10-[3-(dimethylamino)-2-methylpropyl]-2-methoxy-10H-5λ4,10-phenothiazin-5-one

• ChemBase ID: 172869
• Molecular Formular: C19H24N2O2S
• Molecular Mass: 344.47106
• Monoisotopic Mass: 344.15584902
• SMILES: c1ccc2c(c1)N(c1c(S2=O)ccc(c1)OC)CC(CN(C)C)C
• Canonical SMILES: COc1ccc2c(c1)N(CC(CN(C)C)C)c1c(S2=O)cccc1
• InChI: InChI=1S/C19H24N2O2S/c1-14(12-20(2)3)13-21-16-7-5-6-8-18(16)24(22)19-10-9-15(23-4)11-17(19)21/h5-11,14H,12-13H2,1-4H3
• InChIKey: CUJAZGOWDHBZEI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-[3-(dimethylamino)-2-methylpropyl]-2-methoxy-10H-5λ^4,10-phenothiazin-5-one
• IUPAC Traditional name: 10-[3-(dimethylamino)-2-methylpropyl]-2-methoxy-5λ^4,10-phenothiazin-5-one
• Synonyms: 2-Methoxy-N,N,β-trimethyl-10H-phenothiazine-10-propanamine 5-Oxide; rac Methotrimeprazine Sulfoxide

Database IDs

• CAS Number: 7606-29-3
• PubChem SID: 164228779
• PubChem CID: 165566

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.33190122
• LogD (pH = 7.4): 1.2525218
• Log P: 2.878466
• Molar Refractivity: 101.2028 cm^3
• Polarizability: 39.188023 Å^3
• Polar Surface Area: 32.78 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M260790

A metabolite of Methotrimeprazine (M260785).

REFERENCES

• Haddad, P., et al.: Drugs, 62, 1649 (2002)
• Chiu, P., et al.: J. Pharmacol. Sci., 95, 311 (2002)
• Dubin, A., et al.: J. Biomol. Screen, 10, 168 (2002)