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1-(6-Amino-9H-purin-9-yl)-1-deoxy-N-ethyl-beta-D-ribofuranuronamid

NECA Struktur
35920-39-9
CAS-Nr.
35920-39-9
Bezeichnung:
1-(6-Amino-9H-purin-9-yl)-1-deoxy-N-ethyl-beta-D-ribofuranuronamid
Englisch Name:
NECA
Synonyma:
NECA;D-NECA;744-96;765-21;B-744-96;NECA USP/EP/BP;NECA, adenosine agonist;5'-ETHYLCARBOXAMIDOADENOSINE;5’-EthylcarboxamidoAdenosine;Adenosine-5'-ethylcarboxamide
CBNumber:
CB0763077
Summenformel:
C12H16N6O4
Molgewicht:
308.29
MOL-Datei:
35920-39-9.mol

1-(6-Amino-9H-purin-9-yl)-1-deoxy-N-ethyl-beta-D-ribofuranuronamid Eigenschaften

Schmelzpunkt:
229-231°C
Dichte
1.87±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
L?slichkeit
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)
Aggregatzustand
powder
Farbe
white
Wasserl?slichkeit
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.2mg/mL (Solutions may be stored for several days at 4 °C.)
DMSO: 14mg/mL (Solutions may be stored for several days at 4 °C.)
0.1 M HCl: 3.4mg/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.)
Stabilit?t:
Hygroscopic
InChI
InChI=1/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+/s3
InChIKey
JADDQZYHOWSFJD-FLNNQWSLSA-N
SMILES
N1(C=NC2C(N)=NC=NC1=2)[C@H]1[C@H](O)[C@H](O)[C@@H](C(=O)NCC)O1 |&1:10,11,13,15,r|
CAS Datenbank
35920-39-9
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher T+
R-S?tze: 28
S-S?tze: 22-26-36-45
RIDADR  UN 2811 6.1/PG 2
WGK Germany  3
RTECS-Nr. VJ2232000
HazardClass  6.1(a)
PackingGroup  I
HS Code  29349990
Speicherklasse 6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard Classifications Acute Tox. 2 Oral
Bildanzeige (GHS) Skull and Crossbones (GHS06)
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H300 Lebensgefahr bei Verschlucken. Akute Toxizit?t oral Kategorie 2 Achtung P264, P270, P301+P310, P321, P330,P405, P501
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P301+P310 BEI VERSCHLUCKEN: Sofort GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P405 Unter Verschluss aufbewahren.
P501 Inhalt/Beh?lter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

1-(6-Amino-9H-purin-9-yl)-1-deoxy-N-ethyl-beta-D-ribofuranuronamid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R28:Sehr giftig beim Verschlucken.

S-S?tze Betriebsanweisung:

S22:Staub nicht einatmen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn m?glich, dieses Etikett vorzeigen).

Chemische Eigenschaften

White Solid

Verwenden

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

Definition

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

Allgemeine Beschreibung

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.

Biologische Aktivit?t

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 .

1-(6-Amino-9H-purin-9-yl)-1-deoxy-N-ethyl-beta-D-ribofuranuronamid Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


1-(6-Amino-9H-purin-9-yl)-1-deoxy-N-ethyl-beta-D-ribofuranuronamid Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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35920-39-9(1-(6-Amino-9H-purin-9-yl)-1-deoxy-N-ethyl-beta-D-ribofuranuronamid)Verwandte Suche:


  • 5'-N6-Ethylcarboxamidoadenosine
  • 5'-ETHYLCARBOXAMIDOADENOSINE
  • 1-(6-AMINO-9H-PURIN-9-YL)-1-DEOXY-N-ETHYL-BETA-D-RIBOFURANURONAMIDE
  • 1-(6-amino-9h-purin-9-yl)-1-deoxy-n-ethylribofuranuronamidehemihydrate
  • 1-(6-amino-9h-purin-9-yl)-1-deoxy-n-ethyl-ribofuranuronamidhemihydrate
  • 5’-n(sup6)-ethylcarboxamidoadenosinehemihydrate
  • 5’-n-ethylcarboxamidoadenosinehemihydrate
  • adenosine-5’-(n-ethyl)carboxamidehemihydrate
  • adenosine-5’-(n-ethylcarboxamide
  • NECA
  • b-D-RibofuranuronaMide, 1-(6-aMino-9H-purin-9-yl)-1-deoxy-N-ethyl-
  • D-NECA
  • NECA,5′-(N-Ethylcarboxamido)adenosine
  • Adenosine Receptor Agonist, NECA
  • 5'-(N-ETHYLCARBOXAMIDO)-ADENOSINE
  • 1-(6-Amino-(9H)-purin-9-yl)-1-deoxy-N-ethyl-b-D-ribofuranuronamide
  • NECA, 1-(6-Amino-9H-purin-9-yl)-1-deoxy-N-ethyl-D-ribofuranuronamide
  • 5'-Ethylcarboxamido-D-adenosine
  • 5'-N-Ethylcarboxamideadenosine
  • 744-96
  • 765-21
  • Adenosine-5'-ethylcarboxamide
  • B-744-96
  • 1-(6-Amino-9H-purin-9-yl)-1-deoxy-N-ethyl-β-D-ribofuranuronamide
  • N-ethyl-5'-carboxamidoadenosine
  • Adenosine Receptor Agonist, NECA - CAS 35920-39-9 - Calbiochem
  • β-D-Ribofuranuronamide, 1-(6-amino-9H-purin-9-yl)-1-deoxy-N-ethyl-
  • NECA USP/EP/BP
  • 5’-EthylcarboxamidoAdenosine
  • 5'-N-Ethylcarboxamidoadenosine
  • 5'-N-Ethylcarboxamidoadenosine (NECA)
  • (2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-N-ethyl-3,4-dihydroxytetrahydrofuran-2-carboxamide
  • NECA, adenosine agonist
  • 5''-N-Ethylcarboxamidoadenosine, 10 mM in DMSO
  • 2-amino-4-(2,3-diethoxyphenyl)-7-methyl-5-oxo-6-(2-phenylethyl)-5,6-dihydro-4H-pyrano[3,2-c]pyridine-3-carbonitrile
  • 35920-39-9
  • C12H16N6O4
  • Potent adenosine receptor agonist with nearly equal affinity at A1 and A2 receptors.
  • Bases & Related Reagents
  • Inhibitors
  • Nucleotides
  • Adenosine receptor
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