(R)?-?PIA

Names

[ Name ]:
(R)?-?PIA

[Synonym ]:
(R)-N6-(1-Methyl-2-phenylethyl)adenosine N6-(L-2-Phenylisopropyl)adenosine R-(−)-PIA
EINECS 254-028-5
(−)-N6-(2-Phenylisopropyl)adenosine
MFCD00069194
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-[[(2R)-1-phenylpropan-2-yl]amino]purin-9-yl]oxolane-3,4-diol

Biological Activity

[Description]:

(-)-N6-phenylisopropyl adenosine (D-phenylisopropyladenosine) is a adenosine receptor agonist. (-)-N6-phenylisopropyl adenosine inhibits K+-evoked Ca2+ uptake with an IC50 value of 0.5 µM[1].

[Related Catalog]:

Research Areas >> Neurological Disease

Signaling Pathways >> GPCR/G Protein >> Adenosine Receptor

[References]

[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.

Chemical & Physical Properties

[ Density]:
1.506g/cm3

[ Boiling Point ]:
675.716ºC at 760 mmHg

[ Molecular Formula ]:
C₁₉H₂₃N₅O₄

[ Molecular Weight ]:
385.42

[ Flash Point ]:
362.46ºC

[ Exact Mass ]:
385.17500

[ PSA ]:
125.55000

[ LogP ]:
0.55390

[ Index of Refraction ]:
1.712

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AU7404930

CHEMICAL NAME :: Adenosine, N-(1-methyl-2-phenylethyl)-, (R)-

CAS REGISTRY NUMBER :: 38594-96-6

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C19-H23-N5-O4

MOLECULAR WEIGHT :: 385.47

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 770 ug/kg

SEX/DURATION :: female 11-12 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetal death

REFERENCE :: TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 25(2),35A,1982

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

Articles

Characterization of the A2 adenosine receptor labeled by [3H]NECA in rat striatal membranes.

Mol. Pharmacol. 29 , 331, (1986)

[3H]NECA (1-(6-amino-9H-purin-9-yl)-1-deoxy-N-ethyl-beta-D-ribofuronamide) is known to bind to both the A1 and A2 subtypes of adenosine receptor in rat striatal membranes. In order to study the putati...

Negative crosstalk between M1 and M2 muscarinic autoreceptors involves endogenous adenosine activating A1 receptors at the rat motor endplate.

Neurosci. Lett. 459 , 127-131, (2009)

At the rat motor nerve terminals, activation of muscarinic M(1) receptors negatively modulates the activity of inhibitory muscarinic M(2) receptors. The present work was designed to investigate if the...

Rapid stimulation of presynaptic serotonin transport by A(3) adenosine receptors.

J. Pharmacol. Exp. Ther. 322(1) , 332-40, (2007)

The inactivation of synaptic serotonin (5-hydroxytryptamine, 5-HT) is largely established through the actions of the presynaptic, antidepressant-sensitive 5-HT transporter (SERT, SLC6A4). Recent studi...