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2-Chloro-N6-cyclopentyladenosine

SIGMA/C7938 - adenosine receptor agonist

Synonym: CCPA

CAS Number: 37739-05-2
Empirical Formula (Hill Notation): C15H20ClN5O4
Molecular Weight: 369.80
MDL Number: MFCD00078574
Linear Formula: C15H20ClN5O4
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-C7938-10MG 10 mg
 $261.00
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assay ≥98% (TLC)
form powder
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
InChI key XSMYYYQVWPZWIZ-IDTAVKCVSA-N
Quality Level 200 
SMILES string OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(NC4CCCC4)nc(Cl)nc23
solubility methanol: 19.60-20.40 mg/mL, clear, colorless to faintly yellow
storage temp. 2-8°C
Application: 2-Chloro-N6-cyclopentyladenosine (CCPA) may be used as an A1 adenosine receptor agonist with high selectivity. CCPA is often used with other adenosine receptor agonists and antagonist to resolve A(1), A(2A) and A(3) receptor functions. These include DPCPX (A(1) receptor antagonist), 4-(2-[7-amino-2-(2-furyl)[1,2,4]triazolo[2,3-α][1,3,5]triazin-5-ylamino]ethyl)phenol (A(2A) receptor antagonist), and 4-[2-[[6-amino-9-(N-ethyl-β-D-ribofuranuronamidosyl)-9H-purin-2-yl]amino]ethyl]benzenepropanoic acid hydrochloride (A(2A) receptor agonist), and Cl-IB-MECA, (A(3)) receptor agonist).
Biochem/physiol Actions: A1 adenosine receptor agonist with high selectivity: reportedly 10,000-fold for A1 over A2 receptors.
Packaging: 10, 25 mg in poly bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (TLC)
Storage Temp. 2-8°C
UNSPSC 41106305

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