5591. Lucanthone Hydrochloride
Nomenclature
CAS number: 548-57-2
1-[[2-(Diethylamino)ethyl]amino]-4-methyl-9H-thioxanthen-9-one
hydrochloride; 1-(2-diethylaminoethylamino)-4-methylthiaxanthone hydrochloride; MS-752; RP-3735; Miracil D; Nilodin; Miracol; Tixantone. C20H25ClN2OS; mol wt 376.94.
C 63.73%, H 6.69%, Cl 9.41%, N 7.43%, O 4.24%, S 8.51%.
Description and references
Prepd by the reaction of 1-chloro-4-methylthiaxanthone with asym-diethylethylenediamine: Mauss, Naturwissenschaften 33, 253 (1946); idem, Ber. 81, 19 (1948); Sharp, J. Chem. Soc. 1951, 2961; Archer, Suter, J. Am. Chem. Soc. 74, 4296 (1952). Review of mode of action: Weinstein, Hirschberg, Prog. Mol. Subcell. Biol. 2, 232 (1971). Review: Hirschberg in Antibiotics vol. 3, J. W. Corcoran, F. E. Hahn, Eds. (Springer-Verlag, New York, 1975) pp 274-303.
Properties
Yellow crystals from alcohol, mp 195-196°. Freely sol in water. Aq soln (orange) is neutral. Slightly sol in alcohol.Derivative
Free base.Properties
mp 64-65°. Sol in the usual organic solvents.Therapeutic Category
Anthelmintic (Schistosoma).
Keywords
Anthelmintic (Schistosoma)