2-Cl-IB-MECA

2-Cl-IB-MECA is an adenosine A3 receptor agonist. It binds selectively to adenosine A3 receptors (Ki = 0.33 nM) over A1 and A2A receptors (Kis = 820 and 470 nM, respectively) and inhibits adenylate cyclase activity with an IC50 value of 66.8 nM in CHO cell membranes expressing rat A3 receptors. 2-Cl-IB-MECA (10 and 100 nM) inhibits proliferation of B16/F10 melanoma cells and increases proliferation of murine bone marrow cells in vitro, effects that can be blocked by the A3 receptor antagonist MRS1523 (Cay-17128). It induces accumulation of cells in the G0/G1 phase of the cell cycle and induces apoptosis when used at a concentration of 100 nM. 2-Cl-IB-MECA (6 µg/mg) prevents the development of lung metastatic foci in a B16/F10 mouse model of lung metastasis and reverses decreases in the number of white blood cells and neutrophils induced by cyclophosphamide (Cay-13849).Formal Name: 1-[2-chloro-6-[[(3-iodophenyl)methyl]amino]-9H-purin-9-yl]-1-deoxy-N-methyl-beta-D-ribofuranuronamide. CAS Number: 163042-96-4. Synonyms: 2-Chloro-IB-MECA, CF 102, Namodenoson. Molecular Formula: C18H18ClIN6O4. Formula Weight: 544.7. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMF: 10 mg/ml, DMSO: 15 mg/ml, DMSO:PBS (pH 7.2) (1:2): 0.3 mg/ml. lambdamax: 273 nm. SMILES: O=C([C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C=NC3=C2N=C(Cl)N=C3NCC4=CC=CC(I)=C4)O1)NC. InChi Code: InChI=1S/C18H18ClIN6O4/c1-21-16(29)13-11(27)12(28)17(30-13)26-7-23-10-14(24-18(19)25-15(10)26)22-6-8-3-2-4-9(20)5-8/h2-5,7,11-13,17,27-28H,6H2,1H3,(H,21,29)(H,22,24,25)/t11-,12+,13-,17+/m0/s1. InChi Key: IPSYPUKKXMNCNQ-PFHKOEEOSA-N.