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HomeProduct name listNECA

NECA

Synonym(s):(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-N-ethyl-3,4-dihydroxytetrahydrofuran-2-carboxamide;Adenosine Receptor Agonist, NECA - CAS 35920-39-9 - Calbiochem;NECA

NECA Structural

What is NECA?

Chemical properties

White Solid

The Uses of NECA

A potent adenosine receptor agonist. Inhibits platelet aggregation and is centrally active in vivo

The Uses of NECA

Potent adenosine receptor agonist with some affinity at A1 and A2 receptors

The Uses of NECA

5′-(N-Ethylcarboxamido)adenosine has been used:

  • for the purification of human adenosine A2Areceptor (A2AR) in decylmaltoside (DM)
  • to determine nonspecific binding of adenosine receptors
  • to investigate adenosine 2B receptor (RA2B) mechanism of action by competition assay

What are the applications of Application

5′-N-Ethylcarboxamidoadenosine is a potent Adenosine A Receptor agonist

Definition

ChEBI: A derivative of adenosine in which the 5'-hydroxymethyl group is replaced by an N-ethylcarboxamido group.

General Description

A cell-permeable adenosine analog that acts a potent non-selective agonist of adenosine receptors (Ki = 14 nM, 20 nM, 2.4 μM and 6.2 nM for A1, A2A, A2B, A3, respectively). Increases intracellular cAMP production (EC50 = 3.1 μM in A2B expressing CHO cells). Shown to increase glucagon release in a dose-dependent manner and inhibit insulin release at low concentrations. Although at higher concentration some insulin release is observed. Also, displays a wide range adenosine-dependent effects, such as blocking platelet aggregation and inhibiting DNA synthesis. When administered at reperfusion, it is shown reduce infarction and block the formation of the mitochondrial permeability transition pore by activating p70S6 kinase.

Biological Activity

Potent adenosine receptor agonist (K i values are 14, 20 and 6.2 nM for human A 1 , A 2A and A 3 receptors respectively; EC 50 = 2.4 μ M for human A 2B ). Inhibits platelet aggregation and is centrally active in vivo .

Biochem/physiol Actions

Reversible: yes

storage

Store at +4°C

Properties of NECA

Melting point: 229-231°C
Density  1.87±0.1 g/cm3(Predicted)
storage temp.  2-8°C
solubility  45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.2 mg/mL Solutions may be stored for several days at 4°C.
pka 12.93±0.70(Predicted)
form  powder
color  white
Stability: Hygroscopic
CAS DataBase Reference 35920-39-9

Safety information for NECA

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H300:Acute toxicity,oral
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P405:Store locked up.
P501:Dispose of contents/container to..…

Computed Descriptors for NECA

InChIKey JADDQZYHOWSFJD-FLNNQWSLSA-N

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