10-{2-[1-(2H3)methylpiperidin-2-yl]ethyl}-2-(methylsulfanyl)-10H-5λ4,10-phenothiazin-5-one

• ChemBase ID: 178575
• Molecular Formular: C21H26N2OS2
• Molecular Mass: 386.57394
• Monoisotopic Mass: 386.14865546
• SMILES: c1ccc2c(c1)N(c1c(S2=O)ccc(c1)SC)CCC1CCCCN1C
• Canonical SMILES: CSc1ccc2c(c1)N(CCC1CCCCN1C)c1c(S2=O)cccc1
• InChI: InChI=1S/C21H26N2OS2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)26(24)21-11-10-17(25-2)15-19(21)23/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3
• InChIKey: XLDFFVBQCMLXIE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-{2-[1-(^2H₃)methylpiperidin-2-yl]ethyl}-2-(methylsulfanyl)-10H-5λ^4,10-phenothiazin-5-one
• IUPAC Traditional name: 10-{2-[1-(^2H₃)methylpiperidin-2-yl]ethyl}-2-(methylsulfanyl)-5λ^4,10-phenothiazin-5-one
• Synonyms: 10-[2-(1-Methyl-2-piperidinyl)ethyl]-2-(methylthio)-10H-phenothiazine-d3 5-Oxide; Thioridazine-d3 5-Oxide; Thioridazine-d3 Sulfoxide; Thioridazine-d3 5-Sulfoxide

Database IDs

• CAS Number: 1330076-56-6
• PubChem SID: 164234485
• PubChem CID: 71752535

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.2319493
• LogD (pH = 7.4): 2.9856405
• Log P: 4.095164
• Molar Refractivity: 114.8943 cm^3
• Polarizability: 44.52354 Å^3
• Polar Surface Area: 23.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Pale Orange Solid
• Melting Point: 105-112°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T368817

A labelled metabolite of Thioridazine (THD-5-SO).

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