(-) -N6-Phenylisopropyl adenosine

(-) -N6-phenylisopropyl adenosine (L-Phenylisopropyladenosine) is a selective A1 adenosine receptor agonist. (-) -N6-phenylisopropyl adenosine inhibits K+-induced Ca2+ uptake with an IC50 value of 0.5 µM. (-) -N6-phenylisopropyl adenosine protects against ischemia-induced ventricular arrhythmias and atrial fibrillation, and exacerbates ethanol withdrawal symptoms. (-) -N6-phenylisopropyl adenosine also has analgesic effects[1][2][3][4][5][6].

Product Specifications

CAS Number

[38594-96-6]

Product Name Alternative

L-Phenylisopropyladenosine; L-PIA; R-PIA

UNSPSC

12352005

Target

Adenosine Receptor

Type

Reference compound

Related Pathways

GPCR/G Protein

Applications

Neuroscience-Neuromodulation

Field of Research

Cardiovascular Disease; Neurological Disease

Assay Protocol

https://www.medchemexpress.com/minus-n6-phenylisopropyl-adenosine.html

Purity

99.45

Solubility

DMSO : 100 mg/mL (ultrasonic) |H2O : 1 mg/mL (ultrasonic; warming; heat to 60°C)

Smiles

OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C3=NC=NC(N[C@H](C)CC4=CC=CC=C4)=C3N=C2)O1

Molecular Formula

C19H23N5O4

Molecular Weight

385.42

References & Citations

[1]Wu PH, et al. Adenosine receptor agonists inhibit K+-evoked Ca2+ uptake by rat brain cortical synaptosomes. J Neurochem. 1982 Sep;39 (3) :700-8.|[2]Wainwright CL, et al. Effects of R-PIA, a selective A1 adenosine agonist, on haemodynamics and ischaemic arrhythmias in pigs. Cardiovasc Res. 1993 Jan;27 (1) :84-9. |[3]Ocaña M, et al. Role of ATP-sensitive K+ channels in antinociception induced by R-PIA, an adenosine A1 receptor agonist. Naunyn Schmiedebergs Arch Pharmacol. 1994 Jul;350 (1) :57-62. |[4]Silva IR, et al. The A1 receptor agonist R-Pia reduces the imbalance between cerebral glucose metabolism and blood flow during status epilepticus: could this mechanism be involved with neuroprotection? Neurobiol Dis. 2011 Jan;41 (1) :169-76. |[5]Gatch MB, et al.The effects of adenosine ligands R-PIA and CPT on ethanol withdrawal. Alcohol. 1999 Aug;19 (1) :9-14.|[6]Jonzon B, et al. Adenosine receptor-mediated changes in cyclic AMP production and DNA synthesis in cultured arterial smooth muscle cells. J Cell Physiol. 1985 Sep;124 (3) :451-6.