U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C24H27FN2O4
Molecular Weight 426.4806
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ILOPERIDONE

SMILES

COC1=CC(=CC=C1OCCCN2CCC(CC2)C3=NOC4=CC(F)=CC=C34)C(C)=O

InChI

InChIKey=XMXHEBAFVSFQEX-UHFFFAOYSA-N
InChI=1S/C24H27FN2O4/c1-16(28)18-4-7-21(23(14-18)29-2)30-13-3-10-27-11-8-17(9-12-27)24-20-6-5-19(25)15-22(20)31-26-24/h4-7,14-15,17H,3,8-13H2,1-2H3

HIDE SMILES / InChI
Molecular Formula C24H27FN2O4
Molecular Weight 426.4806
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created based on several sources, including http://www.accessdata.fda.gov/drugsatfda_docs/label/2016/022192s015lbl.pdf

Iloperidone, also known as Fanapt, Fanapta, and previously known as Zomaril, is an atypical antipsychotic for the treatment of schizophrenia. Iloperidone shows high affinity and maximal receptor occupancy for dopamine D2 receptors in the caudate nucleus and putamen of the brains of schizophrenic patients. The improvement in cognition is attributed to iloperidone's high affinity for α adrenergic receptors. Iloperidone also binds with high affinity to serotonin 5-HT2a and dopamine 3 receptors. Iloperidone binds with moderate affinity to dopamine D4, serotonin 5-HT6 and 5-HT7, and norepinephrine NEα1 receptors. Furthermore, iloperidone binds with weak affinity to serotonin 5-HT1A, dopamine D1, and histamine H1 receptors. Iloperidone is indicated for the treatment of acute schizophrenia.

CNS Activity

Originator

Approval Year

2009
334
Targets

Targets

Primary TargetPharmacologyConditionPotency
Antagonist
2760
 110.0 nM [IC50]
Antagonist
2760
 0.4 nM [IC50]
Antagonist
2760
 210.0 nM [IC50]
Antagonist
2760
 0.4 nM [IC50]
Inhibitor
8228
 161.0 nM [IC50]
Antagonist
2760
 0.011 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8360
FANAPT

Approved Use

FANAPT is an atypical antipsychotic indicated for the treatment of schizophrenia in adults.

