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

• ChemBase ID: 169284
• Molecular Formular: C22H26F3N3OS
• Molecular Mass: 437.5215496
• Monoisotopic Mass: 437.17486813
• SMILES: c1cccc2c1N(c1c(S2)ccc(c1)C(F)(F)F)CCCN1CCN(CC1)CCO
• Canonical SMILES: OCCN1CCN(CC1)CCCN1c2ccccc2Sc2c1cc(cc2)C(F)(F)F
• InChI: InChI=1S/C22H26F3N3OS/c23-22(24,25)17-6-7-21-19(16-17)28(18-4-1-2-5-20(18)30-21)9-3-8-26-10-12-27(13-11-26)14-15-29/h1-2,4-7,16,29H,3,8-15H2
• InChIKey: PLDUPXSUYLZYBN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-{3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl}(^2H₈)piperazin-1-yl)ethan-1-ol
• IUPAC Traditional name: 2-(4-{3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl}(^2H₈)piperazin-1-yl)ethanol
• Synonyms: 4-[3-[2-(Trifluoromethyl)-10H-phenothiazin-10-yl]propyl]-1-piperazine-d8-ethanol Dihydrochloride; 4-[3-[2-(Trifluoromethyl)phenothiazin-10-yl]propyl]-1-piperazine-d8-ethanol Dihydrochloride; Anatensol-d8; Dapotum-d8; Flufenazin-d8; Fluphenazine-d8 Dihydrochloride

Database IDs

• PubChem SID: 162263416
• PubChem CID: 71316894

CALCULATED PROPERTIES

• Acid pKa: 15.593098
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.3181694
• LogD (pH = 7.4): 3.0929255
• Log P: 3.9658215
• Molar Refractivity: 117.2676 cm^3
• Polarizability: 43.838596 Å^3
• Polar Surface Area: 29.95 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 196-206°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - F598402

Antipsychotic.

REFERENCES

• Anderson, E.L., et al.: Arzneim.-Forsch., 12, 937 (1962)
• Dreyfuss, J., et al.: J. Pharm. Sci., 60, 826 (1962)
• Florey, K., et al.: Anal. Profiles Drug Subs., 2, 245 (1973).