Pricing Availability   Qty

Save up to 40% on RUO Reagents with BIOSPRING24 (see details)

Description: Highly selective A1 agonist
Chemical Name: N-Bicyclo[2.2.1]hept-2-yl-5'-chloro-5'-deoxyadenosine
Purity: ≥98% (HPLC)
Citations (2)
Reviews (1)

Biological Activity for (±)-5'-Chloro-5'-deoxy-ENBA

(±)-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.

Compound Libraries for (±)-5'-Chloro-5'-deoxy-ENBA

(±)-5'-Chloro-5'-deoxy-ENBA is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.

Technical Data for (±)-5'-Chloro-5'-deoxy-ENBA

M. Wt 379.84
Formula C17H22ClN5O3
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 103626-26-2
PubChem ID 42636897
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.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for (±)-5'-Chloro-5'-deoxy-ENBA

Solvent Max Conc. mg/mL Max Conc. mM
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 will 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

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.


Dilution Calculator

Calculate the dilution required to prepare a stock solution.

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

Certificate of Analysis / Product Datasheet
Select another batch:

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

References are publications that support the biological activity of the product.

Trivedi et al (1989) N6-bicycloalkyladenosines with unusually high potency and selectivity for the adenosine A1 receptor. J.Med.Chem. 32 8 PMID: 2909748

Franchetti et al (2009) 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. 52 2393 PMID: 19317449

If you know of a relevant reference for (±)-5'-Chloro-5'-deoxy-ENBA, please let us know.

View Related Products by Target

View Related Products by Product Action

View all Adenosine A1 Receptor Agonists

Keywords: (±)-5'-Chloro-5'-deoxy-ENBA, (±)-5'-Chloro-5'-deoxy-ENBA supplier, highly, selective, A1, adenosines, receptors, agonists, (±)-5-Chloro-5-deoxy-ENBA, ENBA, Adenosine, Receptors, 3576, Tocris Bioscience

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

Citations are publications that use Tocris products. Selected citations for (±)-5'-Chloro-5'-deoxy-ENBA include:

Wei et al (2021) Adenosine A2A Receptor Activation Enhances Blood-Tumor Barrier Permeability in a Rodent Glioma Model. Mol Cancer Res 19 2081-2095 PMID: 34521765

Cuiying et al (2020) Activation of neuronal adenosine A1 receptors causes hypothermia through central and peripheral mechanisms. PLoS One 15 e0243986 PMID: 33326493

Do you know of a great paper that uses (±)-5'-Chloro-5'-deoxy-ENBA from Tocris? Please let us know.

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

Average Rating: 5 (Based on 1 Review.)

5 Star
4 Star
3 Star
2 Star
1 Star

Have you used (±)-5'-Chloro-5'-deoxy-ENBA?

Submit a review and receive an Amazon gift card.

$50/€35/£30/$50CAN/¥300 Yuan/¥5000 Yen for first to review with an image

$25/€18/£15/$25CAN/¥75 Yuan/¥1250 Yen for a review with an image

$10/€7/£6/$10 CAD/¥70 Yuan/¥1110 Yen for a review without an image

Submit a Review

Filter by:

Antinociceptive assay and for reducing the development of abnormal involuntary movements L-DOPA induced.
By Anonymous on 01/08/2018
Assay Type: In Vivo
Species: Mouse
Cell Line/Tissue: CHO cells

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 functionalA1ARs 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).

the product has to be stored in the refrigerator (-20°C) otherwise (room temperature) decompose

review image