Home >> (±)-5'-Chloro-5'-deoxy-ENBA
Related Products
(±)-5'-Chloro-5'-deoxy-ENBA
adenosine A1 receptor agonist, selective and high-affinity

Catalog No.B7435
Size Price Stock Qty
10mg
$215.00
In stock
50mg
$901.00
In stock

Tel: +1-832-696-8203

Email: [email protected]

Worldwide Distributors

      

Sample solution is provided at 25 µL, 10mM.

(±)-5'-Chloro-5'-deoxy-ENBA Dilution Calculator

Concentration (start)
x
Volume (start)
=
Concentration (final)
x
Volume (final)
 
 
 
C1
V1
C2
V2

calculate

(±)-5'-Chloro-5'-deoxy-ENBA Molarity Calculator

Mass
=
Concentration
x
Volume
x
MW*
 
 
 
g/mol

calculate

Chemical Properties

Cas No. 103626-26-2 SDF Download SDF
Chemical Name (2R,3R,4S,5S)-2-(6-((1R,2R,4R)-bicyclo[2.2.1]heptan-2-ylamino)-9H-purin-9-yl)-5-(chloromethyl)tetrahydrofuran-3,4-diol
Canonical SMILES ClC[[email protected]]1O[[email protected]]([[email protected]@H]([[email protected]@H]1O)O)N2C(N=CN=C3N[[email protected]]4[[email protected]](CC5)C[[email protected]@H]5C4)=C3N=C2
Formula C17H22ClN5O3 M.Wt 379.84
Solubility Soluble in DMSO > 10 mM Storage Store at -20°C
Physical Appearance White solid Shipping Condition Evaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.

Background

(±)-5'-Chloro-5'-deoxy-ENBA is a selective and high-affinity adenosine A1 receptor agonist with Ki values of 0.51 [1].
Adenosine A1 receptor mediated neuroand cardioprotection (an antiarrhythmic effect), reduction of lipolysis in adipose tissue and reduction of neuropathic pain [1].
In mice injected with formalin at doses between 1 and 2mg/kg, (±)-5'-Chloro-5'-deoxy-ENBA inhibited the first and the second phases of the nocifensive response induced by formalin [1]. In a mouse model of neuropathic pain (the Spared Nerve Injury (SNI) of the sciatic nerve), (±)-5'-Chloro-5'-deoxy-ENBA (0.5 mg/kg) reduced thermal hyperalgesia and mechanical allodynia 7 and 3 days post-SNI without significantly changed the motor coordination and arterial blood pressure. Also, (±)-5'-Chloro-5'-deoxy-ENBA chronic treatment reduced activated and hypertrophic microglia [2]. In a Parkinson's disease (PD) mouse model, (±)-5'-Chloro-5'-deoxy-ENBA prevented the increase in sIPSC frequency and eIPSC amplitude produced by SKF. In mice with unilateral DA denervation, (±)-5'-Chloro-5'-deoxy-ENBA reduced the development of abnormal involuntary movements induced by L-DOPA [3].
References:
[1]. Franchetti P, Cappellacci L, Vita P, Petrelli R, et al. N6-Cycloalkyl- and N6-bicycloalkyl-C5'(C2')-modified adenosine derivatives as high-affinity and selective agonists at the human A1 adenosine receptor with antinociceptive effects in mice. J Med Chem, 2009, 52(8): 2393-2406.
[2]. Luongo L, Petrelli R, Gatta L, et al. 5'-Chloro-5'-deoxy-(±)-ENBA, a potent and selective adenosine A(1) receptor agonist, alleviates neuropathic pain in mice through functional glial and microglial changes without affecting motor or cardiovascular functions. Molecules, 2012, 17(12): 13712-13726.
[3]. Mango D, Bonito-Oliva A, Ledonne A, et al. Adenosine A1 receptor stimulation reduces D1 receptor-mediated GABAergic transmission from striato-nigral terminals and attenuates l-DOPA-induced dyskinesia in dopamine-denervated mice. Exp Neurol, 2014, 261: 733-743.