WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 525223
Description: A-286501 is a novel orally active adenosine kinase inhibitor (IC50=0.47 nM). A-286501 was orally effective to reduce nociception in animal models of acute (thermal), inflammatory (formalin and carrageenan), and neuropathic (L5/L6 nerve ligation and streptozotocin-induced diabetic) pain. A-286501 was also effective to reduce carrageenan-induced paw edema and myeloperoxidase activity, a measure of neutrophil influx (ED50=10 micromol/kg, p.o.), in the injured paw. A-286501 is a structurally novel AK inhibitor that effectively attenuates nociception by a non-opioid, non-non-steroidal anti-inflammatory drug ADO, receptor mediated mechanism.
MedKoo Cat#: 525223
Chemical Formula: C11H14BrN5O2
Exact Mass: 327.0331
Molecular Weight: 328.17
Elemental Analysis: C, 40.26; H, 4.30; Br, 24.35; N, 21.34; O, 9.75
Synonym: A-286501; A 286501; A286501.
IUPAC/Chemical Name: (1S,2R,3S,5R)-3-amino-5-(4-amino-5-bromo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclopentane-1,2-diol
InChi Key: FKFYQPGMXTXSTC-LWIVVEGESA-N
InChi Code: InChI=1S/C11H14BrN5O2/c12-4-2-17(6-1-5(13)8(18)9(6)19)11-7(4)10(14)15-3-16-11/h2-3,5-6,8-9,18-19H,1,13H2,(H2,14,15,16)/t5-,6+,8+,9-/m0/s1
SMILES Code: BrC(C1=C2N=CN=C1N)=CN2[C@H]3[C@H](O)[C@H](O)[C@@H](N)C3
1: Jarvis MF, Mikusa J, Chu KL, Wismer CT, Honore P, Kowaluk EA, McGaraughty S. Comparison of the ability of adenosine kinase inhibitors and adenosine receptor agonists to attenuate thermal hyperalgesia and reduce motor performance in rats. Pharmacol Biochem Behav. 2002 Oct;73(3):573-81. PubMed PMID: 12151032.
2: Jarvis MF, Yu H, McGaraughty S, Wismer CT, Mikusa J, Zhu C, Chu K, Kohlhaas K, Cowart M, Lee CH, Stewart AO, Cox BF, Polakowski J, Kowaluk EA. Analgesic and anti-inflammatory effects of A-286501, a novel orally active adenosine kinase inhibitor. Pain. 2002 Mar;96(1-2):107-18. PubMed PMID: 11932067.