10-[2-(dimethylamino)propyl]-10H-5λ4,10-phenothiazin-5-one

• ChemBase ID: 176978
• 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-(dimethylamino)propyl]-10H-5λ^4,10-phenothiazin-5-one
• IUPAC Traditional name: 10-[2-(dimethylamino)propyl]-5λ^4,10-phenothiazin-5-one
• Synonyms: N,N,α-Trimethyl-10H-phenothiazine-10-ethanamine 5-Oxide; N-[2-(Dimethylamino)propyl]phenothiazine S-Oxide; Promethazine 5-Oxide; Promethazine 5-Sulfoxide; Romergan Sulfoxide; Promethazine Sulfoxide

Database IDs

• CAS Number: 7640-51-9
• PubChem SID: 164232888
• PubChem CID: 63032

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

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - P757010

A metabolite of Promethazine (P757000).

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)