Pimagedine

Pimagedine
Skeletal formula of a pimagedine
Skeletal formula of a pimagedine
Spacefill model of a pimagedine
Spacefill model of a pimagedine
Names
IUPAC name
2-Aminoguanidine
Other names
  • Aminoguanidine
  • Guanyl hydrazine
  • Hydrazinecarboximidamide
  • Imino semicarbazide
  • Monoaminoguanidine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.001.076 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/CH6N4/c2-1(3)5-4/h1,4H,2-3H2 ☒N
    Key: DRCHNMARIZRTKI-UHFFFAOYSA-N ☒N
  • NC(N)N=N
Properties
CH6N4
Molar mass 74.085 g/mol
Density 1.72 g/ml
Boiling point 261 °C (502 °F; 534 K)
log P −1.475
Related compounds
Related compounds
 Guanidine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Pimagedine, also known as aminoguanidine, is an investigational drug for the treatment of diabetic nephropathy that is no longer under development as a drug.[1] Pimagedine functions as an inhibitor of diamine oxidase and nitric oxide synthase. It acts to reduce levels of advanced glycation end products (AGEs) through interacting with 3-deoxyglucosone, glyoxal, methylglyoxal, and related dicarbonyls. These reactive species are converted to less reactive heterocycles by this condensation reaction.

  1. ^ Thornalley, Paul J. (2003). "Use of aminoguanidine (Pimagedine) to prevent the formation of advanced glycation endproducts". Archives of Biochemistry and Biophysics. 419 (1): 31–40. doi:10.1016/j.abb.2003.08.013. PMID 14568006.