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5′-(N-Ethylcarboxamido)adenosine

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(Redirected fromNECA (drug))
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
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.164.621Edit this at Wikidata
EC Number
  • 636-060-5
UNII
  • 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
  • CCNC(=O)[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)O
Properties
C12H16N6O4
Molar mass308.298 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

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

References

[edit]
  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.PMID 12570757.
  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.PMID 1817158.
Receptor
(ligands)
P0 (adenine)
P1
(adenosine)
P2
(nucleotide)
P2X
(ATPTooltip Adenosine triphosphate)
P2Y
Transporter
(blockers)
CNTsTooltip Concentrative nucleoside transporters
ENTsTooltip Equilibrative nucleoside transporters
PMATTooltip Plasma membrane monoamine transporter
Enzyme
(inhibitors)
XOTooltip Xanthine oxidase
Others
Others

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