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S7395

Spiperone

solid

Synonym(s):

8-[3-(p-Fluorobenzoyl)propyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one, R 5147, Spiroperidol

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About This Item

Empirical Formula (Hill Notation):
C23H26FN3O2
CAS Number:
749-02-0
Molecular Weight:
395.47
NACRES:
NA.77
PubChem Substance ID:
24277908
UNSPSC Code:
12352200
EC Number:
212-024-0
MDL number:
MFCD00055099
Form:
solid
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form

solid

Quality Segment

200

color

light yellow

solubility

H2O: slightly soluble 0.2 mg/mL, 0.1 M HCl: slightly soluble 0.3 mg/mL, ethanol: 1.5 mg/mL, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 2 mg/mL

SMILES string

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

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)

InChI key

DKGZKTPJOSAWFA-UHFFFAOYSA-N

Gene Information

human ... ADRA1B(147), DRD2(1813), DRD3(1814), HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356)
rat ... Adra1a(29412), Adra1b(24173), Adra1d(29413), Adra2a(25083), Drd1a(24316), Drd2(24318), Drd3(29238), Htr1a(24473), Htr2a(29595), Htr2c(25187), Htr7(65032)

General description

Spiperone is a butyrophenone antipsychotic agent. It induces calcium-dependent chloride secretion in the airway and functions as a potential therapeutic target for cystic fibrosis.

Application

Spiperone was used to study the role of dopamine receptors in facilitating the male sexual behavior in quails.6
Spiperone has been used to block the actions of 5-hydroxytryptamine (5-HT) receptor.[1][2] It also has been used to study its anti tumor effects in glioblastoma (GBM) cell lines.

Biochem/physiol Actions

Selective D2 dopamine receptor antagonist; α1B-adrenoceptor antagonist; mixed 5-HT2A/5-HT1 serotonin receptor antagonist; antipsychotic.

Preparation Note

Solutions may be stored for 1-2 days at 4 °C.

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This Item
H1512F100T6154
Spiperone solid

Sigma-Aldrich

S7395

Spiperone

Haloperidol powder

Sigma-Aldrich

H1512

Haloperidol

Fluspirilene

Sigma-Aldrich

F100

Fluspirilene

Trazodone hydrochloride ≥99% (HPLC), powder

Sigma-Aldrich

T6154

Trazodone hydrochloride

form

solid

form

powder

form

solid

form

powder

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

solubility

H2O: slightly soluble 0.2 mg/mL, ethanol: 1.5 mg/mL, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 2 mg/mL, 0.1 M HCl: slightly soluble 0.3 mg/mL

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.39 mg/mL, 0.1 M HCl: 3 mg/mL, DMSO: soluble, H2O: insoluble, ethanol: soluble

solubility

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

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble 23.3 mg/mL, methanol: soluble 25 mg/mL, clear, colorless, 0.1 M HCl: soluble 7.4 mg/mL, DMSO: soluble, H2O: soluble, hazy, colorless

color

light yellow

color

white

color

white

color

-

Gene Information

human ... ADRA1B(147), DRD2(1813), DRD3(1814), HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356)
rat ... Adra1a(29412), Adra1b(24173), Adra1d(29413), Adra2a(25083), Drd1a(24316), Drd2(24318), Drd3(29238), Htr1a(24473), Htr2a(29595), Htr2c(25187), Htr7(65032)

Gene Information

human ... ABCB1(5243), ADRA1A(148), ADRA2A(150), ADRA2C(152), CHRM1(1128), DRD2(1813), DRD3(1814), DRD4(1815), EBP(10682), HRH1(3269), HTR2A(3356), HTR2C(3358), HTR7(3363), KCNH1(3756), KCNH2(3757), PRNP(5621)
rat ... Adra1a(29412), Adra2a(25083), Chrm1(25229), Chrm2(81645), Drd1a(24316), Drd2(24318), Drd3(29238), Drd4(25432), Hrh1(24448), Htr1a(24473), Htr1b(25075), Htr2a(29595), Htr2c(25187), Oprs1(29336), Slc6a3(24898), Slc6a4(25553)

Gene Information

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

Gene Information

human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2C(3358), SLC6A4(6532)

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

hcodes

H302,H361

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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