N,N-dimethyl-1-(10H-phenothiazin-10-yl)propanamine oxide

• ChemBase ID: 176980
• Molecular Formular: C17H20N2OS
• Molecular Mass: 300.4185
• Monoisotopic Mass: 300.12963427
• SMILES: c1ccc2c(c1)N(c1c(S2)cccc1)CC([N+]([O-])(C)C)C
• Canonical SMILES: CC([N+](C)(C)[O-])CN1c2ccccc2Sc2c1cccc2
• InChI: InChI=1S/C17H20N2OS/c1-13(19(2,3)20)12-18-14-8-4-6-10-16(14)21-17-11-7-5-9-15(17)18/h4-11,13H,12H2,1-3H3
• InChIKey: VSUIGOJNZBMHQV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N,N-dimethyl-1-(10H-phenothiazin-10-yl)propanamine oxide
• IUPAC Traditional name: N,N-dimethyl-1-(phenothiazin-10-yl)propanamine oxide
• Synonyms: N,N,α-Trimethyl-10H-phenothiazine-10-ethanamine N-Oxide; Promethazine N-Oxide

Database IDs

• CAS Number: 81480-39-9
• PubChem SID: 164232890
• PubChem CID: 14424093

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.1627245
• LogD (pH = 7.4): 3.1631896
• Log P: 3.1631956
• Molar Refractivity: 90.5498 cm^3
• Polarizability: 34.23776 Å^3
• Polar Surface Area: 30.12 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P757020

Promethazine N-Oxide is a metabolite of Promethazine (P757000).

REFERENCES

• Luo, H., et al.: Xenobiotica, 21, 1281 (1991)