2-Chloro-N-cyclopentyl-2′-C-methyladenosine

For research use only. Not for therapeutic Use.

  • CAT Number: I010534
  • CAS Number: 205171-12-6
  • Molecular Formula: C16H22ClN5O4
  • Molecular Weight: 383.83
  • Purity: ≥95%
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2′-MeCCPA is a potent and selective A1 adenosine receptors (A1AR) agonist. 2′-MeCCPA efficiently inhibits cAMP modulation in both direct pathway medium spiny neurons (dMSNs) and indirect pathway medium spiny neurons (iMSNs)[1][2].
2’-MeCCPA (1?nM-1 M) at reperfusion significantly reduces infarct size to risk ratio in male Sprague-Dawley rats[1].


Catalog Number I010534
CAS Number 205171-12-6
Synonyms

(2R,3R,4R,5R)-2-[2-chloro-6-(cyclopentylamino)purin-9-yl]-5-(hydroxymethyl)-3-methyloxolane-3,4-diol

Molecular Formula C16H22ClN5O4
Purity ≥95%
InChI 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)/t9-,11-,14-,16-/m1/s1
InChIKey MMPAUXMIDJWGFO-ROMFRFKVSA-N
SMILES CC1(C(C(OC1N2C=NC3=C(N=C(N=C32)Cl)NC4CCCC4)CO)O)O
Reference

[1]. J Bhandal, et al. Adenosine a1 receptor activation can protect the myocardium from ischaemia reperfusion injury post reperfusion. BMJ Journals. Volume 104, Issue Suppl 3.

[2]. Muntean BS, et al. Interrogating the Spatiotemporal Landscape of Neuromodulatory GPCR Signaling by Real-Time Imaging of cAMP in Intact Neurons and Circuits. Cell Rep. 2018 Jan 2;22(1):255-268.
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