ILOPERIDONE

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

Structure Search

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

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:41:40 UTC 2023` Edited by `admin` on `Fri Dec 15 15:41:40 UTC 2023`
Record UNII	VPO7KJ050N
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

ILOPERIDONE

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 Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

LIVERTOX

NBK548669

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

WHO-VATC

QN05AX14

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

NCI_THESAURUS

C29710

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

WHO-ATC

N05AX14

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

Code System Code Type Description

CHEBI

65173

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

DRUG BANK

DB04946

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

EVMPD

SUB08135MIG

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

WIKIPEDIA

Iloperidone

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

LACTMED

Iloperidone

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

DAILYMED

VPO7KJ050N

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

ChEMBL

CHEMBL14376

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

INN

7045

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

MERCK INDEX

m6211

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

Merck Index

NCI_THESAURUS

C83784

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

EPA CompTox

DTXSID6049060

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

PUBCHEM

71360

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

RS_ITEM_NUM

1336249

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

SMS_ID

100000083913

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

CAS

133454-47-4

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

HSDB

8207

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

RXCUI

73178

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

RxNorm

MESH

C081732

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

USAN

EE-25

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

FDA UNII

VPO7KJ050N

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

DRUG CENTRAL

3294

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

IUPHAR

87

Created by admin on Fri Dec 15 15:41:40 UTC 2023 , Edited by admin on Fri Dec 15 15:41:40 UTC 2023

PRIMARY

Related Record Type Details


					NQI5D806LC

5-HYDROXYTRYPTAMINE RECEPTOR 2A

TARGET -> INHIBITOR

Interaction Type:

MAJOR

Qualification:

Ki

Amount:


					VPO7KJ050N

EXCRETED UNCHANGED

Comments:

Iloperidone counted 0.7 % of dose in excreta from all six human subjects following a single oral dose of 3 mg 14C ILO522.


					G9XQ9S7T2F

D(3) DOPAMINE RECEPTOR

TARGET -> INHIBITOR

Interaction Type:

MAJOR

Qualification:

Ki

Amount:


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:


					8E4LAA4357

CYTOCHROME P450 2D6

METABOLIC ENZYME -> SUBSTRATE


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE


					19GBD6T9L7

D(2) DOPAMINE RECEPTOR

TARGET -> INHIBITOR

Interaction Type:

MAJOR

Qualification:

Ki

Amount:

Related Record Type Details


					5D8MD4Z5EB

1-(4-(3-(4-(6-FLUORO-1,2-BENZISOXAZOL-3-YL)-1-PIPERIDINYL)PROPOXY)-3-METHOXYPHENYL)-2-HYDROXYETHANONE

METABOLITE -> PARENT


					KI5NZ75IZM

1-(4-(3-(4-(6-FLUORO-1,2-BENZOXAZOL-3-YL)-1-PIPERIDYL)PROPOXY)-3-METHOXY-PHENYL)ETHANE-1,2-DIOL

METABOLITE -> PARENT

Comments:

This metabolite counted 4.8 % of dose in excreta from all six human subjects following a single oral dose of 3 mg 14C ILO522.

Interaction Type:

MINOR


					2EJ7I13S0K

3-(4-ACETYL-2-METHOXYPHENOXY)PROPANOIC ACID

METABOLITE -> PARENT

Comments:

This metabolite counted 6.5 % of dose in excreta from all six human subjects following a single oral dose of 3 mg 14C ILO522.


					7SV1ZOG031

P-88-8991, (-)-

METABOLITE -> PARENT

Amount:


					3M2YZ9GVY6

PHENOL, 4-(3-(4-(6-FLUORO-1,2-BENZISOXAZOL-3-YL)-1-PIPERIDINYL)PROPOXY)-3-METHOXY-

METABOLITE -> PARENT


					NCD7YT59QE

(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

Comments:

This metabolite counted 1.5 % of dose in excreta from all six human subjects following a single oral dose of 3 mg 14C IL0522.


					92X4ARD4C6

1-(4-(3-(4-(6-FLUORO-1,2-BENZISOXAZOL-3-YL)-1-OXIDO-1-PIPERIDINYL)PROPOXY)-3-METHOXYPHENYL)ETHANONE

METABOLITE -> PARENT

Comments:

This metabolite counted 0.4 % of dose in excreta from all six human subjects following a single oral dose of 3 mg 14C ILO522.

Interaction Type:

MINOR


					M3Q1UL4UC5

2-(4-(3-(4-(6-FLUORO-1,2-BENZOXAZOL-3-YL)-1-PIPERIDYL)PROPOXY)-3-METHOXY-PHENYL)-2-HYDROXY-ACETIC ACID

METABOLITE -> PARENT

Comments:

This metabolite counted <3.1 % of dose in excreta from all six human subjects following a single oral dose of 3 mg 14C ILO522.

Interaction Type:

MINOR


					1U818GW17W

(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


					DIR26V4TXJ

1-(4-(3-(4-(6-FLUORO-1,2-BENZISOXAZOL-3-YL)-1-PIPERIDINYL)PROPOXY)-3-HYDROXYPHENYL)ETHANONE

METABOLITE -> PARENT

Interaction Type:

MINOR


					CV4N57ML4L

(4-FLUORO-2-HYDROXY-PHENYL)-(1-(3-(4-HYDROXY-2-METHOXY-PHENOXY)PROPYL)-4-PIPERIDYL)METHANONE

METABOLITE -> PARENT


					DV65CD1JA2

4-(3-(4-(6-FLUORO-1,2-BENZISOXAZOL-3-YL)-1-PIPERIDINYL)PROPOXY)-3-METHOXYBENZOIC ACID

METABOLITE -> PARENT

Qualification:

FECAL; URINE


					ARO6P38EJS

P-88-8991

METABOLITE ACTIVE -> PARENT

Comments:

The active metabolite P88 accounts for 19.5% and 34.0% of total plasma exposure in EM and PM, respectively.

Interaction Type:

MAJOR

Qualification:

PLASMA; URINE

Related Record Type Details


					9M768QMU9V

4-(3-CHLOROPROPOXY)-3-METHOXYACETOPHENONE

IMPURITY -> PARENT

Amount:

Related Record Type Details


					VPO7KJ050N

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