Activity of N6-substituted 2-chloroadenosines at A1 and A2 adenosine receptors

J Med Chem. 1991 Dec;34(12):3388-90. doi: 10.1021/jm00116a007.


Radioligand binding studies of N6-substituted adenosines at the A1 and A2 adenosine receptors of rat brain cortex and rat brain striatum, respectively, show that a 2-chloro substituent does not consistently change the affinity or the selectivity of these analogues for the A1 receptor. A 2-chloro substituent lowers the characteristic stereoselectivity of the A1 receptor toward the R diastereomer of N6-(1-phenyl-2-propyl)adenosine. A 2-chloro substituent consistently increases potency of N6-substituted adenosines as agonists at an adenosine A2 receptor stimulatory to adenylate cyclase in PC12 cell membranes.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • 2-Chloroadenosine / analogs & derivatives*
  • 2-Chloroadenosine / metabolism
  • Animals
  • Brain / metabolism
  • In Vitro Techniques
  • Rats
  • Receptors, Purinergic / metabolism*
  • Structure-Activity Relationship


  • Receptors, Purinergic
  • 2-Chloroadenosine