3,3'-(1-methylethane-1,2-diylidene)dicarbazamidine dihydrochloride Property

Melting point:

256 °C (decomp)

storage temp. 

-20°

solubility 

Soluble in Water (greater than 25 mg/ml).

form 

solid

color 

White

Stability:

Stable for 1 year from date of purchase as supplied. Solutions in water may be stored at -20°C for up to 1 month.

Hazard and Precautionary Statements (GHS)

3,3'-(1-methylethane-1,2-diylidene)dicarbazamidine dihydrochloride Chemical Properties,Usage,Production

Description

Mitoguazone (7059-23-6) is a potent and reversible inhibitor of S-adenosylmethionine decarboxylase (SAMD or AdoMetDC).1,2?SAMD is a component of the polyamine-biosynthetic pathway, thus inhibition may lead to changes in polyamine metabolism.3?Mitoguazone has also been shown to inhibit diamine oxidase and induce spermidine/spermine N-acetyltransferase.4,5 Mitoguazone has been looked at as a potential anti-cancer treatment because of its ability to inhibit polyamine synthesis.6

Definition

ChEBI: A hydrochloride obtained by combining mitoguazone with two molar equivalents of hydrochloric acid.

References

1) Wiliams?et al., (1971),?Methylglyoxal bis(guanylhydrazone) as a potent inhibitor of mammalian and yeast S-adenosylmethionine decarboxylases; Biochem. Biophys. Res. Commun.,?46?288 2) Corti?et al., (1974),?Specific inhibition of enzymic decarboxylation of S-adenosylmethionine by methylglyoxal bis(guanylhydrazone) and related substances; Biochem. J.,?139?351 3) Williams-Ashman and Seidenfeld, (1986),?Aspects of the biochemical pharmacology of methylglyoxal bis(guanylhydrazone); Biochem. Pharmacol.,?35?1217 4) Janne and Morris, (1984),?Inhibition of S-adenosylmethionine decarboxylase and diamine oxidase activities by analogues of methylglyoxal bis(guanylhydrazone) and their cellular uptake during lymphocyte activation; Biochem. J.,?218?947 5) Pegg?et al., (1985)?Induction of spermidine/spermine N-acetyltransferase by methylglyoxal bis(guanylhydrazone); Biochim. Biophys. Acta,?842?111 6) Porter and Janne (2012)?Modulation of Antineoplastic Drug Action by Inhibitors of Polyamine Biosynthesis. In Inhibition of polyamine metabolism: Biological Significance and Basis for new Therapies; McCann, Ed.; Elsevier; pp.203-248