N6-Cyclohexyladenosine

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Cat.No. 6863 - N6-Cyclohexyladenosine | C16H23N5O4 | CAS No. 36396-99-3
Description: High affinity A1 receptor agonist
Chemical Name: N-Cyclohexyladenosine
Purity: ≥98% (HPLC)
Datasheet
Citations
Reviews
Literature (4)

Biological Activity

High affinity adenosine A1 receptor agonist (Kd values are 0.7 and 6 nM for bovine and guinea pig brain membranes, respectively). Reduces light-induced circadian phase delays. Exhibits protective effect in lysolecithin-induced demyelination model. When administered prior to ischemia, improves functional recovery of heart in a mouse model of ischemia-reperfusion injury. Induces hypothermia following icv administration in mice.

Technical Data

M. Wt 349.38
Formula C16H23N5O4
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 36396-99-3
PubChem ID 9841284
InChI Key SZBULDQSDUXAPJ-XNIJJKJLSA-N
Smiles OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C(NC3CCCCC3)N=CN=C12

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

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 34.94 100
ethanol 6.99 20

Preparing Stock Solutions

The following data is based on the product molecular weight 349.38. 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 2.86 mL 14.31 mL 28.62 mL
5 mM 0.57 mL 2.86 mL 5.72 mL
10 mM 0.29 mL 1.43 mL 2.86 mL
50 mM 0.06 mL 0.29 mL 0.57 mL

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References

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

Bruns et al (1980) Adenosine receptors in brain membranes: binding of N6-cyclohexyl[3H]adenosine and 1,3-diethyl-8-[3H]phenylxanthine. Proc.Natl.Acad.Sci.U.S.A. 77 5547 PMID: 6254090

Sigworth and Rea et al (2003) Adenosine A1 receptors regulate the response of the mouse circadian clock to light. Brain Res. 960 246 PMID: 12505678

Asghari et al (2013) Adenosine A1 receptor agonist, N6-cyclohexyladenosine, protects myelin and induces remyelination in an experimental model of rat optic chiasm demyelination; electrophysiological and histopathological studies. J.Neurol.Sci. 325 22 PMID: 23260322

Shao et al (2017) Adenosine A1 receptor activation increases myocardial protein S-nitrosothiols and elicits protection from ischemia-reperfusion injury in male and female hearts. PLoS One 12 e0177315 PMID: 28493997

Futatsuki et al (2018) Involvement of orexin neurons in fasting- and central adenosine-induced hypothermia. Sci.Rep. 8 2717 PMID: 29426934


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Citations for N6-Cyclohexyladenosine

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