5prime-N-Ethylcarboxamidoadenosine CAS: 35920-39-9
MF: C12H16N6O4
MW: 308.29
A potent Adenosine A Receptor agonist.

5′-N-Ethylcarboxamidoadenosine (CAS 35920-39-9)

5′-N-Ethylcarboxamidoadenosine, CAS 35920-39-9 is rated 5.0 out of 5 by 1.
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Alternate Names: NECA; 1-(6-Amino-9H-purin-9-yl)-1-deoxy-N-ethyl-β-D-ribofuranuronamide
Application: 5′-N-Ethylcarboxamidoadenosine is a potent Adenosine A Receptor agonist
CAS Number: 35920-39-9
Purity: ≥98%
Molecular Weight: 308.29
Molecular Formula: C12H16N6O4
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).

5′-N-Ethylcarboxamidoadenosine is a potent Adenosine A Receptor agonist (Ki values are 14, 20 and 6.2 nM for human Adenosine A1-R, Adenosine A2A-R and Adenosine A3-R, respectively; EC50 = 2.4 μM for human Adenosine A2B-R). 5′-N-Ethylcarboxamidoadenosine also inhibits platelet aggregation.


References

Williams,M. "Adenosine - a selective neuromodulator in the mannalian CNS?" TINS, p.164 (May 1984) Cusack,N.J., Hourani, S.M.O. "5'-N-Ethylcarboxamidoadenosine - a potent inhibitor of human platelet aggregation." Br. J. Pharmacol. v. 72, 443 (1981) Bruns,R.F., Lu,G.H., Pugsley,T.A. "Characterization of the A2 adenosine receptor labeled by [3H]-NECA in rat striatal membranes." Mol. Pharmacol. v. 29, 331-46 (1986)

Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in water (slightly soluble), DMSO (14 mg/mL), 0.1 N HCl (3.4 mg/mL), ethanol (sparingly soluble), and 45% (w/v) aqueous 2-hydroxypropyl-b-cyclodextrin (0.2 mg/mL).Solutions may be stored for several days at 4oC
Storage :
Store at 4° C
Melting Point :
247-249° C
Density :
~1.87 g/cm3 (Predicted)
Refractive Index :
n20D ~1.83 (Predicted)
IC50 :
A1 receptors: IC50 = 11 nM; A2 receptors: IC50 = 16 nM; Platelet Dense Granule Release: EC5050 = 88 nM; PBMC : IC50 = 40 nM (human); Adenosine A3 receptor: EC5050 = 26 nM (human)
Ki Data :
Adenosine A1 receptor: Ki= 12 nM (human); Adenosine A2 receptor: Ki= 70 nM; Adenosine A3 receptor: Ki= 73 nM (human); G protein-coupled receptor 80: Ki= 37 nM (rat)
pK Values :
pKa: 12.93 (Predicted), pKb: 3.82 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
VJ2232000
Transport :
UN 2811, Class 6.1, Packing group II
PubChem CID :
2868392
MDL Number :
MFCD00069195
SMILES :
CCNC(=O)C1C(C(C(O1)N2C=NC3=C2N=CN=C3N)O)O

Download SDS (MSDS)

Certificate of Analysis

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Rated 5 out of 5 by from Du Du, X. et al. (PubMed 25966978) used the adenosine A receptor agonist 5'-N-Ethylcarboxamidoadenosine to stimulate angiogenesis by inducing VEGF and eNOS in human microvascular endothelial cells. -SCBT Publication Review
Date published: 2015-07-08
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