(±)-5'-Chloro-5'-deoxy-ENBA

Tocris Bioscience | Catalog # 3576

Highly selective A1 agonist
Tocris Bioscience

Key Product Details

Description

Highly selective A1 agonist
View all Adenosine A1 Receptor Agonists »

Product Description

(±)-5'-Chloro-5'-deoxy-ENBA is a highly selective adenosine A1 receptor agonist (Ki values are 0.51, 1290, 1340 and 2740 nM at A1, A3, A2A and A2B receptors respectively). Reverses formalin-induced nocifensive behavior in mice; antinociceptive.

Product Specifications for (±)-5'-Chloro-5'-deoxy-ENBA

Molecular Weight

379.84

Formula

C17H22ClN5O3

Storage

Store at -20°C

Purity

≥98% (HPLC)

Chemical Name

N-Bicyclo[2.2.1]hept-2-yl-5'-chloro-5'-deoxyadenosine

CAS Number

103626-26-2

PubChem ID

42636897

InChI Key

PVJGDYDNVNCGBT-STHLEMNDSA-N

SMILES

O[C@@H]1[C@H](O)[C@@H](CCl)O[C@H]1N(C=N3)C2=C3C(NC4C5CCC(C5)C4)=NC=N2

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Solubility

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 37.98 100
Ethanol 37.98 100

Preparing Stock Solutions for (±)-5'-Chloro-5'-deoxy-ENBA

The following data is based on the product molecular weight 379.84.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which all affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.63 mL 13.16 mL 26.33 mL
5 mM 0.53 mL 2.63 mL 5.27 mL
10 mM 0.26 mL 1.32 mL 2.63 mL
50 mM 0.05 mL 0.26 mL 0.53 mL

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Background References

References are publications that support the biological activity of the product. See our Citations tab to view 7 publications citing the usage of this product.

Product Documents for (±)-5'-Chloro-5'-deoxy-ENBA

Certificate of Analysis

To download a Certificate of Analysis, please enter a lot or batch number in the search box below.

Product Specific Notices for (±)-5'-Chloro-5'-deoxy-ENBA

For research use only

Citations for (±)-5'-Chloro-5'-deoxy-ENBA

Customer Reviews for (±)-5'-Chloro-5'-deoxy-ENBA (1)

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  • Antinociceptive assay and for reducing the development of abnormal involuntary movements L-DOPA induced
    Name: Anonymous
    Species: Mouse
    Assay Type: In Vivo
    Cell Line/Tissue: CHO cells
    Verified Customer | Posted 01/08/2018
    the product has to be stored in the refrigerator (-20°C) otherwise (room temperature) decompose
    In the first work, we demonstrated that chronic systemic administration of 5′-chloro-5′-deoxy-(±)-ENBA (0.5 mg/kg, i.p.) reduced both mechanical allodynia and thermal hyperalgesia 3 and 7 days post-SNI, in a way prevented by DPCPX (3 mg/kg, i.p.), a selective A1 adenosine receptor antagonist, without exerting any significant change on the motor coordination or arterial blood pressure (Molecules. 2012, 17, 13712-13726. doi: 10.3390/molecules171213712). Then, the product has been used to clearly demonstrate that functional A1ARs are expressed in microglia (Glia. 2014, 62,122-132. doi: 10.1002/glia.22592). In addition, we found that 5′Cl5′ d-(±)-ENBA, administered in combination with L-DOPA, reduced the development of abnormal involuntary movements. These results indicate the potential benefit of A1R agonists for the treatment of L-DOPA-induced dyskinesia and hyperkinetic disorders providing a mechanistic framework for the study of the interaction between DA and adenosine in the striatonigral system (Exp Neurol. 2014, 261, 733-43. doi: 10.1016/j.expneurol.2014.08.022).
    (±)-5'-Chloro-5'-deoxy-ENBA 3576

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