BELAPERIDONE

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 Search

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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16107943
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.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Dopamine D4 receptor 71 Target ID: CHEMBL219 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16107943 \| https://www.ncbi.nlm.nih.gov/pubmed/10411583	Antagonist 2778	3.1 nM [Ki]
Serotonin 2a (5-HT2a) receptor 231 Target ID: CHEMBL224 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16107943 \| https://www.ncbi.nlm.nih.gov/pubmed/10411583	Antagonist 2778	3.3 nM [Ki]
Dopamine D2 receptor 297 Target ID: CHEMBL217 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16107943 \| https://www.ncbi.nlm.nih.gov/pubmed/10411583	Binding Agent 1064	105.0 nM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Schizophrenia 298 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16107943	Primary		Phase II 1132	Unknown Approved Use Unknown

T_1/2

Value	Dose	Co-administered	Analyte	Population
12 h REVIEW http://wxjs.chinayyhg.com/upload/Files/Drugs_of_the_Future/1998-(Vol-23)/df23-0191.pdf	unknown, oral		BELAPERIDONE plasma	Homo sapiens population: UNKNOWN age: UNKNOWN sex: UNKNOWN food status: UNKNOWN

F_unbound

Value	Dose	Co-administered	Analyte	Population
1.4% REVIEW http://wxjs.chinayyhg.com/upload/Files/Drugs_of_the_Future/1998-(Vol-23)/df23-0191.pdf	unknown, oral		BELAPERIDONE plasma	Homo sapiens population: UNKNOWN age: UNKNOWN sex: UNKNOWN food status: UNKNOWN

Sourcing

Vendor/Aggregator	ID	URL
AAA Chemistry	AR-1F1378
ABI Chem	AC1L4FOQ
ABI Chem	AC1Q4NH6
BLD Pharm	BD01387900	http://www.bldpharm.com/products/208661-17-0.html
ChemTik	CTK4E5342
MuseChem	I004120	https://www.musechem.com/product/I004120.html
NovoSeek	184841
Smolecule	S520706	http://www.smolecule.com/products/s520706
THE BioTek	bt-261245	https://www.thebiotek.com/product/inhibitors/bt-261245
eNovation Chemicals	D676848	https://www.enovationchem.com/ProductDetails.asp?ProductID=D676848
iChemical	EBD4043183	http://www.ichemical.com/products/208661-17-0.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs

PubMed

Title	Date	PubMed
Effects of LU-111995 in three models of disrupted prepulse inhibition in rats.	1999 Aug	10411583

Patents

Sample Use Guides

In Vivo Use Guide

200 mg per day

Route of Administration: Oral

In Vitro Use Guide

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 GMT 2023` Edited by `admin` on `Fri Dec 15 16:15:32 GMT 2023`
Record UNII	4DN0TK4892
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BELAPERIDONE

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