dimethyl({3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl})amine

• ChemBase ID: 390
• Molecular Formular: C18H19F3N2S
• Molecular Mass: 352.4170696
• Monoisotopic Mass: 352.12210428
• SMILES: S1c2c(N(CCCN(C)C)c3c1cccc3)cc(cc2)C(F)(F)F
• Canonical SMILES: CN(CCCN1c2ccccc2Sc2c1cc(cc2)C(F)(F)F)C
• InChI: InChI=1S/C18H19F3N2S/c1-22(2)10-5-11-23-14-6-3-4-7-16(14)24-17-9-8-13(12-15(17)23)18(19,20)21/h3-4,6-9,12H,5,10-11H2,1-2H3
• InChIKey: XSCGXQMFQXDFCW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dimethyl({3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl})amine
• IUPAC Traditional name: triflupromazine
• Brand Name: Adazine; Fluopromazine; Psyquil; Siquil; Trifluopromazine
• Synonyms: Triflupromazine

Database IDs

• CAS Number: 146-54-3
• PubChem SID: 160963853; 46507344
• PubChem CID: 5568

CALCULATED PROPERTIES

JChem

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.52148
• LogD (pH = 7.4): 3.013445
• Log P: 4.808804
• Molar Refractivity: 94.9252 cm^3
• Polarizability: 35.040066 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.95
• LOG S: -5.29
• Solubility (Water): 1.80e-03 g/l

PROPERTIES

Physical Property

• Hydrophobicity(logP): 5.2

DETAILS

DrugBank - DB00508

• Drug Groups: approved
• Description: A phenothiazine used as an antipsychotic agent and as an antiemetic. [PubChem]
• Indication: Used mainly in the management of psychoses. Also used to control nausea and vomiting.
• Pharmacology: Triflupromazine is a member of a class of drugs called phenthiazines, which are dopamine D1/D2 receptor antagonists. Phenothiazines are used to treat serious mental and emotional disorders, including schizophrenia and other psychotic disorders. It reduces anxiety, emotional withdrawal, hallucinations, disorganized thoughts, blunted mood, and suspiciousness. Triflupromazine is used particularly to control violent behavior during acute episodes of psychotic disorders. It can also be used to control severe nausea and vomiting, severe hiccups, and moderate to severe pain in some hospitalized patients. Triflupromazine acts on the central nervous system.
• Toxicity: Symptoms of overdose include agitation, coma, convulsions, difficulty breathing, difficulty swallowing, dry mouth, extreme sleepiness, fever, intestinal blockage, irregular heart rate, low blood pressure, and restlessness.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic.
• Absorption: Absorption may be erratic and peak plasma concentrations show large interindividual differences.
• Protein Binding: Very high (90% or more).
• External Links: Wikipedia