Acadesine

Drugbox
IUPAC_name = 5-amino-1- [(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl] imidazole-4-carboxamide


CAS_number = 2627-69-2
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PubChem = 17513
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chemical_formula =
C=9 | H=14 | N=4 | O=5
molecular_weight = 258.231 g/mol
smiles = C1=NC(=C(N1 [C@H] 2 [C@@H] ( [C@@H] ( [C@H] (O2)CO)O)O)N)C(=O)N
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Acadesine (INN) (5-aminoimidazole-4-carboxamide-1-beta-4-ribofuranoside) is an AMP-activated protein kinase activator [Favero CB, Mandell JW. A pharmacological activator of AMP-activated protein kinase (AMPK) induces astrocyte stellation. "Brain Research". 2007 Sep 7;1168:1-10. PMID 17706943] which is used for the treatment of acute lymphoblastic leukemia [Cronstein BN, Kamen BA. 5-aminoimidazole-4-carboxamide-1-beta-4-ribofuranoside (AICA-riboside) as a targeting agent for therapy of patients with acute lymphoblastic leukemia: are we there and are there pitfalls? "Journal of Pediatric Hematology and Oncology". 2007 Dec;29(12):805-7. PMID 18090925] and may have applications in treating other disorders such as diabetes. [Cuthbertson DJ, Babraj JA, Mustard KJ, Towler MC, Green KA, Wackerhage H, Leese GP, Baar K, Thomason-Hughes M, Sutherland C, Hardie DG, Rennie MJ. 5-aminoimidazole-4-carboxamide 1-beta-D-ribofuranoside acutely stimulates skeletal muscle 2-deoxyglucose uptake in healthy men. "Diabetes". 2007 Aug;56(8):2078-84. PMID 17513706]

References