10-{3-[4-(2-hydroxyethyl)(2H8)piperazin-1-yl]propyl}-2-(trifluoromethyl)-10H-5λ4,10-phenothiazin-5-one

• ChemBase ID: 169287
• Molecular Formular: C22H26F3N3O2S
• Molecular Mass: 453.5209496
• Monoisotopic Mass: 453.16978275
• SMILES: c1cccc2c1N(c1c(S2=O)ccc(c1)C(F)(F)F)CCCN1CCN(CC1)CCO
• Canonical SMILES: OCCN1CCN(CC1)CCCN1c2ccccc2S(=O)c2c1cc(cc2)C(F)(F)F
• InChI: InChI=1S/C22H26F3N3O2S/c23-22(24,25)17-6-7-21-19(16-17)28(18-4-1-2-5-20(18)31(21)30)9-3-8-26-10-12-27(13-11-26)14-15-29/h1-2,4-7,16,29H,3,8-15H2
• InChIKey: UFPPOFUTIWYLNR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-{3-[4-(2-hydroxyethyl)(^2H₈)piperazin-1-yl]propyl}-2-(trifluoromethyl)-10H-5λ^4,10-phenothiazin-5-one
• IUPAC Traditional name: 10-{3-[4-(2-hydroxyethyl)(^2H₈)piperazin-1-yl]propyl}-2-(trifluoromethyl)-5λ^4,10-phenothiazin-5-one
• Synonyms: 4-[3-[5-Oxido-2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl]-1-piperazineethanol-d8 Hydrochloride; 4-[3-[2-(Trifluoromethyl)phenothiazin-10-yl]propyl]-1-piperazineethanol-d8 5-Oxide Dihydrochloride; Fluphenazine-d8 Sulfoxide Dihydrochloride

Database IDs

• PubChem SID: 162263419
• PubChem CID: 71316896

CALCULATED PROPERTIES

• Acid pKa: 15.593098
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.04125561
• LogD (pH = 7.4): 1.8130041
• Log P: 2.5916796
• Molar Refractivity: 118.6393 cm^3
• Polarizability: 44.59926 Å^3
• Polar Surface Area: 47.02 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F598417

A labelled Phenothiazine derivative as indicator in vanadometry.

REFERENCES

• Sackett, P., et al.: J. Med. Chem., 24, 1342 (1981)
• Wood, N., et al.: Antimicrob. Agents Chemother., 27, 692 (1981)