Launch Date

1.24148161E12
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
2.79 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/21034370/
3 mg single, oral
dose: 3 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ILOPERIDONE plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
29.4 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/21034370/
3 mg single, oral
dose: 3 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ILOPERIDONE plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
17.6 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/21034370/
3 mg single, oral
dose: 3 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ILOPERIDONE plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
18 h
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2017/022192s018s021lbl.pdf
3 mg single, oral
dose: 3 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ILOPERIDONE plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
5%
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/21034370/
3 mg single, oral
dose: 3 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ILOPERIDONE plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
3%
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2017/022192s018s021lbl.pdf
3 mg single, oral
dose: 3 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ILOPERIDONE plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
32 mg 1 times / day multiple, oral
MTD
Dose: 32 mg, 1 times / day
Route: oral
Route: multiple
Dose: 32 mg, 1 times / day
Sources:
https://onlinelibrary.wiley.com/doi/epdf/10.1111/j.1527-3458.1997.tb00320.x
https://pubmed.ncbi.nlm.nih.gov/20368905
unhealthy, 18 - 55
n = 24
Health Status: unhealthy
Condition: Schizophrenia
Age Group: 18 - 55
Population Size: 24
Sources:
https://onlinelibrary.wiley.com/doi/epdf/10.1111/j.1527-3458.1997.tb00320.x
https://pubmed.ncbi.nlm.nih.gov/20368905
Sources:
https://onlinelibrary.wiley.com/doi/epdf/10.1111/j.1527-3458.1997.tb00320.x
https://pubmed.ncbi.nlm.nih.gov/20368905
24 mg 1 times / day multiple, oral
Highest studied dose
Dose: 24 mg, 1 times / day
Route: oral
Route: multiple
Dose: 24 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/28817490
Page: p.3
unhealthy, 42 (13.1)
n = 31
Health Status: unhealthy
Condition: Bipolar Disorder
Age Group: 42 (13.1)
Sex: M+F
Population Size: 31
Sources:
https://pubmed.ncbi.nlm.nih.gov/28817490
Page: p.3
Sources:
https://pubmed.ncbi.nlm.nih.gov/28817490
Page: p.3
438 mg multiple, oral (total)
Overdose
Dose: 438 mg
Route: oral
Route: multiple
Dose: 438 mg
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.17
unhealthy
n = 1
Health Status: unhealthy
Condition: Schizophrenia
Population Size: 1
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.17
Other AEs: Extrapyramidal symptoms, Electrocardiogram QTc interval prolonged...
Other AEs:
Extrapyramidal symptoms
Electrocardiogram QTc interval prolonged
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.17
576 mg single, oral
Overdose
Dose: 576 mg
Route: oral
Route: single
Dose: 576 mg
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.17
unhealthy
n = 1
Health Status: unhealthy
Condition: Schizophrenia
Population Size: 1
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.17
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.17
10 mg 2 times / day multiple, oral
Recommended
Dose: 10 mg, 2 times / day
Route: oral
Route: multiple
Dose: 10 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.9
unhealthy
n = 874
Health Status: unhealthy
Condition: Schizophrenia
Population Size: 874
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.9
Other AEs: Somnolence...
Other AEs:
Somnolence (11.9%)
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.9
12 mg 2 times / day multiple, oral (max)
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
Other AEs: Orthostatic hypotension...
Other AEs:
Orthostatic hypotension (5%)
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
12 mg 2 times / day multiple, oral (max)
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
Other AEs: Weight gain...
Other AEs:
Weight gain (18%)
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
12 mg 2 times / day multiple, oral
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.8
unhealthy
n = 3210
Health Status: unhealthy
Condition: Schizophrenia
Population Size: 3210
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.8
Other AEs: Gynecomastia, Galactorrhea...
Other AEs:
Gynecomastia (0.1%)
Galactorrhea (0.2%)
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.8
12 mg 2 times / day multiple, oral
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.8
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.8
Other AEs: Hyperprolactinemia...
Other AEs:
Hyperprolactinemia (26%)
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.8
12 mg 2 times / day multiple, oral (max)
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
unhealthy
n = 1344
Health Status: unhealthy
Condition: Schizophrenia
Population Size: 1344
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
Other AEs: Syncope...
Other AEs:
Syncope (0.4%)
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
12 mg 2 times / day multiple, oral (max)
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
unhealthy
n = 1344
Health Status: unhealthy
Condition: Schizophrenia
Population Size: 1344
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
Other AEs: Seizures...
Other AEs:
Seizures (0.1%)
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
12 mg 2 times / day multiple, oral (max)
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
Other AEs: Leukopenia, Neutropenia...
Other AEs:
Leukopenia
Neutropenia
Agranulocytosis
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
12 mg 2 times / day multiple, oral (max)
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.8
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.8
Other AEs: Temperature regulation disorder, Dysphagia...
Other AEs:
Temperature regulation disorder
Dysphagia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.8
12 mg 2 times / day multiple, oral (max)
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.9
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.9
Other AEs: Suicide attempt, Priapism...
Other AEs:
Suicide attempt
Priapism
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.9
12 mg 2 times / day multiple, oral
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.4
unhealthy
n = 160
Health Status: unhealthy
Condition: Schizophrenia
Population Size: 160
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.4
Other AEs: QT interval prolonged...
Other AEs:
QT interval prolonged
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.4
12 mg 2 times / day multiple, oral
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.5
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.5
Other AEs: Neuroleptic malignant syndrome...
Other AEs:
Neuroleptic malignant syndrome
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.5
12 mg 2 times / day multiple, oral
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.6
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.6
Other AEs: Tardive dyskinesia, Hyperglycemia...
Other AEs:
Tardive dyskinesia
Hyperglycemia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.6
AEs

