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Merck
CN

F100

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
NACRES:
NA.77
PubChem Substance ID:
24277915
UNSPSC Code:
12352200
EC Number:
217-418-6
MDL number:
MFCD00055137

Key Documents

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InChI key

QOYHHIBFXOOADH-UHFFFAOYSA-N

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)

SMILES string

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

assay

≥98% (HPLC)

form

solid

color

white

solubility

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

originator

Johnson & Johnson

storage temp.

room temp

Quality Level

200

Gene Information

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

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Application

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

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000245411
0000245411
0000144674
0000101994

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J P Galizzi et al.
Proceedings of the National Academy of Sciences of the United States of America, 83(19), 7513-7517 (1986-10-01)
[3H]Fluspirilene, a neuroleptic molecule of the diphenylbutylpiperidine series, binds to skeletal muscle transverse tubule membranes with a high affinity corresponding to a Kd of 0.11 +/- 0.04 nM, A 1:1 stoichiometry was found between [3H]fluspirilene binding and the binding of
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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