10-{3-[4-hydroxy(2,2,6,6-2H4)piperidin-1-yl]propyl}-10H-phenothiazine-2-carbonitrile

• ChemBase ID: 176372
• Molecular Formular: C21H23N3OS
• Molecular Mass: 365.49182
• Monoisotopic Mass: 365.15618337
• SMILES: c1ccc2c(c1)N(c1c(S2)ccc(c1)C#N)CCCN1CCC(CC1)O
• Canonical SMILES: N#Cc1ccc2c(c1)N(CCCN1CCC(CC1)O)c1c(S2)cccc1
• InChI: InChI=1S/C21H23N3OS/c22-15-16-6-7-21-19(14-16)24(18-4-1-2-5-20(18)26-21)11-3-10-23-12-8-17(25)9-13-23/h1-2,4-7,14,17,25H,3,8-13H2
• InChIKey: LUALIOATIOESLM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-{3-[4-hydroxy(2,2,6,6-^2H₄)piperidin-1-yl]propyl}-10H-phenothiazine-2-carbonitrile
• IUPAC Traditional name: 10-{3-[4-hydroxy(2,2,6,6-^2H₄)piperidin-1-yl]propyl}phenothiazine-2-carbonitrile
• Synonyms: 10-[3-(4-Hydroxy-1-piperidinyl)propyl]-10H-phenothiazine-2-carbonitrile-d4; 2-Cyano-10-[3-(4-hydroxypiperidino)propyl]phenothiazine-d4; Aolept-d4; Bayer 1409-d4; FI 6145-d4; Nelactil-d4; Nemactil-d4; Neulactil; -d4 Neuleptil-d4; Periciazine-d4; Periciazinum-d4; Properciazine-d4; Propericiazine-d4; Propericyazine-d4; RP 8909-d4; SKF 20716-d4; Pericyazine-d4

Database IDs

• PubChem SID: 164232282
• PubChem CID: 71751521

CALCULATED PROPERTIES

• Acid pKa: 15.179289
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.32233855
• LogD (pH = 7.4): 2.0884066
• Log P: 3.1051114
• Molar Refractivity: 108.3974 cm^3
• Polarizability: 41.353477 Å^3
• Polar Surface Area: 50.5 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P287362

Labelled Pericyazine (P287360). Psychotherapeutic phenothiazine. Antipsychotic.

REFERENCES

• Schafer, et al.: Toxicol. Appl. Pharmacol., 21, 315 (1972)
• Kaye, J., et al.: Br. J. Clin. Pharmacol., 56, 569 (1972)
• Tschoner, A., et al.: Pharmacopsychiatry, 42, 29 (1972)