Structure via PubChem · Public domain (PubChem)
aminoguanidine
Sign in to saveAlso known as amino guanidine, hydrazinecarboximidamide, AG, 2-azanylguanidine, 2-aminoguanidine, Monoaminoguanidine, Imino semicarbazide, Guanyl hydrazine
Aminoguanidine is the chemical compound with the formula . It is a versatile synthetic intermediate.
Chemical data
- Formula
- CH6N4
- Molecular weight
- 74.09 g/mol
- IUPAC name
- 2-aminoguanidine
- SMILES
- C(=NN)(N)N
- InChIKey
- HAMNKKUPIHEESI-UHFFFAOYSA-N
- XLogP
- -1.5
- Polar surface area
- 90.4 Ų
- H-bond donors
- 3
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- diabetic retinopathy, serum lipopolysaccharide activity
via ChEMBL · EBI
Research
4,115 papers- [Aminoguanidine].Nihon rinsho. Japanese journal of clinical medicine · 1997
- Biological effects of aminoguanidine: an update.Inflammation research : official journal of the European Histamine Research Society ... [et al.] · 1999
- Aminoguanidine bicarbonate.Organic syntheses; an annual publication of satisfactory methods for the preparation of organic chemicals · 1946
- Use of aminoguanidine (Pimagedine) to prevent the formation of advanced glycation endproducts.Archives of biochemistry and biophysics · 2003
- [Aminoguanidine and impaired wound healing in diabetes].Zhonghua yi xue za zhi · 2004
via PubMed
Wikidata facts
- Mass
- 74.059
Show 6 more facts
- chemical formula
- CH₆N₄
- canonical SMILES
- C(=NN)(N)N
- World Health Organisation international non-proprietary name
- pimagedine
- subject has role
- enzyme inhibitor
- Commons category
- Aminoguanidine
- found in taxon
- Phoma
via Wikidata · CC0
~4 min read
Encyclopedic overview
5 sectionsContents
- Chemistry
- Synthesis
- Properties
- Investigational drug
- References
Aminoguanidine is the chemical compound with the formula . It is a versatile synthetic intermediate.
Aminoguanidine was studied as an investigational drug for the treatment of diabetic nephropathy, under the nonproprietary name Pimagedine. It is no longer under development as a drug. 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.
Excerpted from Wikipedia’s “aminoguanidine” article, available under the CC BY-SA 4.0 licence.