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F100

Sigma-Aldrich

Fluspirilene

Synonym(s):

8-[4,4-bis(p-Fluorophenyl)butyl]-1-phenyl-1,3,8-triazino[4.5]decan-4-one, R 6218

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About This Item

Empirical Formula (Hill Notation):
C29H31F2N3O
CAS Number:
1841-19-6
Molecular Weight:
475.57
EC Number:
217-418-6
MDL number:
MFCD00055137
UNSPSC Code:
12352200
PubChem Substance ID:
24277915
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: ≥20 mg/mL
H2O: insoluble
ethanol: soluble

originator

Johnson & Johnson

storage temp.

room temp

SMILES string

Fc1ccc(cc1)C(CCCN2CCC3(CC2)N(CNC3=O)c4ccccc4)c5ccc(F)cc5

InChI

1S/C29H31F2N3O/c30-24-12-8-22(9-13-24)27(23-10-14-25(31)15-11-23)7-4-18-33-19-16-29(17-20-33)28(35)32-21-34(29)26-5-2-1-3-6-26/h1-3,5-6,8-15,27H,4,7,16-21H2,(H,32,35)

InChI key

QOYHHIBFXOOADH-UHFFFAOYSA-N

Gene Information

human ... DRD1(1812) , DRD2(1813) , DRD3(1814) , DRD4(1815) , DRD5(1816)

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Application

Fluspirilene has been used as a neuroleptic drug to study its effects on human ether-a-go-go related gene (HERG).
Fluspirilene has been used to study its cytotoxicity effect on malignant glioma.

Biochem/physiol Actions

Fluspirilene has a potential to inhibit the activity of cyclin-dependent kinase 2 (CDK2). It is an effective anti-cancer agent used for treating human hepatocellular carcinoma.
Fluspirilene is a dopamine receptor antagonist. It also acts as a calcium channel blocker. Fluspirilene is an antipsychotic agent and exhibits neuoleptic properties. It exhibits therapeutic effects against glioblastoma and Schizophrenia.

Features and Benefits

This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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D W Sah et al.
Molecular pharmacology, 45(1), 84-92 (1994-01-01)
P-type Ca2+ channels in cerebellar Purkinje neurons and N-type Ca2+ channels in sympathetic neurons were found to be inhibited by D2 dopamine receptor antagonists with diverse structures, including phenothiazines (chlorpromazine and thioridazine), diphenylbutylpiperidines (fluspirilene and pimozide), butyrophenones (haloperidol and spiperone)
Fluspirilene block of N-type calcium current in NGF-differentiated PC 12 cells
Grantham, CJ and Main, MJ and Cannell, MB
British Journal of Pharmacology, 111(2), 483-488 (1994)
The pharmacology of fluspirilene (R 6218), a potent, long-acting and injectable neuroleptic drug.
P A Janssen et al.
Arzneimittel-Forschung, 20(11), 1689-1698 (1970-11-01)
Identification of antipsychotic drug fluspirilene as a potential anti-glioma stem cell drug
Dong Y, et al.
Oncotarget, 8(67), 111728-111728 (2017)
Qin Cao et al.
Nature chemistry (2018-10-10)
Inhibiting the interaction between amyloid-β (Aβ) and a neuronal cell surface receptor, LilrB2, has been suggested as a potential route for treating Alzheimer's disease. Supporting this approach, Alzheimer's-like symptoms are reduced in mouse models following genetic depletion of the LilrB2
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