| Identification | Back Directory | [Name]
2'-MECCPA | [CAS]
205171-12-6 | [Synonyms]
-MeCCPA
2'-MECCPA
2' MeCCPA,2'MeCCPA
2-CHLORO-N-CYCLOPENTYL-2'-METHYLADENOSINE
2'-Chloro-N6-cyclopentyl-2'-methyl adenosine
Adenosine, 2-chloro-N-cyclopentyl-2'-C-methyl- | [Molecular Formula]
C16H22ClN5O4 | [MDL Number]
MFCD08703108 | [MOL File]
205171-12-6.mol | [Molecular Weight]
383.83 |
| Chemical Properties | Back Directory | [Boiling point ]
643.3±65.0 °C(Predicted) | [density ]
1.76±0.1 g/cm3(Predicted) | [storage temp. ]
Store at +4°C | [solubility ]
Soluble to 25 mM in DMSO | [form ]
Powder | [pka]
13.13±0.70(Predicted) | [color ]
Off-white to light yellow | [InChI]
1S/C16H22ClN5O4/c1-16(25)11(24)9(6-23)26-14(16)22-7-18-10-12(19-8-4-2-3-5-8)20-15(17)21-13(10)22/h7-9,11,14,23-25H,2-6H2,1H3,(H,19,20,21) | [InChIKey]
MMPAUXMIDJWGFO-UHFFFAOYSA-N | [SMILES]
Clc1nc2[n](cnc2c(n1)NC4CCCC4)C3OC(C(C3(O)C)O)CO |
| Hazard Information | Back Directory | [Uses]
2''-?MeCCPA is an inhibitor of forskolin-stimulated adenylyl cyclase. It is also a selective A1 adenosine receptor agonist. | [Definition]
ChEBI: 2-[2-chloro-6-(cyclopentylamino)-9-purinyl]-5-(hydroxymethyl)-3-methyloxolane-3,4-diol is a purine nucleoside. | [Biological Activity]
Potent and highly selective agonist at A 1 adenosine receptors (K i values are 3.3, 9580, 37600 and 1150 nM for human recombinant A 1 , A 2A , A 2B and A 3 receptors respectively). Acts as a full agonist; inhibits forskolin-stimulated adenylyl cyclase activity in rat cortical membranes with an IC 50 value of 13.1 nM. | [in vivo]
2’-MeCCPA (1 nM-1 M) at reperfusion significantly reduces infarct size to risk ratio in male Sprague-Dawley rats[1]. | [IC 50]
A1AR | [storage]
Store at +4°C |
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