10-(3-(4-Hydroxy-1-piperidinyl)-propyl)-10H-phenothiazin-2-carbonitril
Periciazine
Grundinformationen
- CAS
2622-26-6- Standard-SMILES
N#Cc1ccc2c(c1)N(CCCN1CCC(O)CC1)c1ccccc1S2- InChIKey
LUALIOATIOESLM-UHFFFAOYSA-N- Summenformel
- C21H23N3OS
- Durchschnittliche Molmasse
- 365,5 g/mol
- Monoisotopische Masse
- 365,15618354
Überblick
Periciazine is a member of the class of phenothiazines that is 10H-phenothiazine substituted by a 3-(4-hydroxypiperidin-1-yl)propyl group at the nitrogen atom and a carbonitrile group at position 2. Periciazine is a first generation antipsychotic. It has a role as a sedative, an adrenergic antagonist and a first generation antipsychotic. It is a nitrile, a member of phenothiazines and a hydroxypiperidine. It derives from a hydride of a 10H-phenothiazine.
Namen und Bezeichner
- Bevorzugter Name
- Periciazine
- IUPAC
- 10-[3-(4-hydroxypiperidin-1-yl)propyl]phenothiazine-2-carbonitrile
- Lokaler Name
- 10-(3-(4-Hydroxy-1-piperidinyl)-propyl)-10H-phenothiazin-2-carbonitril
- Englischer Name
- PROPERICYAZINE
- Summenformel
- C21H23N3OS
- Molmasse
- 365.49
Namen und Synonyme
periciazinePERICYAZINEPropericiazine2622-26-6PiperocyanomazineNeulactilPericiazinumPericiazina10-(3-(4-Hydroxypiperidino)propyl)phenothiazine-2-carbonitrile2-Cyano-10-(3-(4-hydroxy-1-piperidyl)propyl)phenothiazineDTXSID5045910WH 7508
Weitere Namen anzeigen
ic6002rp8908wh75086909rpAoleptIC 6002RP 8908
2-Cyano-10-(3-(4-hydroxypiperidino)propyl)phenothiazineRP 8909RP-8909SKF 20716SKF-2071610-(3-(4-Hydroxypiperidin-1-yl)propyl)-10H-phenothiazine-2-carbonitrileNSC-758641Cyano-3 ((hydroxy-4 piperidyl-1)-3 propyl)-10 phenothiazine
Datenbank-Bezeichner
- CAS
2622-26-6- PubChem CID
- 4747
- DTXSID
DTXSID5045910- ChEMBL
CHEMBL251940
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 3,5
- Polarare Oberfläche (TPSA)
- 75,8 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 26
- Formalladung
- 0
- Komplexität
- 513
Experimentelle und physikochemische Eigenschaften
Drugs
Pharmaceuticals -> Antipsychotics
Pharmaceuticals -> Listed in ZINC15
LogP
3.52
3.89
Solubility5.90e-02 g/L
Human Drugs
Breast Feeding; Lactation; Milk, Human; Antipsychotic Agents; Phenothiazines
Pharmaceuticals
Melting Point
116-117 °C
116 - 117 °C
Physical DescriptionSolid
Dissociation Constants8.76
Collision Cross Section
186.6 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
194.22 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
186.4 Ų [M+H]+ [CCS Type: TW; Method: Major Mix IMS/Tof Calibration Kit (Waters)]
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory InformationPericyazine: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 10H-Phenothiazine-2-carbonitrile, 10-[3-(4-hydroxy-1-piperidinyl)propyl]-: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Toxikologische Informationen
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
Sicherheitsdaten
- RTECS-Nr.
- SN7175000
- risk_code
- 22-36/37/38-20/21/22
- Toxizität
- LD50 orally in rats: 395 mg/kg (Schafer)
- hazard_code
- Xn
- safety_code
- 26-36
Chemie und Industrie
Pharmakologische Informationen
ATC Code
N - Nervous system
QN - Nervous system
Pharmacodynamics
Pericyazine is a phenothiazine of the piperidine group. It has been shown to reduce pathologic arousal and affective tension in some psychotic patients, while the symptoms of abnormal mental integration are relatively unaffected. It is a sedative phenothiazine with weak antipsychotic properties. It also has adrenolytic, anticholinergic, metabolic and endocrine effects, and an action on the extrapyramidal system.
Mechanism of Action
Pericyazine, like other phenothiazines, is presumed to act principally in the subcortical areas, by producing what has been described as a central adrenergic blockade of the alpha adrenergic receptors as well as antagonism of the D(1) dopamine receptor.
Cellular LocationsMembrane
Verwendung und Herstellung
Use ClassificationPharmaceuticals
Anwendungen
VerwendenPsychotherapeutic phenothiazine. Antipsychotic.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
Zugehörige Reaktionen
0
Keine Reaktionsaufzeichnungen unter den aktuellen Filterkriterien.
Notizen zur Verbindung
Wird geladen…