AEs

AESignificanceDosePopulation
Electrocardiogram QTc interval prolonged
438 mg multiple, oral (total)
Overdose
Dose: 438 mg
Route: oral
Route: multiple
Dose: 438 mg
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.17
unhealthy
n = 1
Health Status: unhealthy
Condition: Schizophrenia
Population Size: 1
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.17
Extrapyramidal symptoms
438 mg multiple, oral (total)
Overdose
Dose: 438 mg
Route: oral
Route: multiple
Dose: 438 mg
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.17
unhealthy
n = 1
Health Status: unhealthy
Condition: Schizophrenia
Population Size: 1
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.17
Somnolence 11.9%
10 mg 2 times / day multiple, oral
Recommended
Dose: 10 mg, 2 times / day
Route: oral
Route: multiple
Dose: 10 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.9
unhealthy
n = 874
Health Status: unhealthy
Condition: Schizophrenia
Population Size: 874
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.9
Orthostatic hypotension 5%
12 mg 2 times / day multiple, oral (max)
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
Weight gain 18%
12 mg 2 times / day multiple, oral (max)
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
Gynecomastia 0.1%
12 mg 2 times / day multiple, oral
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.8
unhealthy
n = 3210
Health Status: unhealthy
Condition: Schizophrenia
Population Size: 3210
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.8
Galactorrhea 0.2%
12 mg 2 times / day multiple, oral
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.8
unhealthy
n = 3210
Health Status: unhealthy
Condition: Schizophrenia
Population Size: 3210
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.8
Hyperprolactinemia 26%
12 mg 2 times / day multiple, oral
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.8
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.8
Syncope 0.4%
12 mg 2 times / day multiple, oral (max)
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
unhealthy
n = 1344
Health Status: unhealthy
Condition: Schizophrenia
Population Size: 1344
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
Seizures 0.1%
12 mg 2 times / day multiple, oral (max)
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
unhealthy
n = 1344
Health Status: unhealthy
Condition: Schizophrenia
Population Size: 1344
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
Agranulocytosis
12 mg 2 times / day multiple, oral (max)
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
Leukopenia
12 mg 2 times / day multiple, oral (max)
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
Neutropenia
12 mg 2 times / day multiple, oral (max)
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.7
Dysphagia
12 mg 2 times / day multiple, oral (max)
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.8
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.8
Temperature regulation disorder
12 mg 2 times / day multiple, oral (max)
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.8
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.8
Priapism
12 mg 2 times / day multiple, oral (max)
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.9
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.9
Suicide attempt
12 mg 2 times / day multiple, oral (max)
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.9
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.9
QT interval prolonged
12 mg 2 times / day multiple, oral
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.4
unhealthy
n = 160
Health Status: unhealthy
Condition: Schizophrenia
Population Size: 160
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.4
Neuroleptic malignant syndrome
12 mg 2 times / day multiple, oral
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.5
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.5
Hyperglycemia
12 mg 2 times / day multiple, oral
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.6
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.6
Tardive dyskinesia
12 mg 2 times / day multiple, oral
Recommended
Dose: 12 mg, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg, 2 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.6
unhealthy
Health Status: unhealthy
Condition: Schizophrenia
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/022192lbl.pdf
Page: p.6
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG
substrate
1709

inducer
768

inhibitor
1579
substrate
1010

inhibitor
1752

inducer
383
substrate
1193

inhibitor
1837
inhibitor
1599

OverviewOther

Other InhibitorOther SubstrateOther Inducer
CYP1A1
110

CYP1A2
1509

CYP2A6
704

CYP2B6
799

CYP2C8
901

CYP2E1
876

P-gp
1437
CYP1A1
348

CYP1A2
1032

CYP2A6
523

CYP2B6
660

CYP2C8
688

CYP2C19
985

CYP2E1
648

P-gp
1527
CYP1A2
689

CYP2C8
168

CYP2C19
290

CYP3A5
76
Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
CYP1A1
218
 no
CYP1A2
1673
 no
CYP1A2
1673
 no
CYP2A6
736
 no
CYP2B6
985
 no
CYP2C19
1537
 no
CYP2C8
955
 no
CYP2C8
955
 no
CYP2C9
1803
 no
CYP2C9
1803
 no
CYP2E1
964
 no
CYP3A4
1909
 no
CYP3A5
130
 no
CYP2D6
1875
 unlikely
weak (co-administration study)
Comment: 17% increase in total exposure and a 26% increase in the maximum plasma concentrations Cmax of dextromethorphan;
Page: 16.0
CYP3A4
1909
 unlikely
weak (co-administration study)
Comment: a less than 50% increase in midazolam total exposure at iloperidone steady state (14 days of oral dosing at up to 10 mg iloperidone twice daily) and no effect on midazolam Cmax;
Page: 16.0
P-gp
1626
 weak
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
CYP1A1
348
 no
CYP1A2
1032
 no
CYP2A6
523
 no
CYP2B6
660
 no
CYP2C19
985
 no
CYP2C8
688
 no
CYP2C9
1010
 no
CYP2E1
648
 no
P-gp
1527
 no
CYP3A4
1709
 yes
yes (co-administration study)
Comment: administration of ketoconazole (CYP3A4 inhibitor) increased AUC of iloperidone by 57%; administration with paroxetine AND ketoconazole resulted in a 1.4 fold increase in steady-state concentration of iloperidone;
Page: 15.0
CYP2D6
1193
 yes
yes (pharmacogenomic study)
Comment: pharmacogenic study?; administration of fluoxetine (potent inhibitor of CYP2D6) increased AUC of iloperidone by about 2- to 3-fold; administration of paroxetine (potent inhibitor of CYP2D6) increased mean steady-state peak concentrations of iloperidone by about 1.6 fold; administration with paroxetine AND ketoconazole resulted in a 1.4 fold increase in steady-state concentration of iloperidone;
Page: 15.0
Tox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
hERG
1632
Sourcing

