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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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
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
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
Jenna M Tabor-Godwin et al.
Autophagy, 8(6), 938-953 (2012-07-04)
Coxsackievirus B3 (CVB3) has previously been shown to utilize autophagy in an advantageous manner during the course of infection of the host cell. However, few studies have determined whether stem cells induce autophagy in a similar fashion, and whether virus-induced
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