C142
2-Chloro-N6-cyclopentyladenosine hemihydrate
solid, ≥98% (HPLC)
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About This Item
Empirical Formula (Hill Notation):
C15H20ClN5O4 · 0.5 H2O
CAS Number:
Molecular Weight:
378.81
UNSPSC Code:
41106305
MDL number:
assay
≥98% (HPLC)
form
solid
storage condition
desiccated
color
off-white to light yellow
solubility
H2O: insoluble 1.7 mg/mL, DMSO: >20 mg/mL
SMILES string
O.OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(NC4CCCC4)nc(Cl)nc23.OC[C@H]5O[C@H]([C@H](O)[C@@H]5O)n6cnc7c(NC8CCCC8)nc(Cl)nc67
InChI
1S/2C15H20ClN5O4.H2O/c2*16-15-19-12(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;/h2*6-8,10-11,14,22-24H,1-5H2,(H,18,19,20);1H2/t2*8-,10-,11-,14-;/m11./s1
InChI key
ABILMNNQNRZTET-LABLVSTCSA-N
Biochem/physiol Actions
Highly selective A1 adenosine receptor agonist.
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Mary Clare Luca et al.
Clinical hemorheology and microcirculation, 49(1-4), 287-293 (2012-01-05)
Despite decades of research and thousands of experimental publications, acute preconditioning strategies have yet to be implemented in clinical practice. While some have attributed this to a failure of the experimental studies to mimic the clinical environment, others have suggested
H Sandeep Prakasam et al.
American journal of physiology. Renal physiology, 303(2), F279-F292 (2012-05-04)
The bladder uroepithelium transmits information to the underlying nervous and musculature systems, is under constant cyclical strain, expresses all four adenosine receptors (A(1), A(2A), A(2B), and A(3)), and is a site of adenosine production. Although adenosine has a well-described protective
Pitchai Balakumar et al.
Journal of cardiovascular pharmacology, 54(3), 204-212 (2009-07-02)
We have previously shown that the cardioprotective effect of ischemic preconditioning (IPC) is suppressed in hyperhomocysteinemic rat hearts. The present study investigated the effect of 2-chloro-N-cyclopentyladenosine (CCPA), a selective adenosine-A1 receptor agonist, in hyperhomocysteinemia-induced attenuation of the cardioprotective effect of
Andreas K Dacho et al.
Head & neck, 34(8), 1100-1105 (2011-11-01)
The 2-chloro-N6-cyclopentyladenosine (CCPA) was proven to be a protective factor in ischemic reperfusion injury in myocardium and to reduce the infarct size in the heart. The purpose of this study was to determine whether flap necrosis could be reduced by
Eunah Kang et al.
Molecular pharmaceutics, 6(4), 1110-1117 (2009-05-13)
1,3-Dipropyl-8-cyclopentyl xanthine (DPCPX) is a highly selective antagonist of the adenosine A(1) receptor (A(1)R). The A(1)R mediates mitogenic effects of adenosine in coronary artery smooth muscle cells (CASMC). DPCPX plays a role as an antimitogen and reduces CASMC proliferation by
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