Sourcing

Vendor/AggregatorIDURL
ChEBI
CHEBI:65173
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:65173
ChemicalBook
CB4772066
https://www.chemicalbook.com/ChemicalProductProperty_EN_CB4772066
MolPort
MolPort-005-934-272
https://www.molport.com/shop/molecule-link/MolPort-005-934-272
Selleck Chemicals
Iloperidone(Fanapt)
http://www.selleckchem.com/products/Iloperidone(Fanapt).html
ZINC
ZINC000001548097
http://zinc15.docking.org/substances/ZINC000001548097
eMolecules
2726053
https://www.emolecules.com/cgi-bin/more?vid=2726053
PubMed

PubMed

TitleDatePubMed
3-[[(Aryloxy)alkyl]piperidinyl]-1,2-benzisoxazoles as D2/5-HT2 antagonists with potential atypical antipsychotic activity: antipsychotic profile of iloperidone (HP 873).
1995 Mar 31
The pharmacological profile of iloperidone, a novel atypical antipsychotic agent.
1995 Sep
Iloperidone binding to human and rat dopamine and 5-HT receptors.
1996 Dec 19
Iloperidone (Hoechst Marion Roussel Inc).
1999 Jun
Advances in atypical antipsychotics for the treatment of schizophrenia: new formulations and new agents.
2002
Receptor profile of P88-8991 and P95-12113, metabolites of the novel antipsychotic iloperidone.
2002 Apr
Iloperidone (Novartis).
2002 Jan
New antipsychotic agents for schizophrenia: pharmacokinetics and metabolism update.
2002 Jul
Gateways to clinical trials.
2002 Nov
Functional characterization of the novel antipsychotic iloperidone at human D2, D3, alpha 2C, 5-HT6, and 5-HT1A receptors.
2003 Jul 18
Atypical antipsychotics: pharmacokinetics, therapeutic drug monitoring and pharmacological interactions.
2004 Feb
Iloperidone reduces sensorimotor gating deficits in pharmacological models, but not a developmental model, of disrupted prepulse inhibition in rats.
2006 Sep
Four-week, double-blind, placebo- and ziprasidone-controlled trial of iloperidone in patients with acute exacerbations of schizophrenia.
2008 Apr
Iloperidone: a new benzisoxazole atypical antipsychotic drug. Is it novel enough to impact the crowded atypical antipsychotic market?
2008 Jan
American psychiatric association.
2008 Jun
Effect of a ciliary neurotrophic factor polymorphism on schizophrenia symptom improvement in an iloperidone clinical trial.
2008 Mar
Gateways to clinical trials.
2008 Oct
Iloperidone for schizophrenia: a review of the efficacy and safety profile for this newly commercialised second-generation antipsychotic.
2009 Aug
Pharmacogenomics: the promise of personalized medicine for CNS disorders.
2009 Jan
Applicability of a genetic signature for enhanced iloperidone efficacy in the treatment of schizophrenia.
2009 Jun
Whole genome association study identifies polymorphisms associated with QT prolongation during iloperidone treatment of schizophrenia.
2009 Nov
A review of new atypical antipsychotic launches in the United States.
2010 Dec
Iloperidone: chemistry, pharmacodynamics, pharmacokinetics and metabolism, clinical efficacy, safety and tolerability, regulatory affairs, and an opinion.
2010 Dec
New atypical antipsychotics for schizophrenia: iloperidone.
2010 Feb 18
Iloperidone (Fanapt)--another second-generation antipsychotic.
2010 Feb 22
Gateways to clinical trials.
2010 Jan-Feb
Atypical antipsychotic metabolism and excretion.
2010 Jul
Iloperidone redux: a dissection of the Drug Approval Package for this newly commercialised second-generation antipsychotic.
2010 May
Asenapine, iloperidone and lurasidone: critical appraisal of the most recently approved pharmacotherapies for schizophrenia in adults.
2013 Jan
Patents

