5-HYDROXYTRYPTAMINE RECEPTOR 7
TARGET -> INHIBITOR
Ki
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
5-HYDROXYTRYPTAMINE RECEPTOR 2A
TARGET -> INHIBITOR
Structure of ARIPIPRAZOLE MONOHYDRATE
SOLVATE->ANHYDROUS
5-HYDROXYTRYPTAMINE RECEPTOR 2A
TARGET -> INHIBITOR
Ki
Related Record Type Details
Structure of 7-(4-HYDROXYBUTOXY)-3,4-DIHYDROQUINOLIN-2(1H)-ONE
METABOLITE -> PARENT
URINE
Structure of 2,3-DICHLORO-4-PIPERAZIN-1-YL-PHENOL
METABOLITE -> PARENT
URINE
Structure of DEHYDROARIPIPRAZOLE
METABOLITE ACTIVE -> PARENT
MAJOR
PLASMA
Structure of OPC-3952
METABOLITE -> PARENT
URINE
Structure of 4-((2-OXO-3,4-DIHYDRO-1H-QUINOLIN-7-YL)OXY)BUTANOIC ACID
METABOLITE -> PARENT
N-Dealkylation metabolite thru CYP3A4 exposure.
Structure of 2(1H)-QUINOLINONE, 7-(4-(4-(2,3-DICHLOROPHENYL)-1-PIPERAZINYL)BUTOXY)-3,4-DIHYDRO-4-HYDROXY-
METABOLITE -> PARENT
Structure of (2,3-DICHLORO-4-(4-(4-((2-OXO-1H-QUINOLIN-7-YL)OXY)BUTYL)PIPERAZIN-1-YL)PHENYL) HYDROGEN SULFATE
METABOLITE -> PARENT
Structure of 7-(4-(4-(2,3-DICHLORO-4-HYDROXY-PHENYL)PIPERAZIN-1-YL)BUTOXY)-3,4-DIHYDRO-1H-QUINOLIN-2-ONE
METABOLITE -> PARENT
Structure of 7-(4-(4-(2,3-DICHLORO-4-HYDROXY-PHENYL)PIPERAZIN-1-YL)BUTOXY)-1H-QUINOLIN-2-ONE
METABOLITE -> PARENT
FECAL
Structure of 2(1H)-QUINOLINONE, 7-(4-(4-(2,3-DICHLORO-4-(SULFOOXY)PHENYL)-1-PIPERAZINYL)BUTOXY)-3,4-DIHYDRO-
METABOLITE -> PARENT
PLASMA
Structure of (2,3-DICHLORO-4-PIPERAZIN-1-YL-PHENYL) HYDROGEN SULFATE
METABOLITE -> PARENT
URINE
Structure of 7-(4-(4-(2,3-DICHLORO-4-HYDROXY-PHENYL)PIPERAZIN-1-YL)BUTOXY)-1H-QUINOLIN-2-ONE
METABOLITE -> PARENT
PLASMA
Structure of 1-(2,3-Dichlorophenyl)piperazine
METABOLITE -> PARENT
N-Dealkylation metabolite thru CYP3A4 exposure
Structure of .BETA.-D-GLUCOPYRANOSIDURONIC ACID, 2,3-DICHLORO-4-(4-(4-((1,2,3,4-TETRAHYDRO-2-OXO-7-QUINOLINYL)OXY)BUTYL)-1-PIPERAZINYL)PHENYL
METABOLITE -> PARENT
PLASMA
Structure of DEHYDROARIPIPRAZOLE
METABOLITE ACTIVE -> PARENT
MAJOR
FECAL
Structure of (2S,3S,4S,5R,6S)-6-(2,3-DICHLORO-4-PIPERAZIN-1-YL-PHENOXY)-3,4,5-TRIHYDROXY-TETRAHYDROPYRAN-2-CARBOXYLIC ACID
METABOLITE -> PARENT
URINE
Related Record Type Details
Structure of DESCHLORO ARIPIPRAZOLE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of ARIPIPRAZOLE DIQUINOLINE BUTANEDIOL
IMPURITY -> PARENT
Structure of DESETHYLENE ARIPIPRAZOLE
IMPURITY -> PARENT
Structure of ARIPIPRAZOLE N1-OXIDE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 7,7'-((OXYBIS(BUTANE-4,1-DIYL))BIS(OXY))BIS(3,4-DIHYDROQUINOLIN-2(1H)-ONE)
IMPURITY -> PARENT
Structure of 2-DESCHLORO ARIPIPRAZOLE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of DEHYDROARIPIPRAZOLE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 7-(4-HYDROXYBUTOXY)-3,4-DIHYDROQUINOLIN-2(1H)-ONE
IMPURITY -> PARENT
Structure of 1-(2,3-Dichlorophenyl)piperazine
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of ARIPIPRAZOLE DIMER
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 7-HYDROXY-3,4-DIHYDROCARBOSTYRIL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 3,4-DIHYDRO-7-(4-IODOBUTOXY)-2(1H)-QUINOLINONE
IMPURITY -> PARENT
Related Record Type Details
Structure of ARIPIPRAZOLE
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC
ORAL BIOAVAILABILITY PHARMACOKINETIC
Volume of Distribution PHARMACOKINETIC
Tmax PHARMACOKINETIC
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