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Submit ReviewN6-Cyclohexyladenosine
Description: High affinity A1 receptor agonist
Chemical Name: N-Cyclohexyladenosine
Purity: ≥98% (HPLC)
Biological Activity for N6-Cyclohexyladenosine
N6-Cyclohexyladenosine is a 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.
Compound Libraries for N6-Cyclohexyladenosine
N6-Cyclohexyladenosine is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.
Technical Data for N6-Cyclohexyladenosine
| 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 for N6-Cyclohexyladenosine
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 34.94 | 100 | |
| ethanol | 6.99 | 20 |
Preparing Stock Solutions for N6-Cyclohexyladenosine
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.
| 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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Product Datasheets for N6-Cyclohexyladenosine
References for N6-Cyclohexyladenosine
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
If you know of a relevant reference for N6-Cyclohexyladenosine, please let us know.
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Keywords: N6-Cyclohexyladenosine, N6-Cyclohexyladenosine supplier, high, affinity, adenosine, A1, agonists, agonism, Adenosine, Receptors, 6863, Tocris Bioscience
Citations for N6-Cyclohexyladenosine
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