Merck
All Photos(1)

119140

Sigma-Aldrich

Adenosine Receptor Agonist, NECA

All Photos(1)
Synonym(s):
Adenosine Receptor Agonist, NECA, (2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-N-ethyl-3,4-dihydroxytetrahydrofuran-2-carboxamide
Empirical Formula (Hill Notation):
C12H16N6O4
CAS Number:
35920-39-9
Molecular Weight:
308.29
Número MDL:
MFCD00069195

Análisis

≥99% (HPLC)

Nivel de calidad

100

formulario

solid

potencia

14 nM Ki

manufacturer/tradename

Calbiochem®

condiciones de almacenamiento

OK to freeze
protect from light

color

white

solubilidad

DMSO: 50 mM

enviado en

wet ice

temp. de almacenamiento

2-8°C

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

Inchi Key

JADDQZYHOWSFJD-QQIVLSGASA-N

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Adenosine Receptor Agonist, NECA

Sigma-Aldrich

119140

Adenosine Receptor Agonist, NECA

Adenosine 3′-monophosphate sodium salt from yeast

Sigma-Aldrich

A0386

Adenosine 3′-monophosphate sodium salt

5′-(N-Ethylcarboxamido)adenosine powder

Sigma-Aldrich

E2387

5′-(N-Ethylcarboxamido)adenosine

Adenosine Deaminase Inhibitor, DCF The Adenosine Deaminase Inhibitor, DCF, also referenced under CAS 53910-25-1, controls the biological activity of Adenosine Deaminase.

Sigma-Aldrich

116860

Adenosine Deaminase Inhibitor, DCF

assay

≥99% (HPLC)

assay

≥98% (HPLC)

assay

-

assay

≥98% (HPLC)

form

solid

form

powder

form

powder

form

solid

manufacturer/tradename

Calbiochem®

manufacturer/tradename

-

manufacturer/tradename

-

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

storage condition

-

storage condition

-

storage condition

OK to freeze, protect from light

color

white

color

-

color

white

color

white

solubility

DMSO: 50 mM

solubility

water: 100 mg/mL, clear to very slightly hazy, colorless to very faintly yellow

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.2 mg/mL (Solutions may be stored for several days at 4 °C.), DMSO: 14 mg/mL (Solutions may be stored for several days at 4 °C.), 0.1 M HCl: 3.4 mg/mL (Solutions may be stored for several days at 4 °C.), H2O: insoluble, ethanol: soluble (Solutions may be stored for several days at 4 °C.)

solubility

DMSO: 10 mg/mL, clear, colorless, water: 50 mg/mL, clear, colorless

Descripción general

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.

Acciones bioquímicas o fisiológicas

Reversible: yes

Envase

Packaged under inert gas

Advertencia

Toxicity: Standard Handling (A)

Reconstitución

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Otras notas

Forster, K., et al. 2006. Basic Res. Cardiol.101, 319.
de Zwart, M., et al. 1998. Nucleosides Nucleotides.17, 969.
Phillis, J. et al. 1986, Pharm. Biochem. Behavior.24, 263
Durcan, M. J., et al. 1989. Pharmacol Biochem Behav.32, 487.
Bacher, S., et al. 1982. Naunyn Schmiedebergs Arch Pharmacol.329, 67.
Cusack, N., et al. 1981. Br J Pharm.72, 443.
Londos, C., et al. 1980. Proc Natl Acad Sci.77, 2551.

Información legal

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

pictogramas

Skull and crossbones
GHS06

Palabra de señalización

Danger

Frases de peligro

H300

Clasificaciones de peligro

Acute Tox. 2 Oral

Código de clase de almacenamiento

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Punto de inflamabilidad F

Not applicable

Punto de inflamabilidad C

Not applicable

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