Tilorone
Title: Tilorone
CAS Registry Number: 27591-97-5
CAS Name: 2,7-Bis[2-(diethylamino)ethoxy]-9H-fluoren-9-one
Additional Names: bis-DEAE-fluorenone
Molecular Formula: C25H34N2O3
Molecular Weight: 410.55
Percent Composition: C 73.14%, H 8.35%, N 6.82%, O 11.69%
Literature References: The first recognized synthetic, small mol wt compound that is an orally active interferon inducer: Krueger, Mayer, Science 169, 1213 sqq. (1970). Prepn: Fleming et al., DE 1964761 corresp to US 3592819 (1970, 1971 to Richardson Merrell); E. R. Andrews et al., J. Med. Chem. 17, 882 (1974); H. M. Burke, M. M. Joullie, ibid. 21, 1084 (1978). Mechanism of action: De Clercq, Merigan, J. Infect. Dis. 123, 190 (1971). Toxicity studies: Kaufman et al., Proc. Soc. Exp. Biol. Med. 137, 357 (1971). Review: P. Chandra et al., "Tilorone Hydrochloride" in Antibiotics vol. 5(pt. 2), F. E. Hahn, Ed. (Springer-Verlag, New York, 1979) pp 385-413.
 
Derivative Type: Dihydrochloride
CAS Registry Number: 27591-69-1
Molecular Formula: C25H34N2O3.2HCl
Molecular Weight: 483.47
Percent Composition: C 62.11%, H 7.51%, N 5.79%, O 9.93%, Cl 14.67%
Properties: Crystals from butanone-methanol, mp 235-237°. uv max (water): 269 nm (E1%1cm 1600). LD50 in mice, rats (single dose): 959, 852 mg/kg orally; 145, 244 mg/kg i.p. (Krueger, Mayer).
Melting point: mp 235-237°
Absorption maximum: uv max (water): 269 nm (E1%1cm 1600)
Toxicity data: LD50 in mice, rats (single dose): 959, 852 mg/kg orally; 145, 244 mg/kg i.p. (Krueger, Mayer)

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