Anticancer anthrapyrazoles. Improved syntheses of clinical agents CI‐937, CI‐941, and piroxantrone hydrochloride

Improved processes for the synthesis of bulk quantities of the anthrapyrazole clinical agents CI-937, CI-941, and piroxantrone hydrochloride are reported. Reported also are detailed analytical and spectroscopic data for these agents and intermediates of the synthetic sequences.

[1]  H. D. Showalter,et al.  Efficient Synthesis of peri-Hydroxylated 9,10-Anthracenedione Ethers via Alkylation of Cesium Phenolates , 1988 .

[2]  S. Saletan Mitoxantrone: an active, new antitumor agent with an improved therapeutic index. , 1987, Cancer treatment reviews.

[3]  H. D. Showalter,et al.  Anthrapyrazole anticancer agents. Synthesis and structure-activity relationships against murine leukemias. , 1987, Journal of medicinal chemistry.

[4]  H. D. Showalter,et al.  Heteroannulated-9,10-anthracenediones. The synthesis of substituted 5- and 7-chloroanthra[1,9-cd]pyrazol-6(2H)-ones, precursors to anticancer anthrapyrazoles , 1986 .

[5]  D. W. Fry,et al.  Design, biochemical pharmacology, electrochemistry and tumour biology of anti-tumour anthrapyrazoles. , 1986, Anti-cancer drug design.

[6]  W. Leopold,et al.  Anthrapyrazoles, a new class of intercalating agents with high-level, broad spectrum activity against murine tumors. , 1985, Cancer research.

[7]  D. W. Fry,et al.  In vitro DNA strand scission and inhibition of nucleic acid synthesis in L1210 leukemia cells by a new class of DNA complexers, the anthra[1,9-cd]pyrazol-6(2H)-ones (anthrapyrazoles). , 1985, Biochemical pharmacology.

[8]  J. Haky,et al.  Evaluation of a Simple HPLC Correlation Method for the Estimation of the Octanol-Water Partition Coefficients of Organic Compounds , 1984 .

[9]  H. D. Showalter,et al.  STUDIES IN THE SYNTHESIS OF HALOGENATED ANTHRAQUINONES. I. A CONVENIENT PREPARATION OF 1,4-DICHLORO-5-HYDROXY-9,10-ANTHRACENEDIONE , 1984 .

[10]  H. D. Showalter,et al.  5-[(Aminoalkyl)amino]-substituted anthra[1,9-cd]pyrazol-6(2H)-ones as novel anticancer agents. Synthesis and biological evaluation. , 1984, Journal of medicinal chemistry.

[11]  M. Freifelder A Low Pressure Process for the Reduction of Nitriles. Use of Rhodium Catalyst1 , 1960 .