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CAS 360-97-4

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5-Aminoimidazole-4-carboxamide

Description:
5-Aminoimidazole-4-carboxamide, also known as AICAR, is a chemical compound with the molecular formula C5H7N5O2. It is characterized by the presence of an imidazole ring, which is a five-membered aromatic ring containing two nitrogen atoms. This compound is a derivative of purine and plays a significant role in cellular metabolism, particularly in the context of adenosine monophosphate (AMP) and energy regulation. AICAR is known for its involvement in the activation of AMP-activated protein kinase (AMPK), which is crucial for cellular energy homeostasis. The compound is typically a white to off-white crystalline solid and is soluble in water, making it suitable for various biochemical applications. Due to its biological significance, AICAR has been studied for its potential therapeutic effects in metabolic disorders and as a performance-enhancing agent in sports. However, its use in competitive sports is prohibited by the World Anti-Doping Agency (WADA). Overall, 5-Aminoimidazole-4-carboxamide is an important compound in both research and clinical settings.
Formula:C4H6N4O
InChI:InChI=1S/C4H6N4O/c5-3-2(4(6)9)7-1-8-3/h1H,5H2,(H2,6,9)(H,7,8)
InChI key:InChIKey=DVNYTAVYBRSTGK-UHFFFAOYSA-N
SMILES:C(N)(=O)C1=C(N)N=CN1
Synonyms:
  • 1H-Imidazole-4-carboxamide, 5-amino-
  • 1H-Imidazole-4-carboxamide, 5-amino- 5-amino-4-imidazolylcarboxamide
  • 1H-imidazole-5-carboxamide, 4-amino-
  • 4(5)-Amino-5(4)-Imidazolecarboxamide
  • 4-(1-Aminovinyl)-1H-imidazol-5-amine
  • 4-Amino-1H-imidazole-5-carboxamide
  • 4-Amino-5-Imidazolecarboxamid
  • 4-Amino-5-carbamoylimidazole
  • 4-Amino-5-imidazole carboxamide
  • 4-Amino-5-imidazolecarboxamide
  • See more synonyms
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