| Identification | Back Directory | [Name]
pimagedine | [CAS]
79-17-4 | [Synonyms]
pimagedine
Aids030897
Aids-030897
Aminate base
1-Aminoguanidine
N-Aminoguanidine
Monoaminoguanidine
Aminoguanidine (ag)
Ribavirin Impurity S
Aminoguanidine mordant
Amino(imino)methylhydrazine
Hydrazinecarboximidamide(9CI)
HYDRAZINECARBOXIMIDAMIDE (BASE) | [EINECS(EC#)]
201-183-1 | [Molecular Formula]
CH6N4 | [MDL Number]
MFCD00242587 | [MOL File]
79-17-4.mol | [Molecular Weight]
74.09 |
| Chemical Properties | Back Directory | [Melting point ]
182-185 °C (decomp) | [Boiling point ]
159.5±23.0 °C(Predicted) | [density ]
1.72±0.1 g/cm3(Predicted) | [refractive index ]
1.6660 (estimate) | [pka]
11.08±0.70(Predicted) |
| Hazard Information | Back Directory | [Chemical Properties]
Aminoguanidine [CAS: 79-17-4], CH6N4, Mr 74.09, is a base that forms salts with both inorganic and organic acids. It is soluble in water and ethanol. Free aminoguanidine is stable for only a short time; therefore, it is marketed in the form of its stable salts. Commercially, aminoguanidine is offered as the bicarbonate salt [2582-30-1], a white powder of usually 99 % assay. The water solubility at room temperature is low (< 5 g/L). It is offered by most world-scale hydrazine producers (→Hydrazine). Other salts can be prepared from the bicarbonate by reaction with acid.
| [Chemical Properties]
Aminoguanidine is prepared from hydrazine
and aqueous cyanamide solution. Processes
based on the reduction of nitroguanidine have
no industrial significance.
 | [Uses]
Inhibitor (advanced glycosylation
end-product formation). | [Definition]
ChEBI: A one-carbon compound whose unique structure renders it capable of acting as a derivative of hydrazine, guanidine or formamide. | [Enzyme inhibitor]
This substituted hydrazine (FWhydrochloride = 110.55 g/mol; CAS 79-17-4), also named pimagedine, is a strong inhibitor of diamine oxidases as well as nitric oxide synthase. Note that aminoguanidine also inhibits the formation of advanced glycosylation end-products, reportedly by reacting with and trapping Amadori rearrangement-derived fragmentation products in solution. In view of this property, aminoguanidine has often been used to treat complications associated with chronic diabetes. Target(s): amine oxidase (copper-containing), or diamine oxidase; methylamine dehydrogenase; tryptophan tryptophylquinone enzymes; nitric-oxide synthase; b-fructofuranosidase, or invertase; monoamine oxidase, or amine oxidase; histidine decarboxylase; aldose reductase; catalase; formation of advanced glycosylation end products; adenosylmethionine decarboxylase; arginine deaminase; arginine kinase; aspartate aminotransferase; histamine N-methyltransferase. |
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