Patents

05571814
10
05580875
7
05580890
9
05580891
6
JP2011508765A
9

Sample Use Guides

In Vivo Use Guide
The recommended target dosage is 12 to 24 mg/day administered twice daily. This target dosage range is achieved by daily dosage adjustments, alerting patients to symptoms of orthostatic hypotension, starting at a dose of 1 mg twice daily, then moving to 2 mg, 4 mg, 6 mg, 8 mg, 10 mg, and 12 mg twice daily on Days 2, 3, 4, 5, 6, and 7 respectively, to reach the 12 mg/day to 24 mg/day dose range.
Route of Administration: Oral
In Vitro Use Guide
While pacing the hearts at stimulation cycle lengths of 200 or 250 ms, or during natural sinus rhythm (no external pacing), iloperidone 100 nmol/L prolonged MAPD(90) by respectively 9.2 ± 0.9, 11.2 ± 1.6 and 21.4 ± 2.3 ms.
Substance Class Chemical
Created
by admin
on Wed Jul 05 23:10:36 UTC 2023
Edited
by admin
on Wed Jul 05 23:10:36 UTC 2023
Record UNII
VPO7KJ050N
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ILOPERIDONE
DASH   INN   MART.   MI   ORANGE BOOK   USAN   VANDF   WHO-DD  
USAN   INN  
Official Name English
ILOPERIDONE [VANDF]
Common Name English
HP-873
Code English
ILOPERIDONE [USAN]
Common Name English
4'-(3-(4-(6-FLUORO-1,2-BENZISOXAZOL-3-YL)PIPERIDINO)PROPOXY)-3'-METHOXYACETOPHENONE
Systematic Name English
ILOPERIDONE [ORANGE BOOK]
Common Name English
Iloperidone [WHO-DD]
Common Name English
ILOPERIDONE [MART.]
Common Name English
HP 873
Code English
ETHANONE, 1-(4-(3-(4-(6-FLUORO-1,2-BENZISOXAZOL-3-YL)-1-PIPERIDINYL)PROPOXY)-3-METHOXYPHENYL)-
Systematic Name English
iloperidone [INN]
Common Name English
ILOPERIDONE [USP-RS]
Common Name English
FANAPT
Brand Name English
ILOPERIDONE [MI]
Common Name English
Classification Tree Code System Code
NDF-RT N0000175430
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
LIVERTOX NBK548669
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
WHO-VATC QN05AX14
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
NCI_THESAURUS C29710
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
WHO-ATC N05AX14
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
Code System Code Type Description
CHEBI
65173
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY
DRUG BANK
DB04946
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY
EVMPD
SUB08135MIG
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY
WIKIPEDIA
Iloperidone
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY
LACTMED
Iloperidone
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY
DAILYMED
VPO7KJ050N
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY
ChEMBL
CHEMBL14376
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY
INN
7045
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY
MERCK INDEX
M6211
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY Merck Index
NCI_THESAURUS
C83784
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY
EPA CompTox
DTXSID6049060
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY
PUBCHEM
71360
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY
RS_ITEM_NUM
1336249
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY
SMS_ID
100000083913
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY
CAS
133454-47-4
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY
HSDB
8207
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY
RXCUI
73178
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY RxNorm
MESH
C081732
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY
USAN
EE-25
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY
FDA UNII
VPO7KJ050N
