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

• ChemBase ID: 130406
• Molecular Formular: C21H26N2O2S2
• Molecular Mass: 402.57334
• Monoisotopic Mass: 402.14357008
• SMILES: O=S(=O)(c1cc2N(c3c(Sc2cc1)cccc3)CCC1N(C)CCCC1)C
• 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-methylpiperidin-2-yl)ethyl]-10H-phenothiazine
• IUPAC Traditional name: sulforidazine
• Synonyms: Sulforidazine; 10-[2-(1-Methyl-2-piperidinyl)ethyl]-2-(methylsulfonyl)-10H-phenothiazine; (+/-)-Thioridazine-2-sulfone; Imagotan; Inofal; Psychoson; Sulforidazine; Sulphoridazine; TPN 12; Thioridazine-2-sulfone; Thioridazine 2-Sulfone

Database IDs

• CAS Number: 14759-06-9
• PubChem SID: 162224685
• PubChem CID: 31765
• Chemspider ID: 29458
• Unique Ingredient Identifier: B7599I244X
• Wikipedia Title: Sulforidazine

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

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Thick Yellow Oil

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - T368810

A major 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