Date published: 2025-12-18

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(±)-5′-Chloro-5′-deoxy-ENBA (CAS 103626-26-2)

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Alternate Names:
N-Bicyclo[2.2.1]hept-2-yl-5′-chloro-5′-deoxyadenosine
Application:
(±)-5′-Chloro-5′-deoxy-ENBA is a selective Adenosine A1-R agonist
CAS Number:
103626-26-2
Molecular Weight:
379.84
Molecular Formula:
C17H22CIN5O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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A highly selective adenosine A1 receptor agonist (Ki values are 0.51, 1290, 1340 and 2740 at A1, A3, A2A and A2B receptors respectively). Reverses formaline-induced nocifensive behavior in mice; antinociceptive.


(±)-5′-Chloro-5′-deoxy-ENBA (CAS 103626-26-2) References

  1. 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.  |  Franchetti, P., et al. 2009. J Med Chem. 52: 2393-406. PMID: 19317449
  2. 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.  |  Luongo, L., et al. 2012. Molecules. 17: 13712-26. PMID: 23174891
  3. The A1 adenosine receptor as a new player in microglia physiology.  |  Luongo, L., et al. 2014. Glia. 62: 122-32. PMID: 24272707
  4. Coordinated Regulation of Synaptic Plasticity at Striatopallidal and Striatonigral Neurons Orchestrates Motor Control.  |  Trusel, M., et al. 2015. Cell Rep. 13: 1353-1365. PMID: 26549453
  5. Adenosine effectively restores endotoxin-induced inhibition of human neutrophil chemotaxis via A1 receptor-p38 pathway.  |  Xu, X., et al. 2017. Inflamm Res. 66: 353-364. PMID: 28074216
  6. Tremorolytic effect of 5'-chloro-5'-deoxy-(±)-ENBA, a potent and selective adenosine A1 receptor agonist, evaluated in the harmaline-induced model in rats.  |  Kosmowska, B., et al. 2017. CNS Neurosci Ther. 23: 438-446. PMID: 28371468
  7. N6-bicycloalkyladenosines with unusually high potency and selectivity for the adenosine A1 receptor.  |  Trivedi, BK., et al. 1989. J Med Chem. 32: 8-11. PMID: 2909748
  8. In Vivo Evaluation of A1 Adenosine Agonists as Novel Anticonvulsant Medical Countermeasures to Nerve Agent Intoxication in a Rat Soman Seizure Model.  |  Thomas, TP., et al. 2019. Neurotox Res. 36: 323-333. PMID: 31069755
  9. Inhibition of Excessive Glutamatergic Transmission in the Ventral Thalamic Nuclei by a Selective Adenosine A1 Receptor Agonist, 5'-Chloro-5'-Deoxy-(±)-ENBA Underlies its Tremorolytic Effect in the Harmaline-Induced Model of Essential Tremor.  |  Kosmowska, B., et al. 2020. Neuroscience. 429: 106-118. PMID: 31935489
  10. Extracellular AMP Suppresses Endotoxemia-Induced Inflammation by Alleviating Neutrophil Activation.  |  Hua, Y., et al. 2020. Front Immunol. 11: 1220. PMID: 32733440
  11. Anti-nociceptive effects of Sedum Lineare Thunb. on spared nerve injury-induced neuropathic pain by inhibiting TLR4/NF-κB signaling in the spinal cord in rats.  |  Wang, XY., et al. 2021. Biomed Pharmacother. 135: 111215. PMID: 33418303
  12. Lack of efficacy of a partial adenosine A1 receptor agonist in neuropathic pain models in mice.  |  Metzner, K., et al. 2021. Purinergic Signal. 17: 503-514. PMID: 34313915
  13. The role of adenosine receptor ligands on inflammatory pain: possible modulation of TRPV1 receptor function.  |  Haddad, M., et al. 2023. Inflammopharmacology. 31: 337-347. PMID: 36580157

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(±)-5′-Chloro-5′-deoxy-ENBA, 10 mg

sc-291068
10 mg
$459.00

(±)-5′-Chloro-5′-deoxy-ENBA, 50 mg

sc-291068A
50 mg
$1224.00