10-{2-[1-(2H3)methylpiperidin-2-yl]ethyl}-2-(methylsulfanyl)-10H-phenothiazine hydrochloride

• ChemBase ID: 178572
• Molecular Formular: C21H27ClN2S2
• Molecular Mass: 407.03548
• Monoisotopic Mass: 406.13041855
• SMILES: c1ccc2c(c1)N(c1c(S2)ccc(c1)SC)CCC1CCCCN1C.Cl
• Canonical SMILES: CSc1ccc2c(c1)N(CCC1CCCCN1C)c1c(S2)cccc1.Cl
• InChI: InChI=1S/C21H26N2S2.ClH/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)25-21-11-10-17(24-2)15-19(21)23;/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3;1H
• InChIKey: NZFNXWQNBYZDAQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-{2-[1-(^2H₃)methylpiperidin-2-yl]ethyl}-2-(methylsulfanyl)-10H-phenothiazine hydrochloride
• IUPAC Traditional name: 10-{2-[1-(^2H₃)methylpiperidin-2-yl]ethyl}-2-(methylsulfanyl)phenothiazine hydrochloride
• Synonyms: 2-Methylmercapto-10-[2-(N-methyl-d3-2-piperidyl)ethyl]pheno-thiazine Hydrochloride; Thioridazine-d3 Hydrochloride; 10-[2-(1-Methyl-d3-2-piperidinyl)ethyl]-2-(methylthio)-10H-phenothiazine Hydrochloride

Database IDs

• CAS Number: 1189928-36-6
• PubChem SID: 164234482
• PubChem CID: 45040521

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.3070333
• LogD (pH = 7.4): 3.9332237
• Log P: 5.469306
• Molar Refractivity: 113.5226 cm^3
• Polarizability: 43.827343 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethanol; Methanol
• Apperance: Off-White Solid
• Melting Point: 150-153°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - T368802

Dopamine receptor blocker; parent compound of sulforidazine and mesoridazine. Antipsychotic.

REFERENCES

• Goldenthal, E.I., Toxicol. Appl. Pharmacol., 18, 185 (1971)
• Abdel-Moety, E.M., et al.: Anal. Profile Drug Subs., 18, 459 (1971)