Acadesine (AICAR)

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Names

[ CAS No. ]:
2627-69-2

[ Name ]:
Acadesine (AICAR)

[Synonym ]:
AIC-Riboside
EINECS 220-097-5
5-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranoside
AICA Riboside
T5OTJ B1Q CQ DQ E- AT5N CNJ DVQ EZ &&Ribo-β-D Form
5-Amino-1-b-D-ribofuranosyl-1H-imidazole-4-carboxamide
Z-RIBOSIDE
5-Amino-4-imidazolecarboxamide ribonucleoside
5-Amino-1-(β-D-ribofuranosyl)-1H-imidazole-4-carboxamide
5-aminoimidazole-4-carboxamide-1-β-D-ribofuranoside
AICA-riboside
Imidazole-4-carboxamide, 5-amino-1-β-D-ribofuranosyl-
1H-Imidazole-4-carboxamide, 5-amino-1-β-D-ribofuranosyl-
GP 1-110
MFCD00869751
Acadesine
Arasine
AMPK
AICAR
5-Amino-1-β-ribofuranosyl-imidazole-4-carboxamide
5-Amino-1-beta-D-ribofuranosyl-1H-imidazole-4-carboxamide
5-amino-4-imidazole carboxamide ribonucleoside

Chemical & Physical Properties

[ Density]:
2.1±0.1 g/cm3

[ Boiling Point ]:
726.3±60.0 °C at 760 mmHg

[ Melting Point ]:
214-215 °C

[ Molecular Formula ]:
C9H14N4O5

[ Molecular Weight ]:
258.231

[ Flash Point ]:
393.1±32.9 °C

[ Exact Mass ]:
258.096405

[ PSA ]:
156.85000

[ LogP ]:
-2.93

[ Vapour Pressure ]:
0.0±2.5 mmHg at 25°C

[ Index of Refraction ]:
1.821

[ Storage condition ]:
−20°C

[ Water Solubility ]:
H2O: >10 mg/mL

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2934999090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • 9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1-((2-methoxyethoxy)methyl)-1H-purin-6(9H)-one
  • 1H-Imidazole-4-carbonitrile,5-amino-1-b-D-ribofuranosyl-
  • Inosine
  • 2',3',5'-Tri-O-acetylinosine
  • 5-azido-1-β-D-ribofuranosyl-1H-imidazole-4-carbonitrile
  • 1-methoxy-9-methyl-2-azaadenine hydroiodide

DownStream

  • N2-Benzoylguanosine
  • Mizoribine
  • 5-Iodo-1-(2’,3’,5’-tri-O-acetyl--D-ribofuranosyl)-imidazo-4-carbonitrile
  • 5-Amino-4-imidazolecarboxamide
  • Inosine, 1-amino-(8CI,9CI)
  • [(2R,3S,4R,5R)-3,4-dihydroxy-5-[2-(methoxymethoxymethyl)-6-oxo-3H-purin-9-yl]oxolan-2-yl]methyl dihydrogen phosphate
  • 1H-Imidazole-4-carbonitrile,5-amino-1-b-D-ribofuranosyl-
  • Aica ribonucleotide
  • Guanosine

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Differential effects of AMPK agonists on cell growth and metabolism.

Oncogene 34 , 3627-39, (2015)

As a sensor of cellular energy status, the AMP-activated protein kinase (AMPK) is believed to act in opposition to the metabolic phenotypes favored by proliferating tumor cells. Consequently, compound...

Modulators of hepatic lipoprotein metabolism identified in a search for small-molecule inducers of tribbles pseudokinase 1 expression.

PLoS ONE 10 , e0120295, (2015)

Recent genome wide association studies have linked tribbles pseudokinase 1 (TRIB1) to the risk of coronary artery disease (CAD). Based on the observations that increased expression of TRIB1 reduces se...

Stimulatory Effects of Balanced Deep Sea Water on Mitochondrial Biogenesis and Function.

PLoS ONE 10 , e0129972, (2015)

The worldwide prevalence of metabolic diseases, including obesity and diabetes, is increasing. Mitochondrial dysfunction is recognized as a core feature of these diseases. Emerging evidence also sugge...


More Articles

Related Compounds

  • 1H-Imidazole-4-carboxamide,5-amino-1-(3,5-O-phosphinico-b-D-ribofuranosyl)- (9CI)
  • (2S)-2-[[5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]imidazole-4-carbonyl]amino]butanedioic acid
  • 1H-Imidazole-4-carboxamide,5-amino-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-
  • AICAR diphosphate, sodium salt
  • AICAR phosphate
  • [2-(Cyclopropylamino)pyrimidin-4-YL]methanol
  • 3-Chloro-2-fluoro-4-methoxypyridine
  • 4-Bromo-7-chloro-1H-indazole-3-carboxylic acid
  • 6-(Bromomethyl)-3-chloro-2-methoxypyridine
  • 2-(Chloromethyl)-4-methyl-5-nitropyridine
  • 2-(Bromomethyl)-4-methyl-5-nitropyridine
  • 2-Bromo-4-(bromomethyl)-5-fluoropyridine
  • Ethyl 2-fluoro-3,4-dimethoxybenzoate
  • 5-(Bromomethyl)-2,2-difluoroheptane
  • 4-Bromo-1-(pyridin-4-yl)pyridin-2(1H)-one
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