C7938
2-Chloro-N6-cyclopentyladenosine
adenosine receptor agonist
Synonym(s):
CCPA
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About This Item
Empirical Formula (Hill Notation):
C15H20ClN5O4
CAS Number:
Molecular Weight:
369.80
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
MDL number:
Assay:
≥98% (TLC)
Form:
powder
Solubility:
methanol: 19.60-20.40 mg/mL, clear, colorless to faintly yellow
Storage temp.:
2-8°C
Quality Segment
assay
≥98% (TLC)
form
powder
solubility
methanol: 19.60-20.40 mg/mL, clear, colorless to faintly yellow
storage temp.
2-8°C
SMILES string
OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(NC4CCCC4)nc(Cl)nc23
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
Gene Information
human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)
rat ... Adora1(29290), Adora2a(25369), Adora3(25370)
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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