Grundinformationen
- Standard-SMILES
O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1- InChIKey
DKGZKTPJOSAWFA-UHFFFAOYSA-N- Summenformel
- C23H26FN3O2
- Durchschnittliche Molmasse
- 395,5 g/mol
- Monoisotopische Masse
- 395,20090529
Überblick
Spiperone is 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. It has a role as a psychotropic drug, an antipsychotic agent, an alpha-adrenergic antagonist, a serotonergic antagonist and a dopaminergic antagonist. It is a member of piperidines, an azaspiro compound, an organofluorine compound, a tertiary amino compound and an aromatic ketone.
Namen und Bezeichner
- Bevorzugter Name
- Spiperone
- IUPAC
- 8-[4-(4-fluorophenyl)-4-oxobutyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
- Lokaler Name
- Spiperon
- Englischer Name
- SPIPERONE
- Summenformel
- C23H26FN3O2
- Molmasse
- 395.47
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
749-02-0- PubChem CID
- 5265
- DTXSID
DTXSID5045205- ChEMBL
CHEMBL267930- ChEBI
CHEBI:9233- UNII
- 4X6E73CJ0Q
- EC Number
- 212-024-0
- Nikkaji
- J3.320K
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 3
- Polarare Oberfläche (TPSA)
- 52,7 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 6
- Schwere Atome
- 29
- Formalladung
- 0
- Komplexität
- 577
Experimentelle und physikochemische Eigenschaften
Collision Cross Section
193.8 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
199.03 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physikochemische Eigenschaften
- Schmelzpunkt
- 190 · 190-193.60C
- Siedepunkt
- 630.6 · 630.6±55.0 °C(Predicted)
- Dichte
- 1.1714 · 1.1714 (estimate)
- storage temp.
- Store at RT
- Löslichkeit
- 2 O: · H2O: slightly soluble0.2mg/mL
- pka
- 8.31 · pKa 8.31 (Uncertain);9.09 (Uncertain)
- Aggregatzustand
- solid
- Farbe
- light yellow
- Wasserlöslichkeit
- 32 mg/L · 32mg/L(22 ºC)
- 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)
- InChIKey
- DKGZKTPJOSAWFA-UHFFFAOYSA-N
- SMILES
- Fc1ccc(cc1)C(=O)CCCN2CCC3(CC2)N(CNC3=O)c4ccccc4
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Warning
H302 (98.5%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P264, P270, P280, P301+P317, P318, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 68 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Sicherheitsdaten
- wgk
- 3
- RTECS-Nr.
- XX8925000
- risk_code
- 22-63
- hazard_code
- Xn
- safety_code
- 36/37
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 OralRepr. 2
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus.
Drugs that bind to but do not activate DOPAMINE RECEPTORS, thereby blocking the actions of dopamine or exogenous agonists. Many drugs used in the treatment of psychotic disorders (ANTIPSYCHOTIC AGENTS) are dopamine antagonists, although their therapeutic effects may be due to long-term adjustments of the brain rather than to the acute effects of blocking dopamine receptors. Dopamine antagonists have been used for several other clinical purposes including as ANTIEMETICS, in the treatment of Tourette syndrome, and for hiccup. Dopamine receptor blockade is associated with NEUROLEPTIC MALIGNANT SYNDROME.
Anwendungen
VerwendenSpiperone is an antipsychotic.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
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Ergänzende Hinweise
DefinitionChEBI: 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.
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