ChemicalBook--->CAS DataBase List--->205171-12-6

205171-12-6

205171-12-6 Structure

205171-12-6 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack 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
Spectrum DetailBack Directory
[Spectrum Detail]

2'-MECCPA(205171-12-6)1HNMR
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