N6-Cyclohexyladenosine , 98% , 36396-99-3

Synonym(s):
CHA

CAS NO.：36396-99-3

Empirical Formula: C16H23N5O4

Molecular Weight: 349.38

MDL number: MFCD00036808

PRODUCT Properties

• Melting point: 182 - 184°C
• Boiling point: 675.2±65.0 °C(Predicted)
• Density: 1.71±0.1 g/cm3(Predicted)
• storage temp.: 2-8°C
• solubility: DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
• form: Solid
• pka: 13.12±0.70(Predicted)
• color: White to Off-White
• Stability: Hygroscopic
• 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
• InChIKey: SZBULDQSDUXAPJ-XNIJJKJLSA-N
• SMILES: OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(NC4CCCCC4)ncnc23

Description and Uses

N⁶-Cyclohexyladenosine is an adenosine receptor agonist. It selectively binds to adenosine A₁ receptors in rat cortical membranes (IC₅₀ = 2.3 nM) over A₂ receptors in rat striatal membranes (IC₅₀ = 870 nM). N⁶-Cyclohexyladenosine decreases heart rate and increases coronary flow in a perfused working rat heart model ex vivo (EC₂₅s = 5 and 860 nM, respectively). In vivo, it decreases heart rate and blood pressure in normotensive rats (EC₂₅s = 2.4 and 4.2 μg/kg, respectively). N⁶-Cyclohexyladenosine (100 μM) induces sleep in rats when administered via basal forebrain infusion. N⁶-Cyclohexyladenosine also decreases locomotor activity in mice (ED₅₀ = 60 μg/kg, i.p.).

N6-Cyclohexyladenosine is a derivative of Adenosine (A280400), and is used testing adenosine A1 and A2A receptor activation for pharmaceuticals such as antidepressants. N6-Cyclohexyladenosine also is used as a JAK2 inhibitor, blocking STAT3 signalling in human cancer cells.

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H302-H315-H319-H332-H335
• Precautionary statements: P261-P280-P305+P351+P338
• PPE: Eyeshields, Gloves, type N95 (US)
• WGK Germany: 3
• HS Code: 29349990
• Storage Class: 11 - Combustible Solids