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5-Amino-1-β-D-ribofuranosyl-1H-imidazol-4-carboxamid

AICAR Struktur
2627-69-2
CAS-Nr.
2627-69-2
Bezeichnung:
5-Amino-1-β-D-ribofuranosyl-1H-imidazol-4-carboxamid
Englisch Name:
AICAR
Synonyma:
AAKG;AMPK;ACADESINE;AMPK1;PRKAB1;Acadesine, AICA;5-Aminoimidazole-4-carboxamide riboside;5-Aminoimidazole-4-carboxamide ribonucleoside;5-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-B-D-RIBOFURANOSIDE;{[(2S,3R,4R,5R)-5-(5-aMino-4-carbaMoyl-1H-iMidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]Methoxy}phosphonic acid
CBNumber:
CB1675294
Summenformel:
C9H14N4O5
Molgewicht:
258.23
MOL-Datei:
2627-69-2.mol

5-Amino-1-β-D-ribofuranosyl-1H-imidazol-4-carboxamid Eigenschaften

Schmelzpunkt:
214-215 °C
Siedepunkt:
726.3±60.0 °C(Predicted)
Dichte
2.06±0.1 g/cm3(Predicted)
storage temp. 
-20°C
L?slichkeit
H2O: >10 mg/mL
Aggregatzustand
powder
pka
13.27±0.70(Predicted)
Farbe
tan
Wasserl?slichkeit
Soluble in DMSO at 2mg/ml. Soluble in water or ethanol at less than 1mg/ml
maximale Wellenl?nge (λmax)
265nm(NaOH)(lit.)
Merck 
14,16
Stabilit?t:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 3 months.
InChIKey
RTRQQBHATOEIAF-UUOKFMHZSA-N
CAS Datenbank
2627-69-2(CAS DataBase Reference)
EPA chemische Informationen
1H-Imidazole-4-carboxamide, 5-amino-1-.beta.-D-ribofuranosyl- (2627-69-2)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xi,T
R-S?tze: 36/37/38-61
S-S?tze: 26-36-45-53
WGK Germany  3
TSCA  Yes
HS Code  29349990
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
Sicherheit
P202 Vor Gebrauch alle Sicherheitshinweise lesen und verstehen.
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P302+P352 BEI BERüHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckm??ig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen.
P308+P313 BEI Exposition oder falls betroffen: ?rztlichen Rat einholen/?rztliche Hilfe hinzuziehen.

5-Amino-1-β-D-ribofuranosyl-1H-imidazol-4-carboxamid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Chemische Eigenschaften

Solid

Verwenden

AICAR is a nucleoside analogue that is able to enter nucleoside pools and is able to significantly increase levels of adenosine during periods of ATP breakdown. Adenosine-regulating agents (ARAs) hav e been recognized for therapeutic potential in myocardial ischemia. Cardioprotective.

Definition

ChEBI: A 1-ribosylimidazolecarboxamide in which the carboxamide group is situated at position 4 of the imidazole ring, which is further substituted at position 5 by an amino group. A purine nucleoside analogue and activator of AMP-activated protein kinase, it is is used for the treatment of acute lymphoblastic leukemia and is reported to have cardioprotective effects.

Allgemeine Beschreibung

Adenosine monophosphate?protein kinase (AMPK) activator 5-aminoimidazole-4-carboxamide?ribonucleotide?(AICAR)?modulates cellular energy. It regulates lipid and glucose metabolism, pro-inflammatory responses,?cytokine production,?cell proliferation and apoptosis. AICAR improves ischemia or reperfusion injury and kidney fibrosis in rats. It provides protection against acute tubular necrosis.

Biologische Aktivit?t

Cell-permeable, allosteric activator of AMP-activated protein kinase (AMPK). Augments proliferation, differentiation and mineralization of osteoblastic MC3T3-EI cells and attenuates psychosine-induced expression of proinflammatory cytokines and iNOS in astrocytes.

Nebenwirkungen

AICAR is an AMPK (adenosine 5′-monophosphate (AMP)-activated protein kinase) activator that has been shown to have significant endurance-enhancing effects and is banned for use as a doping agent by the World Anti-Doping Agency. Overactivation of AMPK, or activation in the wrong tissues, can lead to serious side effects, including neurodegeneration or preventing cell division. Accumulation of naturally occurring AICAR in the body has also been linked to metabolic disorders in humans. However, AICAR has not been approved for human treatment and cannot be used as a drug. Therefore, its safety has yet to be verified.

Clinical claims and research

AICAR has proved in vivo anti-tumor effects in xenograft models. It is currently under clinical trial phase I/II to treat patients with chronic lymphocytic leukemia and has shown good safety and tolerability properties, although some side effects have been reported.

