Basic information
- CAS
2622-26-6- Standard SMILES
N#Cc1ccc2c(c1)N(CCCN1CCC(O)CC1)c1ccccc1S2- InChIKey
LUALIOATIOESLM-UHFFFAOYSA-N- Molecular formula
- C21H23N3OS
- Average molar mass
- 365.5 g/mol
- Monoisotopic mass
- 365.15618354
Overview
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.
Names & identifiers
- Preferred name
- Periciazine
- IUPAC
- 10-[3-(4-hydroxypiperidin-1-yl)propyl]phenothiazine-2-carbonitrile
- English name
- PROPERICYAZINE
- Molecular formula
- C21H23N3OS
- Molecular weight
- 365.49
Names & synonyms
periciazinePERICYAZINEPropericiazine2622-26-6PiperocyanomazineNeulactilPericiazinumPericiazina10-(3-(4-Hydroxypiperidino)propyl)phenothiazine-2-carbonitrile2-Cyano-10-(3-(4-hydroxy-1-piperidyl)propyl)phenothiazineDTXSID5045910WH 7508
Show more names
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
Database identifiers
- CAS
2622-26-6- PubChem CID
- 4747
- DTXSID
DTXSID5045910- ChEMBL
CHEMBL251940- ChEBI
CHEBI:31981- UNII
- 3405M6FD73
Properties
Computed structural properties
- XLogP
- 3.5
- Topological polar surface area
- 75.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 4
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 513
Experimental & physicochemical properties
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)]
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
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.
Hazard information
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%)
Toxicology
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
Safety data
- rtecs
- SN7175000
- Toxicity
- LD50 orally in rats: 395 mg/kg (Schafer)
- risk_code
- 22-36/37/38-20/21/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
Chemistry & industry
Pharmacology
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
Uses & manufacturing
Use ClassificationPharmaceuticals
Applications
UsesSpectrophotometric reagent for palladium and ruthenium.
UsesPsychotherapeutic phenothiazine. Antipsychotic.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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