Methylglyoxal bis(guanylhydrazone)
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Methylglyoxal bis(guanylhydrazone)
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CAS No:
459-86-9
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Formula:
C5H12N8
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Chemical Name:
Methylglyoxal bis(guanylhydrazone)
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Synonyms:
Hydrazinecarboximidamide,2,2′-(1-methyl-1,2-ethanediylidene)bis-;Guanidine,1,1′-[(methylethanediylidene)dinitrilo]di-;2,2′-(1-Methyl-1,2-ethanediylidene)bis[hydrazinecarboximidamide];Pyruvaldehyde,bis(amidinohydrazone);Methylglyoxal bis(guanylhydrazone);NSC 32946;Me-GAG;Methyl-Gag;Methyl-G;Mitoguazone;MGBG;Methylglyoxal bis(amidinohydrazone);Mitoguanazone;75020-13-2
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CAS No:
Description
ChEBI: A hydrazone obtained by formal condensation of the two carbonyl groups of methylglyoxal with the primary amino groups of two molecules of aminoguanidine.
Antineoplastic agent effective against myelogenous leukemia in experimental animals. Also acts as an inhibitor of animal S-adenosylmethionine decarboxylase.
Methylglyoxal bis(guanylhydrazone) Basic Attributes
184.207
184.20
610-278-0
L - Antineoplastic and immunomodulating agents
Characteristics
154
0.69610
1.55g/cm3
225 °C (decomp)
436.6ºC at 760mmHg
217.8ºC
1.692
50% EtOH partly soluble (mg/mL)
Safety Information
Solution: A solution of 100 mg/mL in water stored at room temperature for 44 days showed no decomposition.
Drug Information
Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)|Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)
Methyl gag
Methylglyoxal bis(guanylhydrazone) Use and Manufacturing
It is derived from the condensation of aminoguanidine carbonate (see 02050). Dissolve semicarbazide carbonate in absolute ethanol, add hydrochloric acid dropwise at room temperature, reflux and react for 1 hour and then cool to 30°C, continue adding hydrochloric acid dropwise. Cool to 0°C and add pyruvaldehyde dropwise. After adding, react for 6h. Place to cool, filter, filter cake is washed, dried, and refined to obtain propionylhydrazone. The yield is about 65%.
This product is a drug for the treatment of adult acute myeloid leukemia and malignant lymphoma.
Computed Properties
Molecular Weight:184.20
XLogP3:-2.2
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:184.11849242
Monoisotopic Mass:184.11849242
Topological Polar Surface Area:154
Heavy Atom Count:13
Complexity:264
Undefined Bond Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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Methylglyoxal bis(guanylhydrazone)
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