Name | mitoguazone |
Synonyms | MGBG Me-GAG methyl-g Methyl-G AI3-60317 Methyl-Gag methyl-gag Mitoguazona BRN 1912590 mitoguazone Mitoguazone Mitoguazonum UNII-OD5Q0L447W Mitoguazonum [INN-Latin] Mitoguazona [INN-Spanish] Methylglyoxal bis(guanylhydrazone) Pyruvaldehyde bis(amidinohydrazone) Methylglyoxal bis(amidinohydrazone) 1,1'-((methylethanediylidene)dinitrilo)diguanidine 1,1'-((Methylethanediylidene)dinitrilo)diguanidine 1,1'-((methylethanediylidene)dinitrilo)di-guanidin Guanidine, 1,1'-((methylethanediylidene)dinitrilo)di- 2,2'-(1-methyl-1,2-ethanediylidene)bis-hydrazinecarboximidamid 2,2'-(1-Methyl-1,2-ethanediylidene)bis(hydrazinecarbimidamide) Hydrazinecarboximidamide, 2,2'-(1-methyl-1,2-ethanediylidene)bis- (9CI) N''-{(1E,2E)-2-[(diaminomethylidene)hydrazono]-1-methylethylidene}carbonohydrazonic diamide (non-preferred name) |
CAS | 459-86-9 |
EINECS | 202-958-7 |
InChI | InChI=1/C5H12N8/c1-3(11-13-5(8)9)2-10-12-4(6)7/h2H,1H3,(H4,6,7,12)(H4,8,9,13)/b10-2+,11-3+ |
Molecular Formula | C5H12N8 |
Molar Mass | 184.2 |
Density | 1.55±0.1 g/cm3(Predicted) |
Melting Point | 225 °C (decomp) |
Boling Point | 323.8±25.0 °C(Predicted) |
Flash Point | 217.8°C |
Vapor Presure | 7.99E-08mmHg at 25°C |
pKa | 7.63, 9.05(at 25℃) |
Storage Condition | Room Temprature |
Refractive Index | 1.692 |
Physical and Chemical Properties | White Crystal, melting point 256-257 C (decomposition). It is very soluble in water, stable in acidic water and unstable in alkaline medium. |
In vitro study | Mitoguazone competitively inhibits spermidine synthesis in lymphocytes at concentrations as low as 0.5 μg/mL. Levels of 30 μg/mL or more inhibit protein synthesis and mitochondrial respiration. The ability of Mitoguazone to induce apoptosis by inhibiting the polyamine pathway is assessed in three Burkitt's lymphoma cell lines (Raji, Ramos and Daudi) and one prostate carcinoma cell line (MPC 3). Mitoguazone induces apoptosis in all the different human cancer cell lines tested in a concentration- and time-dependent way, and triggers a p53-independent programmed cell death in the human breast cancer MCF7 cell line. |
In vivo study | The influence of different stages of leukemia P388 on the pharmacokinetics of the antineoplastic agent Mitoguazone in mice is investigated. Independent of the tumor stage investigated, the total clearance of mitoguazone is slightly reduced reflecting a moderate increase of AUC in the serum of leukemia-bearing animals. Furthermore, in an advanced tumor stage the drug levels in kidneys, liver, spleen and serum are found to be elevated to some extent in comparison to tumor-free controls in contrast to an earlier stage of leukemia. |