6213. Mitoguazone
Nomenclature
CAS number: 459-86-9
2,2′-(1-Methyl-1,2-ethanediylidene)bis[hydrazinecarboximidamide]; 1,1′-[(methylethanediylidene)dinitrilo]diguanidine; methylglyoxal bis(guanylhydrazone); pyruvaldehyde bis(amidinohydrazone). C5H12N8; mol wt 184.20.
C 32.60%, H 6.57%, N 60.83%.
Description and references
Polyamine biosynthesis inhibitor. Prepn: F. Baiocchi et al., J. Med. Chem. 6, 431 (1963); V. T. Oliverio, C. Denham, J. Pharm. Sci. 52, 202 (1963). Experimentally effective against myelogenous leukemia: Freireich et al., Cancer Chemother. Rep. 16, 183 (1962). HPLC determn in plasma: C.-L. Cheng et al., J. Chromatogr. B 793, 281 (2003). Review of clinical experience: D. D. Von Hoff, Ann. Oncol. 5, 487-493 (1994).
Properties
Prepd as the hemihydrate; off-white crystals from isopropyl alcohol, dec 225°. uv max at pH 1: 283 nm (ε 38400); at pH 11: 325 nm (ε 33500). pKa: 7.63, 9.05.Derivative
Dihydrochloride.Nomenclature
CAS number: 7059-23-6
NSC-32946; Methyl-GAG (Dakota Pharm). C5H12N8.2HCl; mol wt 257.12.
C 23.36%, H 5.49%, N 43.58%, Cl 27.58%.
Properties
Crystals from acetone, dec 256-257°.Therapeutic Category
Antineoplastic.
Keywords
Antineoplastic