8568. Sobuzoxane

Nomenclature

CAS number: 98631-95-9
1,2-Ethanediylbis[(2,6-dioxo-4,1-piperazinediyl)methylene]carbonic acid bis(2-methylpropyl) ester; 4,4′-ethylenebis[1-(hydroxymethyl)-2,6-piperazinedione] bis(isobutyl carbonate) (ester); 4,4′-(1,2-ethanediyl)bis(1-isobutoxycarbonyloxymethyl)-2,6-piperazinedione; 1,2-bis(4-isobutoxycarbonyloxymethyl-3,5-dioxopiperazin-1-yl)ethane; MST-16; Perazolin (Zenyaku Kogyo).
C22H34N4O10; mol wt 514.53.
C 51.35%, H 6.66%, N 10.89%, O 31.10%.

Description and references

Noncleavable complex-stabilizing DNA topoisomerase II inhibitor. Prepn: J.-C. Cai, M. Takase, EP 140327; eidem, US 4650799 (1985, 1987 both to Zenyaku Kogyo); idem et al., Chem. Pharm. Bull. 37, 2976 (1989). Antitumor activity: T. Narita et al., Cancer Chemother. Pharmacol. 28, 235 (1991). Clinical evaluation in non-Hodgkin's lymphoma: R. Ohno et al., J. Natl. Cancer Inst. 84, 435 (1992); in adult T-cell leukemia-lymphoma: idem et al., Cancer 71, 2217 (1993). Acute toxicity study: T. Tokiwa et al., Iyakuhin Kenkyu 22, 435 (1991). C.A. 115, 222916k (1991).

Chemical structure

Properties

Crystals from ethylene glycol monomethylether, mp 128-130°. Also reported as crystals from ethanol, mp 132-133° (Cai, 1989). Practically insol in water. LD50 in male, female mice, rats (mg/kg): 807, 960, 877, 567 i.p.; 400, 673, 3025, 2821 s.c.; >5 g/kg orally in all species (Tokiwa).

Therapeutic Category

Antineoplastic.

Keywords

Antineoplastic; Topoisomerase II Inhibitor