10-{2-[bis(2H3)methylamino]propyl}-10H-5λ4,10-phenothiazin-5-one

• ChemBase ID: 176979
• Molecular Formular: C17H20N2OS
• Molecular Mass: 300.4185
• Monoisotopic Mass: 300.12963427
• SMILES: c1ccc2c(c1)N(c1c(S2=O)cccc1)CC(N(C)C)C
• Canonical SMILES: CN(C(CN1c2ccccc2S(=O)c2c1cccc2)C)C
• InChI: InChI=1S/C17H20N2OS/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)21(20)17-11-7-5-9-15(17)19/h4-11,13H,12H2,1-3H3
• InChIKey: OWTCLFIFAFHQIX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-{2-[bis(^2H₃)methylamino]propyl}-10H-5λ^4,10-phenothiazin-5-one
• IUPAC Traditional name: 10-{2-[bis(^2H₃)methylamino]propyl}-5λ^4,10-phenothiazin-5-one
• Synonyms: N,N,-Di(methyl-d6),α-methyl-10H-phenothiazine-10-ethanamine 5-Oxide; N-[2-(Dimethyl-d6-amino)propyl]phenothiazine S-Oxide; Promethazine 5-Oxide-d6; Promethazine 5-Sulfoxide-d6; Romergan Sulfoxide-d6; Promethazine Sulfoxide-d6

Database IDs

• PubChem SID: 164232889
• PubChem CID: 45040274

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.46080217
• LogD (pH = 7.4): 2.223218
• Log P: 2.9134288
• Molar Refractivity: 89.8766 cm^3
• Polarizability: 34.84351 Å^3
• Polar Surface Area: 23.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Dark Red Solid
• Melting Point: 118-121°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - P757012

A labelled metabolite of Promethazine.

REFERENCES

• Gottschalk, L., et al.: J. Pharm. Sci., 67, 155 (1978)
• de Jongh, G., et al.: Drug Metab. Dispos., 9, 48 (1978)
• Hale, P., et al.: Toxicol. Appl. Pharmacol., 86, 44 (1978)
• Delbressine, L., et al.: Xenobiotica, 22, 227 (1978)