Structural Formula Vector Image
Title: Bisantrene
CAS Registry Number: 78186-34-2
CAS Name: 9,10-Anthracenedicarboxaldehyde bis[(4,5-dihydro-1H-imidazol-2-yl)hydrazone]
Additional Names: 9,10-anthracenedicarboxaldehyde bis(2-imidazolin-2-ylhydrazone)
Molecular Formula: C22H22N8
Molecular Weight: 398.46
Percent Composition: C 66.31%, H 5.57%, N 28.12%
Literature References: Prepn: K. C. Murdock et al., DE 2850822; K. C. Murdock, F. E. Durr, US 4258181 (1979, 1981 both to Am. Cyanamid); and antitumor activity: K. C. Murdock et al., J. Med. Chem. 25, 505 (1982). Crystallographic characterization of hydrochloride: R. B. Bates et al., Acta Crystallogr. C42, 186 (1986); C. G. Pierpont, S. A. Lang, Jr., ibid. 1085. HPLC determn in plasma: Y.-M. Peng et al., J. Chromatogr. 233, 235 (1982). Antitumor activity in vitro: J. D. Cowan et al., Invest. New Drugs 1, 139 (1983); in vivo: R. V. Citarella et al., Cancer Res. 42, 440 (1982). Clinical pharmacokinetics: K. Lu et al., Cancer Chemother. Pharmacol. 16, 156 (1986). Clinical trials in breast cancer: H.-Y. Yap et al., Cancer Res. 43, 1402 (1983); C. K. Osborne et al., Cancer Treat. Rep. 68, 357 (1984).
Derivative Type: Dihydrochloride
CAS Registry Number: 71439-68-4
Additional Names: ADAH; ADCA
Manufacturers' Codes: NSC-337766; CL-216942
Trademarks: Orange Crush (Cyanamid); Zantrène (Lederle)
Molecular Formula: C22H22N8.2HCl
Molecular Weight: 471.39
Percent Composition: C 56.05%, H 5.13%, N 23.77%, Cl 15.04%
Properties: Crystalline orange solid from ethanol. Hemihydrate, mp 288-289° (dec). uv max (H2O) 260, 415 nm (e 72700, 16300).
Melting point: mp 288-289° (dec)
Absorption maximum: uv max (H2O) 260, 415 nm (e 72700, 16300)
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic.

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