5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranoside

CAS: 2627-69-2

Ref. TR-A611700

Product Information

• Name: 5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranoside
• Synonyms: 5-Amino-1-ribosyl-4-imidazolecarboxamide, 5-Amino-4-imidazolecarboxamide ribofuranoside, AIC-Riboside, AICA-Riboside, AICAR, Acadesine, Arasine, GP 1-110, NSC 105823,1-Ribosyl-4-carboxamido-5-aminoimidazole, 1-Ribosyl-4-carboxamido-5-aminoimidazole, 1-β-<span class="text-smallcaps">D</span>-Ribofuranosyl-5-amino-4-imidazolecarboxamide, 1H-Imidazole-4-carboxamide, 5-amino-1-β-<span class="text-smallcaps">D</span>-ribofuranosyl-, 5-Amino-1-beta-ribofuranosyl-imidazole-4-carboxamide, 5-Amino-1-β-<span class="text-smallcaps">D</span>-ribofuranosyl-1H-imidazole-4-carboxamide, 5-Amino-1-β-<span class="text-smallcaps">D</span>-ribofuranosylimidazole-4-carboxamide, 5-Amino-1beta-D-ribofuranosylimidazole-4-carboxamide, 5-Amino-4-imidazolecarboxamide riboside, 5-Aminoimidazole-4-carboxamid-1-β-<span class="text-smallcaps">D</span>-ribofuranoside, 5-Aminoimidazole-4-carboxamide 1-(β-<span class="text-smallcaps">D</span>-ribofuranoside), 5-Aminoimidazole-4-carboxamide ribonucleoside, 5-Aminoimidazole-4-carboxamide riboside, 5-Aminoimidazole-4-carboxamide-1-§-D-Ribofuranoside, 5-amino-1-(beta-D-ribofuranosyl)-1H-imidazole-4-carboxamide, AICA-riboside, Acadra, Aicar, Gp 1-110, Imidazole-4-carboxamide, 5-amino-1-β-<span class="text-smallcaps">D</span>-ribofuranosyl-, NSC 105823, 5-Amino-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamide, 1H-Imidazole-4-carboxamide, 5-amino-1-β-D-ribofuranosyl-, Imidazole-4-carboxamide, 5-amino-1-β-D-ribofuranosyl-

Description

Applications AICAR is a nucleoside analogue that is able to enter nucleoside pools and is able to significantly increase levels of adenosine during periods of ATP breakdown. Adenosine-regulating agents (ARAs) have been recognized for therapeutic potential in myocardial ischemia. Cardioprotective.
References Mullane, K., et al.: Trends Cardiovasc Med., 3, 227 (1993), Browne, G.J., et al.: J. Biol. Chem., 279, 13, 12220 (2004)

• Brand: TRC

Chemical properties

• Molecular weight: 258.23
• Formula: C₉H₁₄N₄O₅
• Color/Form: Neat
• InChI: InChI=1S/C9H14N4O5/c10-7-4(8(11)17)12-2-13(7)9-6(16)5(15)3(1-14)18-9/h2-3,5-6,9,14-16H,1,10H2,(H2,11,17)/t3-,5-,6-,9-/m1/s1
• InChI key: InChIKey=RTRQQBHATOEIAF-UUOKFMHZSA-N
• SMILES: NC(=O)c1ncn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c1N