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N6-Cyclohexyladenosine

Cat No.:V30746 Purity: ≥98%
N6-Cyclohexyladenosine is a selective adenosine A1 receptor agonist (activator) (EC50 = 8.2 nM).
N6-Cyclohexyladenosine
N6-Cyclohexyladenosine Chemical Structure CAS No.: 36396-99-3
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
N6-Cyclohexyladenosine is a selective adenosine A1 receptor agonist (activator) (EC50 = 8.2 nM).
N6-Cyclohexyladenosine (CAS#: 36396-99-3) is a synthetic adenosine analog with a cyclohexyl group substituted at the N6 position of the adenine ring. It is a potent and selective agonist for the adenosine A1 receptor. N6-Cyclohexyladenosine has been widely used in pharmacological research to study the role of adenosine A1 receptors in various physiological and pathological processes, including cardiovascular function, neurotransmission, and pain modulation. The compound exhibits significant activity at the A1 receptor with high affinity and selectivity over other adenosine receptor subtypes.
Biological Activity I Assay Protocols (From Reference)
Targets
N6-Cyclohexyladenosine targets the adenosine A1 receptor, a G protein-coupled receptor that is widely distributed in the central nervous system, heart, and other tissues. Activation of the A1 receptor by N6-cyclohexyladenosine inhibits adenylyl cyclase, reduces cAMP levels, and modulates various downstream signaling pathways. The compound is a potent and selective A1 receptor agonist.
ln Vitro
In vitro, N6-cyclohexyladenosine has been shown to activate adenosine A1 receptors in various cell systems. It inhibits adenylyl cyclase activity and reduces cAMP accumulation. It can modulate neurotransmitter release, neuronal excitability, and other cellular processes. The compound's effects can be blocked by A1 receptor antagonists.
ln Vivo
In vivo, N6-cyclohexyladenosine has been studied for its effects on cardiovascular function, including bradycardia and hypotension. It also has effects on the central nervous system, including sedation, anticonvulsant activity, and analgesia. The compound has been used to study the role of A1 receptors in various physiological and pathological conditions.
Enzyme Assay
For non-cellular receptor binding assays, N6-cyclohexyladenosine can be evaluated for affinity to adenosine A1 receptors using radioligand binding assays. Competitive binding experiments using [³H]DPCPX or other labeled ligands are performed. For functional assays, the compound's ability to activate A1 receptors can be assessed by measuring inhibition of cAMP accumulation.
Cell Assay
For in vitro cell-based assays, cells expressing adenosine A1 receptors are cultured and treated with N6-cyclohexyladenosine. Receptor activation is measured by cAMP accumulation or other downstream signaling events. The compound's effects on cell proliferation, differentiation, and gene expression can also be assessed.
Animal Protocol
For in vivo animal studies, N6-cyclohexyladenosine can be administered to animal models. Cardiovascular parameters such as heart rate and blood pressure are measured. Behavioral assays for sedation, anticonvulsant activity, and analgesia can be performed.
ADME/Pharmacokinetics
The pharmacokinetic properties of N6-cyclohexyladenosine include solubility in DMSO and ethanol. As an adenosine analog, it is rapidly metabolized and may have a short half-life.
Toxicity/Toxicokinetics
The toxicological profile of N6-cyclohexyladenosine has not been fully characterized. As a potent A1 receptor agonist, it may cause cardiovascular and central nervous system effects at higher doses.
Additional Infomation
N6-Cyclohexyladenosine is a potent and selective adenosine A1 receptor agonist. It is used in pharmacological research to study the role of A1 receptors in various physiological and pathological processes. It has effects on cardiovascular function, neurotransmission, and pain modulation.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H23N5O4
Molecular Weight
349.38492
Exact Mass
349.175
CAS #
36396-99-3
PubChem CID
9841284
Appearance
White to off-white solid powder
Density
1.71g/cm3
Boiling Point
675.2ºC at 760mmHg
Flash Point
362.1ºC
Index of Refraction
1.787
LogP
0.255
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
4
Heavy Atom Count
25
Complexity
452
Defined Atom Stereocenter Count
4
SMILES
OC[C@@H]1[C@H]([C@H]([C@H](N2C=NC3=C2N=CN=C3NC4CCCCC4)O1)O)O
InChi Key
SZBULDQSDUXAPJ-XNIJJKJLSA-N
InChi Code
InChI=1S/C16H23N5O4/c22-6-10-12(23)13(24)16(25-10)21-8-19-11-14(17-7-18-15(11)21)20-9-4-2-1-3-5-9/h7-10,12-13,16,22-24H,1-6H2,(H,17,18,20)/t10-,12-,13-,16-/m1/s1
Chemical Name
(2R,3R,4S,5R)-2-[6-(cyclohexylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ≥ 100 mg/mL (~286.22 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.16 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (7.16 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (7.16 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.8622 mL 14.3111 mL 28.6221 mL
5 mM 0.5724 mL 2.8622 mL 5.7244 mL
10 mM 0.2862 mL 1.4311 mL 2.8622 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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