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

• ChemBase ID: 178573
• Molecular Formular: C21H26N2O2S2
• Molecular Mass: 402.57334
• Monoisotopic Mass: 402.14357008
• SMILES: c1ccc2c(c1)N(c1c(S2)ccc(c1)S(=O)(=O)C)CCC1CCCCN1C
• Canonical SMILES: CN1CCCCC1CCN1c2ccccc2Sc2c1cc(cc2)S(=O)(=O)C
• InChI: InChI=1S/C21H26N2O2S2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)26-21-11-10-17(15-19(21)23)27(2,24)25/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3
• InChIKey: FLGCRGJDQJIJAW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methanesulfonyl-10-{2-[1-(^2H₃)methylpiperidin-2-yl]ethyl}-10H-phenothiazine
• IUPAC Traditional name: 2-methanesulfonyl-10-{2-[1-(^2H₃)methylpiperidin-2-yl]ethyl}phenothiazine
• Synonyms: 10-[2-(1-Methyl-2-piperidinyl)ethyl]-2-(methylsulfonyl)-10H-phenothiazine-d3; (+/-)-Thioridazine-2-sulfone-d3; Imagotan-d3; Inofal-d3; Psychoson-d3; Sulforidazine-d3; Sulphoridazine-d3; TPN 12-d3; Thioridazine-2-sulfone-d3; Thioridazine-d3 2-Sulfone

Database IDs

• PubChem SID: 164234483
• PubChem CID: 71752534

CALCULATED PROPERTIES

• Acid pKa: 19.690275
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.764635
• LogD (pH = 7.4): 3.3688998
• Log P: 3.6813972
• Molar Refractivity: 114.7673 cm^3
• Polarizability: 44.874405 Å^3
• Polar Surface Area: 40.62 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T368812

A labelled metabolite of Thioridazine (THD 2-SO2).

REFERENCES

• Niedzwiecki, D., et al.: J. Pharmacol. Exp. Ther., 250, 126 (1989)
• Eap, C., et al.: Ther. Drug Monit., 13, 356 (1989)
• Shah, P., et al.: J. Pharm. Sci., 81, 309 (1989)
• Eap, C., et al.: J. Pharm. Biomed. Anal., 11, 451 (1989)
• Blake, B., et al.: Xenobiot