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Details

Stereochemistry ACHIRAL
Molecular Formula C23H26FN3O2
Molecular Weight 395.4698
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SPIPERONE

SMILES

FC1=CC=C(C=C1)C(=O)CCCN2CCC3(CC2)N(CNC3=O)C4=CC=CC=C4

InChI

InChIKey=DKGZKTPJOSAWFA-UHFFFAOYSA-N
InChI=1S/C23H26FN3O2/c24-19-10-8-18(9-11-19)21(28)7-4-14-26-15-12-23(13-16-26)22(29)25-17-27(23)20-5-2-1-3-6-20/h1-3,5-6,8-11H,4,7,12-17H2,(H,25,29)

HIDE SMILES / InChI

Description

Spiperone (Spiroperidol; brand name: Spiropitan (JP)) is a typical antipsychotic and research chemical belonging to the butyrophenone chemical class. Spiperone is selective D2 dopamine receptor antagonist; α1B-adrenoceptor antagonist; mixed 5-HT2A/5-HT1 serotonin receptor antagonist. Additionally, spiperone was identified by compound screening to be an activator of Ca2+ activated Cl− channels (CaCCs), thus a potential target for therapy of cystic fibrosis. Spiperone is widely used as a pharmacological tool for studying neurotransmitter receptors.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
1.08 nM [Ki]
0.2 nM [Ki]
0.48 nM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
Rat: i.v. injection 12 mkCi (180 ng).
Route of Administration: Intravenous
In Vitro Use Guide
Aliquots of lymphocyte suspension containing 1 x 106- 2 x 106 cells in a final volume of 1.0 mL were incubated in duplicate for 1 hour at 37°C with varying concentrations of 3H-spiperone (0.1—4 nM) in the presence or absence of 10 5 M haloperidol. Cell viability, checked in a number of samples incubated in the absence of 3H-spiperone by their ability to exclude trypan blue, always exceeded 98%. After incubation, the samples were filtered (type GF/B) and rinsed six times with 4 ml cooled buffer B. The filters were dried and transferred to mini-vials with 5 mL hydro-luma scintillation fluid; radioactivity was counted in a liquid scintillation counter.