CCPA
Names
IUPAC name
2-Chloro-N6-cyclopentyladenosine
Systematic IUPAC name
(2R,3R,4S,5R)-2-[2-Chloro-6-(cyclopentylamino)-9H-purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
Identifiers
3D model (JSmol)
Abbreviations CCPA
ChEMBL
ChemSpider
MeSH 2-chloro-N(6)cyclopentyladenosine
  • InChI=1S/C15H20ClN5O4/c16-15-19-12(18-7-3-1-2-4-7)9-13(20-15)21(6-17-9)14-11(24)10(23)8(5-22)25-14/h6-8,10-11,14,22-24H,1-5H2,(H,18,19,20)/t8-,10-,11-,14-/m1/s1 checkY
    Key: XSMYYYQVWPZWIZ-IDTAVKCVSA-N checkY
  • InChI=1/C15H20ClN5O4/c16-15-19-12(18-7-3-1-2-4-7)9-13(20-15)21(6-17-9)14-11(24)10(23)8(5-22)25-14/h6-8,10-11,14,22-24H,1-5H2,(H,18,19,20)/t8-,10-,11-,14-/m1/s1
    Key: XSMYYYQVWPZWIZ-IDTAVKCVBF
  • Clc1nc(c2ncn(c2n1)[C@@H]3O[C@@H]([C@@H](O)[C@H]3O)CO)NC4CCCC4
Properties
C15H20ClN5O4
Molar mass 369.80 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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2-Chloro-N6-cyclopentyladenosine (CCPA) is a specific receptor agonist for the Adenosine A1 receptor.[1] It is similar to N6-cyclopentyladenosine. Due to CCPA's high affinity for Adenosine A1 receptors, its tritiated derivative [3H]CCPA can be used as a diagnostic tool for detecting the receptors in tissue with low receptor density.[2]

References

  1. ^ Karl-Norbert Klotz; Martin J. Lohse; Ulrich Schwabe; Gloria Cristalli; Sauro Vittori; Mario Grifantini (1989). "2-Chloro-N6-[3H]cyclopentyladenosine ([3HCCPA) — a high affinity agonist radioligand for A1 adenosine receptors". Naunyn-Schmiedeberg's Archives of Pharmacology. 340 (6): 679–683. doi:10.1007/BF00717744. PMID 2615857. S2CID 1114190.
  2. ^ Klotz, Karl-Norbert; Lohse, Martin J.; Schwabe, Ulrich; Cristalli, Gloria; Vittori, Sauro; Grifantini, Mario (1989-12-01). "2-Chloro-N6-[3H]cyclopentyladenosine ([3HCCPA) —a high affinity agonist radioligand for A1 adenosine receptors". Naunyn-Schmiedeberg's Archives of Pharmacology. 340 (6): 679–683. doi:10.1007/BF00717744. ISSN 1432-1912. PMID 2615857. S2CID 1114190.


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