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Pimagedine information


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
CAS Number
  • 79-17-4 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL225304 checkY
ChemSpider
  • 2061 ☒N
ECHA InfoCard 100.001.076 Edit this at Wikidata
IUPHAR/BPS
  • 5135
KEGG
  • D05479
PubChem CID
  • 2146
UNII
  • SCQ4EZQ113 ☒N
CompTox Dashboard (EPA)
  • DTXSID5040964 Edit this at Wikidata
InChI
  • InChI=1S/CH6N4/c2-1(3)5-4/h1,4H,2-3H2 ☒N
    Key: DRCHNMARIZRTKI-UHFFFAOYSA-N ☒N
SMILES
  • NC(N)N=N
Properties
Chemical formula
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).
☒N verify (what is checkY☒N ?)
Infobox references

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.

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Pimagedine

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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...

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Tobacco

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Metoprine Quinacrine SKF-91488 Tacrine DAOTooltip Diamine oxidase Substrates→Products: Histamine→Imidazole acetic acid Inhibitors: Pimagedine (aminoguanidine)...

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Biological functions of nitric oxide

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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Alkyl nitrite

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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Sildenafil

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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Nitrate

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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Nitrosamine

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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Amyl nitrite

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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Nitrate ester

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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Butyl nitrite

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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Nitric oxide

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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Methylene blue

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Exhaled nitric oxide

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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Arginine

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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Isobutyl nitrite

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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Isopropyl nitrite

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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Monoamine oxidase inhibitor

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Ethyl nitrite

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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Moclobemide

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Isosorbide dinitrate

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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PDE5 inhibitor

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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Linezolid

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Guanylate cyclase

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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Indazole

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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Nitrosonium

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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Nitroglycerin

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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Vericiguat

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5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N5-(1-Iminoethyl)-L-ornithine (L-NIO) Nω-Methyl-L-arginine...

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Cyclododecanone

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cyclohexadecanone, which is used in some fragrances. Hydrazone formation with pimagedine leads to a hypoglycemic formula. Notice that the shape of the molecule...

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