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SPIPERONE

Product Name
SPIPERONE
CAS No.
749-02-0
Chemical Name
SPIPERONE
Synonyms
r5147;Spiperon;SPIPERONE;Spiropitan;Luopenglong;SPIROPERIDOL;Spiperone-d5;SpiperoneHCl;Spiroperidone;ethyl4-(4-methoxy-3-methylphenyl)-2,8-dioxobutanoate
CBNumber
CB5748844
Molecular Formula
C23H26FN3O2
Formula Weight
395.47
MOL File
749-02-0.mol
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SPIPERONE Property

Melting point:
190-193.60C
Boiling point:
630.6±55.0 °C(Predicted)
Density 
1.1714 (estimate)
storage temp. 
Store at RT
solubility 
H2O: slightly soluble0.2mg/mL
pka
pKa 8.31 (Uncertain);9.09 (Uncertain)
form 
solid
color 
light yellow
Water Solubility 
32mg/L(22 ºC)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-63
Safety Statements 
36/37
WGK Germany 
3
RTECS 
XX8925000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S7395
Product name
Spiperone
Purity
solid
Packaging
250mg
Price
$159
Updated
2024/03/01
TRC
Product number
S682000
Product name
Spiperone
Packaging
25mg
Price
$85
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0004229
Product name
SPIPERONE
Purity
95.00%
Packaging
10MG
Price
$407
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0004229
Product name
SPIPERONE
Purity
95.00%
Packaging
50MG
Price
$435
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0004229
Product name
SPIPERONE
Purity
95.00%
Packaging
100MG
Price
$470
Updated
2021/12/16
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SPIPERONE Chemical Properties,Usage,Production

Chemical Properties

Off-White Solid

Originator

Spiropitan,Eisai,Japan,1969

Uses

Spiperone is an antipsychotic.

Uses

antibacterial

Definition

ChEBI: An azaspiro compound that is 1,3,8-triazaspiro[4.5]decane which is substituted at positions 1, 4, and 8 by phenyl, oxo, and 4-(p-fluorophenyl)-4-oxobutyl groups, respectively.

Manufacturing Process

A mixture of 4-carbamoyl-4-N-anilinopiperidine and formamide is heated for 12 hours at 170°C. After cooling, the reaction mixture is divided between 100parts water and 900 parts chloroform. The organic layer is separated, dried over MgSO4 filtered and the filtrate is evaporated. The semisolid residue is stirred in ethyl acetate. The undissolved part is filtered off, washed with ethyl acetate, and dried, yielding 1-oxo-4-phenyl-2,4,8- triazaspiro[4.5]decane.
A mixture of 3.2 parts 4-chloro-p-fluoro-butyrophenone, 3.5 parts 1-oxo-4- phenyl-2,4,8-triazaspiro(4,5)decane, 2 parts Na2CO3 and 0.1 part KI in 200 parts hexone is refluxed with stirring for 50 hours. The mixture is cooled to room temperature, 200 parts water are added and the layers are separated. The organic layer is dried over 10 parts MgSO4, filtered and the solvent removed under reduced pressure on the water bath. The residue is treated with 50 parts diisopropylether. The precipitate is filtered on a Buchner filter and recrystallized from 20 parts hexone at room temperature. The solid is filtered off and dried to yield 1-oxo-4-phenyl-8-[3-(4-fluorobenzoyl)-propyl] -2,4,8- triazaspiro(4.5)decane, melting point 190° to 193.6°C, as a light brown amorphous powder.

brand name

Spiropitan (Janssen Pharmaceutica, Belgium).

Therapeutic Function

Tranquilizer

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.

Biological Activity

5-HT 2A serotonin and selective D 2 -like dopamine receptor antagonist (K i values are 0.06, 0.6, 0.08, ~ 350, ~ 3500 nM for D 2 , D 3 , D 4 , D 1 and D 5 receptors respectively). Antipsychotic.

Biochem/physiol Actions

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

SPIPERONE Preparation Products And Raw materials

Raw materials

Preparation Products

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749-02-0, SPIPERONERelated Search:


  • 1,3,8-triazaspiro(4.5)decan-4-one,8-(4-(4-fluorophenyl)-4-oxobutyl)-1-phenyl
  • 4’-fluoro-4-(4-oxo-1-phenyl-1,3,8-triazaspiro(4,5)decan-8-yl)-butyrophenon
  • Spiperone-d5
  • 8-(3-p-fluorobenzoyl-1-propyl)-4-oxo-1-phenyl-1,3,8-triazaspiro(4,5)decane
  • 8-triazaspiro(4.5)decan-4-one,8-(3-(p-fluorobenzoyl)propyl)-1-phenyl-3
  • r5147
  • 8-[3-(P-FLUOROBENZOYL)PROPYL]-1-PHENYL-1,3,8-TRIAZASPIRO[4.5]DECAN-4-ONE
  • 4-PHENYL-8-[3-(4-FLUOROBENZOYL)-PROPYL]-1-OXO-2,4,8-TRIAZASPIRO[4,5]DECANE
  • SPIPERONE
  • SPIROPERIDOL
  • R 5147, Spiroperidol, 8-[3-(p-Fluorobenzoyl)propyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
  • SpiperoneHCl
  • 8-[4-(4-Fluprophenyl)-4-oxobutyl]-1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one
  • Spiroperidone
  • Spiropitan
  • 8-[4-(4-Fluorophenyl)-4-oxobutyl]-1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one
  • 8-[4-(4-fluorophenyl)-4-keto-butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
  • Spiperon
  • ethyl4-(4-methoxy-3-methylphenyl)-2,8-dioxobutanoate
  • Serotonin Receptor,pharmacological,Spiperone,inhibit,neurology diseases,5-HT Receptor,5-HT1A,5-HT2A,5-hydroxytryptamine Receptor,dopamine D2,Inhibitor,Dopamine Receptor
  • Luopenglong
  • 749-02-0
  • C23H26FN3O2HCl
  • C23H26FN3O2
  • Serotonin receptor
  • Amine
  • Aromatics
  • Heterocycles
  • ILOSONE
  • Intermediates & Fine Chemicals
  • Pharmaceuticals