| Identification | Back Directory | [Name]
Mitoguazone | [CAS]
459-86-9 | [Synonyms]
MGBG
Me-GAG
methyl-g
methyl-gag
Mitoguazone USP/EP/BP
Mitoguazone(Methyl-GAG)
Methylglycoxali BisguanylhydrazonuM
Pyruvaldehyde bis(amidinohydrazone)
1,1'-((methylethanediylidene)dinitrilo)di-guanidin
1,1'-((methylethanediylidene)dinitrilo)diguanidine
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-
(2E,2'E)-2,2'-[(1E,2E)-1,2-Propanediylidene]dihydrazinecarboximidamide | [EINECS(EC#)]
202-958-7 | [Molecular Formula]
C5H12N8 | [MDL Number]
MFCD00067519 | [MOL File]
459-86-9.mol | [Molecular Weight]
184.2 |
| Chemical Properties | Back Directory | [Melting point ]
225 °C (decomp) | [Boiling point ]
323.8±25.0 °C(Predicted) | [density ]
1.55±0.1 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
Acetonitrile: Slightly Soluble: 0.1-1 mg/mL
Water: Sparingly Soluble: 1-10 mg/mL | [form ]
Solid | [pka]
7.63, 9.05(at 25℃) | [color ]
Light brown to brown | [Water Solubility ]
Water: 50 mg/mL (271.44 mM; ultrasonic and adjust pH to 9 with HCl) | [CAS DataBase Reference]
459-86-9 |
| Hazard Information | Back Directory | [Chemical Properties]
White crystals, melting point 256-257℃ (decomposition). Very soluble in water, relatively stable in acidic water, unstable in alkaline medium. | [Uses]
Mitoguazone has therapeutic applications as a cytotoxic agent. | [Definition]
ChEBI: A hydrazone obtained by formal condensation of the two carbonyl groups of methylglyoxal with the primary amino groups of two molecules of aminoguanidine. | [Synthesis]
Synthesis of Mitoguazone: In a 500 ml four-necked flask equipped with reflux condenser, thermometer, dropping funnel, magnetic stirrer, add aminoguanidinium carbonate, methanol (can be or recycled), turn on the stirrer, and add concentrated hydrochloric a | [in vivo]
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[5]. | [storage]
Store at -20°C | [References]
[1] U REGENASS. CGP 48664, a new S-adenosylmethionine decarboxylase inhibitor with broad spectrum antiproliferative and antitumor activity.[J]. Cancer research, 1994, 54 12: 3210-3217.
[2] XIA JIN Hua X Michael S McGrath. Inhibition of HIV Expression and Integration in Macrophages by Methylglyoxal-Bis-Guanylhydrazone.[J]. Journal of Virology, 2015, 89 22: 11176-11189. DOI: 10.1128/jvi.01692-15
[3] F MIKLES-ROBERTSON C W P C Dave. Apparent autophagocytosis of mitochondria in L1210 leukemia cells treated in vitro with 4,4’-diacetyl-diphenylurea-bis(guanylhydrazone).[J]. Cancer research, 1980, 40 4: 1054-1061.
[4] SHIGERU FUJIMOTO. Antitumor effects of two polyamine antimetabolites combined with mitomycin C on human stomach cancer cells xenotransplanted into nude mice[J]. International Journal of Cancer, 1985, 35 6: 821-825. DOI: 10.1002/ijc.2910350620 |
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