1-{[2-(diethylamino)ethyl]amino}-4-methyl-9H-thioxanthen-9-one hydrochloride

• ChemBase ID: 172421
• Molecular Formular: C20H25ClN2OS
• Molecular Mass: 376.9433
• Monoisotopic Mass: 376.13761211
• SMILES: c1ccc2c(c1)c(=O)c1c(s2)c(ccc1NCCN(CC)CC)C.Cl
• Canonical SMILES: CCN(CCNc1ccc(c2c1c(=O)c1c(s2)cccc1)C)CC.Cl
• InChI: InChI=1S/C20H24N2OS.ClH/c1-4-22(5-2)13-12-21-16-11-10-14(3)20-18(16)19(23)15-8-6-7-9-17(15)24-20;/h6-11,21H,4-5,12-13H2,1-3H3;1H
• InChIKey: LAOOXBLMIJHMFO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[2-(diethylamino)ethyl]amino}-4-methyl-9H-thioxanthen-9-one hydrochloride
• IUPAC Traditional name: lucanthone hydrochloride
• Synonyms: 1-[[2-(Diethylamino)ethyl]amino]-4-methyl-9H-thioxanthen-9-one Hydrochloride; BW 57-233; Lucanthone MonoHydrochloride; Miracil D; Miracol; Ms. 752; NSC 14574; Nilodin; RP 3735; Scapuren; Tixantone; Lucanthone Hydrochloride

Database IDs

• CAS Number: 548-57-2
• PubChem SID: 164228331
• PubChem CID: 11054

CALCULATED PROPERTIES

• Acid pKa: 18.841316
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.9962958
• LogD (pH = 7.4): 3.7037666
• Log P: 5.0165625
• Molar Refractivity: 106.0109 cm^3
• Polarizability: 39.79871 Å^3
• Polar Surface Area: 32.34 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - L473700

Anthelmintic (Schistosoma).

REFERENCES

• Galitski, T., et al.: Science, 285, 251 (1999)
• Bubb, M., et al.: J. Biol. Chem., 269, 14869 (1999)
• Duncan, K., et al.: Biochem. Pharmacol., 52, 1553 (1999)