CCPA (biochemistry)

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
CAS Number	37739-05-2 ;
3D model (JSmol)	Interactive image;
Abbreviations	CCPA
ChEMBL	ChEMBL284969 ;
ChemSpider	110356 ;
IUPHAR/BPS	374;
MeSH	2-chloro-N(6)cyclopentyladenosine
PubChem CID	123807;
CompTox Dashboard (EPA)	DTXSID00958774 ;
	InChI 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 Key: XSMYYYQVWPZWIZ-IDTAVKCVSA-N ; 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;
	SMILES Clc1nc(c2ncn(c2n1)[C@@H]3O[C@@H]([C@@H](O)[C@H]3O)CO)NC4CCCC4;
Properties
Chemical formula	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). verify (what is ?) Infobox references

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.

References

^ 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.

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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
CAS Number	37739-05-2^Y
3D model (JSmol)	Interactive image
Abbreviations	CCPA
ChEMBL	ChEMBL284969^Y
ChemSpider	110356^Y
IUPHAR/BPS	374
MeSH	2-chloro-N(6)cyclopentyladenosine
PubChem CID	123807
CompTox Dashboard (EPA)	DTXSID00958774
InChI 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^Y Key: XSMYYYQVWPZWIZ-IDTAVKCVSA-N^Y 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
SMILES Clc1nc(c2ncn(c2n1)[C@@H]3O[C@@H]([C@@H](O)[C@H]3O)CO)NC4CCCC4
Properties
Chemical formula	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). Y verify (what is ^YN ?) Infobox references