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

Details

Stereochemistry ABSOLUTE
Molecular Formula C22H22FN3O2
Molecular Weight 379.4274
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BELAPERIDONE

SMILES

[H][C@]12C[C@H](C3=CC=C(F)C=C3)[C@@]1([H])CN(CCN4C(=O)NC5=C(C=CC=C5)C4=O)C2

InChI

InChIKey=XLJWJFKYRFPJSD-LZQZEXGQSA-N
InChI=1S/C22H22FN3O2/c23-16-7-5-14(6-8-16)18-11-15-12-25(13-19(15)18)9-10-26-21(27)17-3-1-2-4-20(17)24-22(26)28/h1-8,15,18-19H,9-13H2,(H,24,28)/t15-,18-,19+/m1/s1

HIDE SMILES / InChI

Molecular Formula C22H22FN3O2
Molecular Weight 379.4274
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/10411583 | https://www.ncbi.nlm.nih.gov/pubmed/10381770 | http://adisinsight.springer.com/drugs/800006593

Belaperidone (LU111995) is a recently identified antipsychotic agent with high 5-hydroxytryptamine2 and dopamine D4 receptor affinities as well as D4 versus D2 receptor selectivity. The drug did not produce catalepsy. LU111995 prolongs the Q-T interval to a limited degree and is not arrhythmogenic over the physiological range of cycle lengths. Belaperidone had been in phase II clinical trials for the treatment of schizophrenia. However, the study about this drug candidate was discontinued.

Approval Year

T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
12 h
unknown, oral
BELAPERIDONE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
1.4%
unknown, oral
BELAPERIDONE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
PubMed

PubMed

TitleDatePubMed
Effects of LU-111995 in three models of disrupted prepulse inhibition in rats.
1999 Aug
Electrophysiological effects of LU111995 on canine hearts: in vivo and in vitro studies.
1999 Jul
Belaperidone (Knoll AG).
2000 Feb
Patents

Sample Use Guides

200 mg per day
Route of Administration: Oral
There was no significant effect of LU111995 on maximum diastolic potentia at LU111995 concentrations up to 3 x 10(-6) M at any cycle length (e.g., at CL = 1000 ms, MDP = -91 mV in Purkinje fibers and -89 mV in mid myocardial cells at 3 x 10(-6) M, P>0.05 compared with control).
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:15:32 UTC 2023
Edited
by admin
on Fri Dec 15 16:15:32 UTC 2023
Record UNII
4DN0TK4892
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BELAPERIDONE
INN  
INN  
Official Name English
2,4(1H,3H)-QUINAZOLINEDIONE, 3-(2-((1S,5R,6S)-6-(4-FLUOROPHENYL)-3-AZABICYCLO(3.2.0)HEPT-3-YL)ETHYL)-
Systematic Name English
belaperidone [INN]
Common Name English
LU-111995
Code English
(+)-3-(2-((1S,5R,6S)-6-(P-FLUOROPHENYL)-3-AZABICYCLO(3.2.0)HEPT-3-YL)ETHYL)-2,4(1H,3H)-QUINAZOLINEDIONE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29710
Created by admin on Fri Dec 15 16:15:32 UTC 2023 , Edited by admin on Fri Dec 15 16:15:32 UTC 2023
Code System Code Type Description
ChEMBL
CHEMBL2105926
Created by admin on Fri Dec 15 16:15:32 UTC 2023 , Edited by admin on Fri Dec 15 16:15:32 UTC 2023
PRIMARY
PUBCHEM
184841
Created by admin on Fri Dec 15 16:15:32 UTC 2023 , Edited by admin on Fri Dec 15 16:15:32 UTC 2023
PRIMARY
NCI_THESAURUS
C78794
Created by admin on Fri Dec 15 16:15:32 UTC 2023 , Edited by admin on Fri Dec 15 16:15:32 UTC 2023
PRIMARY
FDA UNII
4DN0TK4892
Created by admin on Fri Dec 15 16:15:32 UTC 2023 , Edited by admin on Fri Dec 15 16:15:32 UTC 2023
PRIMARY
SMS_ID
100000086116
Created by admin on Fri Dec 15 16:15:32 UTC 2023 , Edited by admin on Fri Dec 15 16:15:32 UTC 2023
PRIMARY
CAS
208661-17-0
Created by admin on Fri Dec 15 16:15:32 UTC 2023 , Edited by admin on Fri Dec 15 16:15:32 UTC 2023
PRIMARY
EVMPD
SUB05685MIG
Created by admin on Fri Dec 15 16:15:32 UTC 2023 , Edited by admin on Fri Dec 15 16:15:32 UTC 2023
PRIMARY
INN
7566
Created by admin on Fri Dec 15 16:15:32 UTC 2023 , Edited by admin on Fri Dec 15 16:15:32 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY