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
- CAS NO.:35920-39-9
- Empirical Formula: C12H16N6O4
- Molecular Weight: 308.29
- MDL number: MFCD00069195
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-19 20:33:22
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) |
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 |
New Products
Tert-butyl bis(2-chloroethyl)carbamate 4-Methylphenylacetic acid N-Boc-D-alaninol N-BOC-D/L-ALANINOL 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin- 2(1H)-one Furan-2,5-Dicarboxylic Acid Tropic acid DIETHYL AMINOMALONATE HYDROCHLORIDE 1,1’-CARBONYLDIIMIDAZOLE R-2-BENZYLOXY PROPIONIC ACID 1,1’-CARBONYLDI (1,2-4 TRIAZOLE) N-METHYL INDAZOLE-3-CARBOXYLIC ACID (2-Hydroxyphenyl)acetonitrile 4-Bromopyrazole 5-BROMO-2CYANO PYRIDINE 5,6-Dimethoxyindanone 5-broMo-2-chloro-N-cyclopentylpyriMidin-4-aMine 2-(Cyanocyclohexyl)acetic acid 4-methoxy-3,5-dinitropyridine 2-aminopropyl benzoate hydrochloride 1-(4-(aminomethyl)benzyl)urea hydrochloride diethyl 2-(2-((tertbutoxycarbonyl)amino) ethyl)malonate tert-butyl 4- (ureidomethyl)benzylcarbamate Ethyl-2-chloro((4-methoxyphenyl)hydrazono)acetateRelated products of tetrahydrofuran
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