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2-Cl-IB-MECA - ≥98%(HPLC), high purity , Adenosine A3 receptor agonist, CAS No.163042-96-4, Adenosine A3 receptor agonist
Highly selective A3agonist
Basic Description Synonyms 2-Cl-IB-Meca|163042-96-4|Namodenoson|Chloro-IB-MECA|Cl-IB-MECA|CF-102|CF102|C-Ibza-MU|(2S,3S,4R,5R)-5-(2-Chloro-6-((3-iodobenzyl)amino)-9H-purin-9-yl)-3,4-dihydroxy-N-methyltetrahydrofuran-2-carboxamide|CI-IB-MECA|Namodenoson [USAN]|2Cl-IB-MECA|2-Chloro-N Specifications & Purity Moligand™, ≥98%(HPLC) Biochemical and Physiological Mechanisms High affinity and extremely selective A3adenosine receptor agonist (Ki= 0.33 nM). Displays 2500- and 1400-fold selectivity over A1and A2Areceptors respectively. Exhibits high selectivity over the Na+-independent adenosine transporter. Storage Temp Protected from light,Store at -20°C Shipped In Ice chest + Ice pads Grade Moligand™ Action Type AGONIST Mechanism of action Adenosine A3 receptor agonist Product Description An adenosine analog that acts as a highly selective agonist of adenosine A3 receptor (Ki = 330 pM, 820 nM, 470 nM for A3, A1 and A2A, respectively). Shown to reduce ischemia reperfusion injury in mice and limit infarct size in isolated rat hearts. Shown to reversibly increase field excitatory postsynaptic potentials in hippocampal slices and exhibits excitatory effects on both evoked and spontaneous epileptiform discharges.
A highly selective agonist of adenosine A3 receptor (Ki = 330 pM)
Names and Identifiers IUPAC Name (2S,3S,4R,5R)-5-[2-chloro-6-[(3-iodophenyl)methylamino]purin-9-yl]-3,4-dihydroxy-N-methyloxolane-2-carboxamide INCHI 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 Canonical SMILES CNC(=O)C1C(C(C(O1)N2C=NC3=C(N=C(N=C32)Cl)NCC4=CC(=CC=C4)I)O)O Isomeric SMILES CNC(=O)[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=C(N=C32)Cl)NCC4=CC(=CC=C4)I)O)O WGK Germany 3 PubChem CID 3035850 Molecular Weight 544.73
Chemical and Physical Properties Solubility Solvent:DMSO, Max Conc. mg/mL: None, Max Conc. mM: 100 Sensitivity light & heat sensitive Melt Point(°C) 207.0 to 211.0 °C
Safety and Hazards(GHS) Pictogram(s) GHS07 Signal Warning Hazard Statements H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
Precautionary Statements P261: Avoid breathing dust/fume/gas/mist/vapors/spray.
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.
P280: Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352: IF ON SKIN: wash with plenty of water.
P321: Specific treatment (see ... on this label).
P405: Store locked up.
P501: Dispose of contents/container to ...
P264: Wash hands [and …] thoroughly after handling.
P271: Use only outdoors or in a well-ventilated area.
P304+P340: IF INHALED: Remove person to fresh air and keep comfortable for breathing.
P403+P233: Store in a well-ventilated place. Keep container tightly closed.
P362+P364: Take off contaminated clothing and wash it before reuse.
P264+P265: Wash hands [and …] thoroughly after handling. Do not touch eyes.
P337+P317: If eye irritation persists: Get medical help.
P332+P317: If skin irritation occurs: Get medical help.
P319: Get medical help if you feel unwell.
WGK Germany 3
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