5′-(N-Ethylcarboxamido)adenosine

5'-(N-Ethylcarboxamido)adenosine

Names
IUPAC name (2S,3S,4R,5R)-5-(6-Aminopurin-9-yl)-N-ethyl-3,4-dihydroxyoxolane-2-carboxamide
Other names 5'-Ethylcarboxamido adenosine; NECA
Identifiers
CAS Number	35920-39-9  Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:73284
ChEMBL	ChEMBL464859
ChemSpider	395094
ECHA InfoCard	100.164.621
EC Number	636-060-5
IUPHAR/BPS	377
PubChem CID	448222
UNII	3WC8SJ5ZLJ
CompTox Dashboard (EPA)	DTXSID801017234
InChI InChI=1S/C12H16N6O4/c1-2-14-11(21)8-6(19)7(20)12(22-8)18-4-17-5-9(13)15-3-16-10(5)18/h3-4,6-8,12,19-20H,2H2,1H3,(H,14,21)(H2,13,15,16)/t6-,7+,8-,12+/m0/s1 Key: JADDQZYHOWSFJD-FLNNQWSLSA-N
SMILES CCNC(=O)[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)O
Properties
Chemical formula	C12H16N6O4
Molar mass	308.298 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

5'-(N-Ethylcarboxamido)adenosine (NECA) is a nucleoside that is a non-selective adenosine receptor agonist. ^[1] It has been used as a biochemical tool in the study of the function of adenosine receptors. ^[2]

References

1. Cristalli, Gloria; Lambertucci, Catia; Taffi, Sara; Vittori, Sauro; Volpini, Rosaria (2003). "Medicinal Chemistry of Adenosine A2A Receptor Agonists". Current Topics in Medicinal Chemistry. 3 (4): 387–401. doi:10.2174/1568026033392282.
2. Schwabe, U.; Lorenzen, A.; Grün, S. (1991). "Adenosine receptors in the central nervous system". Recent Advances in Neuropharmacology. pp. 149–155. doi:10.1007/978-3-7091-9175-0_19. ISBN   978-3-211-82300-2.