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY
DRUG CENTRAL
3294
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY
IUPHAR
87
Created by admin on Wed Jul 05 23:10:36 UTC 2023 , Edited by admin on Wed Jul 05 23:10:36 UTC 2023
PRIMARY
Related Record Type Details
5-HYDROXYTRYPTAMINE RECEPTOR 2A
TARGET -> INHIBITOR
MAJOR
Ki
Structure of ILOPERIDONE
EXCRETED UNCHANGED
Iloperidone counted 0.7 % of dose in excreta from all six human subjects following a single oral dose of 3 mg 14C ILO522.
D(3) DOPAMINE RECEPTOR
TARGET -> INHIBITOR
MAJOR
Ki
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
CYTOCHROME P450 2D6
METABOLIC ENZYME -> SUBSTRATE
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
D(2) DOPAMINE RECEPTOR
TARGET -> INHIBITOR
MAJOR
Ki
Related Record Type Details
Structure of 1-(4-(3-(4-(6-FLUORO-1,2-BENZISOXAZOL-3-YL)-1-PIPERIDINYL)PROPOXY)-3-METHOXYPHENYL)-2-HYDROXYETHANONE
METABOLITE -> PARENT
Structure of 1-(4-(3-(4-(6-FLUORO-1,2-BENZOXAZOL-3-YL)-1-PIPERIDYL)PROPOXY)-3-METHOXY-PHENYL)ETHANE-1,2-DIOL
METABOLITE -> PARENT
This metabolite counted 4.8 % of dose in excreta from all six human subjects following a single oral dose of 3 mg 14C ILO522.
MINOR
Structure of 3-(4-ACETYL-2-METHOXYPHENOXY)PROPANOIC ACID
METABOLITE -> PARENT
This metabolite counted 6.5 % of dose in excreta from all six human subjects following a single oral dose of 3 mg 14C ILO522.
Structure of P-88-8991, (-)-
METABOLITE -> PARENT
Structure of PHENOL, 4-(3-(4-(6-FLUORO-1,2-BENZISOXAZOL-3-YL)-1-PIPERIDINYL)PROPOXY)-3-METHOXY-
METABOLITE -> PARENT
Structure of (2S,3S,4S,5R,6R)-6-(1-(4-(3-(4-(6-FLUORO-1,2-BENZOXAZOL-3-YL)-1-PIPERIDYL)PROPOXY)-3-METHOXY-PHENYL)ETHOXY)-3,4,5-TRIHYDROXY-TETRAHYDROPYRAN-2-CARBOXYLIC ACID
METABOLITE -> PARENT
This metabolite counted 1.5 % of dose in excreta from all six human subjects following a single oral dose of 3 mg 14C IL0522.
Structure of 1-(4-(3-(4-(6-FLUORO-1,2-BENZISOXAZOL-3-YL)-1-OXIDO-1-PIPERIDINYL)PROPOXY)-3-METHOXYPHENYL)ETHANONE
METABOLITE -> PARENT
This metabolite counted 0.4 % of dose in excreta from all six human subjects following a single oral dose of 3 mg 14C ILO522.
MINOR
Structure of 2-(4-(3-(4-(6-FLUORO-1,2-BENZOXAZOL-3-YL)-1-PIPERIDYL)PROPOXY)-3-METHOXY-PHENYL)-2-HYDROXY-ACETIC ACID
METABOLITE -> PARENT
This metabolite counted <3.1 % of dose in excreta from all six human subjects following a single oral dose of 3 mg 14C ILO522.
MINOR
Structure of (2S,3S,4S,5R,6S)-6-(4-(3-(4-(6-FLUORO-1,2-BENZOXAZOL-3-YL)-1-PIPERIDYL)PROPOXY)-3-METHOXY-PHENOXY)-3,4,5-TRIHYDROXY-TETRAHYDROPYRAN-2-CARBOXYLIC ACID
METABOLITE -> PARENT
Structure of 1-(4-(3-(4-(6-FLUORO-1,2-BENZISOXAZOL-3-YL)-1-PIPERIDINYL)PROPOXY)-3-HYDROXYPHENYL)ETHANONE
METABOLITE -> PARENT
MINOR
Structure of (4-FLUORO-2-HYDROXY-PHENYL)-(1-(3-(4-HYDROXY-2-METHOXY-PHENOXY)PROPYL)-4-PIPERIDYL)METHANONE
METABOLITE -> PARENT
Structure of 4-(3-(4-(6-FLUORO-1,2-BENZISOXAZOL-3-YL)-1-PIPERIDINYL)PROPOXY)-3-METHOXYBENZOIC ACID
METABOLITE -> PARENT
FECAL; URINE
Structure of P-88-8991
METABOLITE ACTIVE -> PARENT
The active metabolite P88 accounts for 19.5% and 34.0% of total plasma exposure in EM and PM, respectively.
MAJOR
PLASMA; URINE
Related Record Type Details
Structure of 4-(3-CHLOROPROPOXY)-3-METHOXYACETOPHENONE
IMPURITY -> PARENT
Related Record Type Details
Structure of ILOPERIDONE
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
Tmax PHARMACOKINETIC HIGH-FAT MEAL

FED CONDITION

ORAL ADMINISTRATION

Tmax PHARMACOKINETIC ORAL ADMINISTRATION

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