10-{3-[4-(2-hydroxyethyl)(2H8)piperazin-1-yl]propyl}-8-(trifluoromethyl)-10H-phenothiazin-3-ol

• ChemBase ID: 170589
• Molecular Formular: C22H26F3N3O2S
• Molecular Mass: 453.5209496
• Monoisotopic Mass: 453.16978275
• SMILES: c1cc(cc2c1N(c1c(S2)ccc(c1)C(F)(F)F)CCCN1CCN(CC1)CCO)O
• Canonical SMILES: OCCN1CCN(CC1)CCCN1c2cc(ccc2Sc2c1ccc(c2)O)C(F)(F)F
• InChI: InChI=1S/C22H26F3N3O2S/c23-22(24,25)16-2-5-20-19(14-16)28(18-4-3-17(30)15-21(18)31-20)7-1-6-26-8-10-27(11-9-26)12-13-29/h2-5,14-15,29-30H,1,6-13H2
• InChIKey: XVCSDQAFEIGVBC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-{3-[4-(2-hydroxyethyl)(^2H₈)piperazin-1-yl]propyl}-8-(trifluoromethyl)-10H-phenothiazin-3-ol
• IUPAC Traditional name: 10-{3-[4-(2-hydroxyethyl)(^2H₈)piperazin-1-yl]propyl}-8-(trifluoromethyl)phenothiazin-3-ol
• Synonyms: 10-[3-[4-(2-Hydroxyethyl)-1-(piperazinyl]-d8)propyl]-8-(trifluoromethyl)-10H-phenothiazin-3-ol; 4-[3-[7-Hydroxy-2-(trifluoromethyl)phenothiazin-10-yl]propyl]-1-(piperazine-d8)ethanol; SQ 11426-d8; 7-Hydroxy Fluphenazine-d8

Database IDs

• PubChem SID: 164226499
• PubChem CID: 71749046

CALCULATED PROPERTIES

• Acid pKa: 10.115432
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.0165453
• LogD (pH = 7.4): 2.7905004
• Log P: 3.6622562
• Molar Refractivity: 119.2485 cm^3
• Polarizability: 44.48592 Å^3
• Polar Surface Area: 50.18 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H942437

A labelled metabolite of Fluphenazine (F598400).

REFERENCES

• Cooper, J., et al.: Ther. Drug Monit., 11, 354 (1989)
• Prakash, C., et al.: Drug Metab. Dispos., 25, 863 (1989)
• Weinmann, W., et al.: J. Anal. Toxicol., 26, 303 (1989)