CINUPERONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C23H24FN3O
Molecular Weight	377.4546
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

FC1=CC=C(C=C1)C(=O)CCCN2CCN(CC2)C3=CC4=CC=CC=C4C=N3

InChI

InChIKey=YLCFZLMWTUMGKY-UHFFFAOYSA-N

InChI=1S/C23H24FN3O/c24-21-9-7-18(8-10-21)22(28)6-3-11-26-12-14-27(15-13-26)23-16-19-4-1-2-5-20(19)17-25-23/h1-2,4-5,7-10,16-17H,3,6,11-15H2

HIDE SMILES / InChI

Molecular Formula	C23H24FN3O
Molecular Weight	377.4546
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://books.google.ru/books?id=qsFCGskRHZQC&pg=PA6&lpg=PA6 | https://www.ncbi.nlm.nih.gov/pubmed/7800667 | https://books.google.ru/books?id=hiz6CAAAQBAJ&pg=PA93&lpg=PA93

Cinuperone is an antagonist of D2, alpha1 adrenergic and sigma receptors. The drug selectively inhibits dopamine agonists-dependent behaviors, mediated by the limbic system. The clinical development of the drug as an antipsychotic was terminated due to orthostasis.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Adrenergic receptor alpha-1 169 Target ID: CHEMBL1907610 Sources: https://books.google.ru/books?id=qsFCGskRHZQC&pg=PA6&lpg=PA6	Antagonist 2778
D(2) dopamine receptor 58 Target ID: P14416 Gene ID: 1813.0 Gene Symbol: DRD2 Target Organism: Homo sapiens (Human) Sources: https://books.google.ru/books?id=qsFCGskRHZQC&pg=PA6&lpg=PA6	Antagonist 2778
Sigma opioid receptor 63 Target ID: CHEMBL287 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7800667 \| https://www.ncbi.nlm.nih.gov/pubmed/2898376	Antagonist 2778

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:01:35 GMT 2023` Edited by `admin` on `Fri Dec 15 16:01:35 GMT 2023`
Record UNII	072Z5ZP2FI
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

CINUPERONE

Official Name

English

cinuperone [INN]

Common Name

English

4'-FLUORO-4-(4-(3-ISOQUINOLYL)-1-PIPERAZINYL)BUTYROPHENONE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C28197