5-Amino-1-β-D-ribofuranosyl-1H-imidazol-4-carboxamid Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


5-Amino-1-β-D-ribofuranosyl-1H-imidazol-4-carboxamid Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 346)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Changzhou Xuanming Pharmaceutical Technology Co., Ltd.
+86-519-85525359 +86-15995072465
sales@xuanmingchem.com China 914 58
Zhuzhou New Peptides Tech Co.,Ltd.
+86-18073326374 +86-18073326374
sales@goodpeptides.com China 56 58
Wuhan Ruichi Technology Co., Ltd
+8613545065237
admin@whrchem.com China 153 58
Shanghai Affida new material science and technology center
+undefined15081010295
admin@oudaxin.com China 114 58
Huaian Banting Trading Co., Ltd.
+undefined13102576090
sales5@bantingpeptide.com China 38 58
American HealthyMorph LLC
+8613363867578
13363867578@163.com China 92 58
Hebei Weibang Biotechnology Co., Ltd
+8615531157085
abby@weibangbio.com China 8810 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578
sales@hbmojin.com China 12835 58
Hebei Chuanghai Biotechnology Co,.LTD
+86-13131129325
sales1@chuanghaibio.com China 5889 58
Wuhan Han Sheng New Material Technology Co.,Ltd
+8617798174412
admin01@hsnm.com.cn China 2097 58

2627-69-2(5-Amino-1-β-D-ribofuranosyl-1H-imidazol-4-carboxamid)Verwandte Suche:


  • 5-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranoside,98%
  • 5-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranosideAICAR
  • 5-Aminomidazole-4-carboxamide-1-β-D-ribofuranoside
  • AICAR
  • AICA-RIBOSIDE
  • 1-Deoxy-1-[(4-carbamoyl-5-amino-1H-imidazole)-1-yl]-β-D-ribofuranose
  • 1-β-D-Ribofuranosyl-5-amino-1H-imidazole-4-carboxamide
  • 5-Amino-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamide
  • AICA-β-D-Riboside
  • 5-AMino-4-iMidazole carboxaMide Riboside
  • Arasine
  • GP 1-110
  • NSC 105823
  • AICAR, Free Base
  • 5-aMino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)-1H-iMidazole-4-carboxaMide
  • N1-(β-D-Ribofuranosyl)-5-aminoimidazole-4-carboxamide
  • AICAR,5-Aminoimidazole-4-carboxamide 1-β-D-ribofuranoside, Acadesine, N1-(β-D-Ribofuranosyl)-5-aminoimidazole-4-carboxamide
  • 5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranose ,98%
  • Acadesine(Aicar,NSC 105823)
  • 5-Amino-4-carbamoyl-1-(beta-D-ribofuranosyl)-1H-imidazole, AICAR
  • Acadesine/AICAR
  • AICA, Acadesine, AICA-ribaoside
  • 1H-IMidazole-4-carboxaMide,5-aMino-1-b-D-ribofuranosyl-
  • 5′-AMP-activated protein kinase catalytic subunit alpha-1
  • ANTI-AMPK ALPHA 1(C-TERMINAL) antibody produced in rabbit
  • Z-RIBOSIDE
  • 5-amino-1-beta-d-ribofuranosyl-1h-imidazole-4-carboxamid
  • N1-(BETA-D-RIBOFURANOSYL)-5-AMINOIMIDAZOLE-4-CARBOXAMIDE
  • 5-Amino-1beta-D-ribofuranosylimidazole-4-carboxamide
  • 5-Amino-1-beta-ribofuranosyl-imidazole-4-carboxamide
  • 5-Amino-4-imidazolecarboxamide ribofuranoside
  • AIC-Riboside
  • Aminoimidazole-4-carboxamide-1-D-Ribofuranoside
  • 5-AMINOIMIDAZOLE-4-BETA-D-RIBOFURANOSE
  • AMINOIMIDAZOLE-4-CARBOXAMIDE-1-SS-D-RIBOFURANOSIDE
  • AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSIDE
  • AICAR, Acadesine
  • 5-Aminoimidazole-4-carboxamide-1-b-D-ribofuranose
  • 5-Aminoimidazole-4-carboxamide-1-β-riboside
  • 5-amino-1-beta-D-ribofuranosyl-1H-imidazole-4-carboxamide
  • Acadesine, N1-(β-D-Ribofuranosyl)-5-aminoimidazole-4-carboxamide, 5-Aminoimidazole-4-carboxamide 1-β-D-ribofuranoside
  • Anti-PRKAB1 (Protein kinase, AMP-activated, beta 1 non-catalytic subunit)
  • Hydroxymethylglutaryl-CoA reductase kinase
  • 5′-AMP-activated protein kinase catalytic subunit alpha-2
  • AMPK2
  • ANTI-AMPK ALPHA2(C-TERMINAL) antibody produced in rabbit
  • PRKAA2
  • 5′-AMP-activated protein kinase subunit β-1
  • AMPK subunit β-1
  • AMPKb
  • AMPK (α2/β2/γ1), active, His tagged human
  • MGC61468
  • MGC8666
  • PRKAA
  • PRKAB2
  • PRKAG1
  • Anti-AMPK β1 antibody produced in rabbit
  • AMPKa1
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