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Adenosine

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CAS:58-61-7
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CAS:58-61-7
Adenosine Basic information
Defination In the body Medical uses Mechanism of action
Product Name:Adenosine
Synonyms:D-ADENOSINE;AR;(2R,3R,4S,5R)-2-(6-AMINO-PURIN-9-YL)-5-HYDROXYMETHYL-TETRAHYDRO-FURAN-3,4-DIOL;9-BETA-D-RIBOFURANOSYLADENINE;ADENINENUCLEOSIDE;ADENINE RIBOSIDE;ADENOSINE;ADENINE-9-BETA-D-RIBOFURANOSIDE
CAS:58-61-7
MF:C10H13N5O4
MW:267.24
EINECS:200-389-9
Product Categories:Pharmaceutical Intermediates;FINE Chemical & INTERMEDIATES;Purine;API intermediates;Nucleosides and their analogs;Biochemistry;Nucleosides, Nucleotides & Related Reagents;Nucleic acids;Bases & Related Reagents;Nucleotides;sy;ADENOCARD;nucleoside;Antiarrhythmic;API;Inhibitors
Mol File:58-61-7.mol
Adenosine Structure
Adenosine Chemical Properties
Melting point 234-236 °C(lit.)
alpha D11 -61.7° (c = 0.706 in water); 9D -58.2° (c = 0.658 in water)
storage temp. 2-8°C
form Crystalline Powder
pka3.6, 12.4(at 25℃)
color White
Water Solubility Soluble in water, ammonium hydroxide and dimethyl sulfoxide. Insoluble in ethanol.
Merck 14,153
BRN 93029
Stability:Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference58-61-7(CAS DataBase Reference)
NIST Chemistry Referenceadenosine(58-61-7)
Safety Information
Risk Statements 36/37/38
Safety Statements 24/25-36/37/39-26
WGK Germany 2
RTECS AU7175000
10-23
TSCA Yes
MSDS Information
ProviderLanguage
Adenosine English
SigmaAldrich English
ACROS English
ALFA English
Adenosine Usage And Synthesis
DefinationAdenosine is a natural nucleotide, which is the intermediate product of metabolism, chemically 6-amino-9-beta-D-ribofuranosyl-9-H-purine. Adenosine is one of the important active components in the body, helps in cellular energy transfer by forming molecules like adenosine triphosphate (ATP) and adenosine diphosphate (ADP). It also plays a role in signaling various pathways and functions in the body by forming signally molecules like cyclic adenosine monophosphate (cAMP).
In the body
Adenosine in the body Function
Brain Promoting sleep and suppresses arousal acting as a central nervous system depressant.
Heart Causing dilation of the coronary blood vessels that Improving blood circulation to the heart; Increasing the diameter of blood vessels in the peripheral organs; Decreasing heart rate
Blood Broken down by adenosine deaminase. By taking medicine like Dipyridamole(inhibitor of adenosine deaminase), it can improve blood flow through the coronary blood vessels that supply the heart muscles.
Kidneys, lungs and liver In the kidneys adenosine decreases renal blood flow and decrease the production of rennin from the kidneys. In the lungs it causes constriction of airways and in the liver it leads to constriction of blood vessels and increases breakdown of glycogen to form glucose.
Medical usesAdenosine has a role in the expansion of coronary artery and myocardial contractility, is clinically applied in the treatment of angina, hypertension, cerebrovascular disorders, stroke sequelae, muscular atrophy, etc. It is also given intravenously (by IV) for treating supraventricular tachycardia and Tl myocardial imaging. It is also used for cardiac stress tests.   Side effects:
Since the half-life of this compound is less than 10 seconds, its side effects are usually transient. However, side effects are common, and include flushing, headache, chest discomfort, bronchoconstriction, and occasionally hypotension. Hepatic and renal failure and other drugs except dipyridamole seem to have little effect on the action of adenosine.     Adenosine dose

   
Mechanism of actionIts function is realized through the activation of the adenosine receptor (A receptor). Adenosine activates G protein coupled potassium channels by binding to the A receptor which makes increasing the outflow of K+ and cell membrane hyperpolarization so as to decrease the automaticity in the atrium, sinoatrial node and atrioventricular node. It can also significantly increase the level of cGMP , prolong ERP of the atrioventricular node and slowing of atrioventricular, depress sympathetic nervous or early and delayed after depolarization induced by isoproterenol and then plays an effective role in arrhythmia. This product has not been classified in I~IV anti arrhythmia medicine.

Adenosine receptor
  • A1 receptors, which are found in cardiomyocytes and which are responsible for the inhibition of adenylyl cylase activity which lowers cyclic adenosine monophosphate (AMP) results in sinus slowing, increase in AV node conduction delay, and antagonism of the effects of catecholamines;
  • A2 receptors, which are found in endothelial cells and vascular smooth muscle and are responsible for the enhancement of adenylyl cylase activity and increased cyclic AMP which relaxes smooth muscle. Both negative chronotropic and dromotropic effects of adenosine are cyclic AMP independent (direct action) as well cyclic AMP dependent (indirect action).
Chemical PropertiesWhite crystalline powder
Usesantiarrhythmic, cardiac depressant
UsesNucleotide.
DefinitionChEBI: A ribonucleoside composed of a molecule of adenine attached to a ribofuranose moiety via a beta1N9-glycosidic bond.
Biological ActivityNeurotransmitter that acts as the preferred endogenous agonist at all adenosine receptor subtypes.
Adenosine Preparation Products And Raw materials
Preparation ProductsVidarabine-->Calcium 5'-ribonucleotide
Tag:Adenosine(58-61-7) Related Product Information
Adenosine 5'-triphosphate disodium salt Cytidine ADENOSINE 2',5'-DIPHOSPHATE SODIUM SALT [1'-13C]ADENOSINE Adenosine 6-Chloropurine riboside Adenine hydrochloride hemihydrate Benzyladenine 1-BETA-D-RIBOFURANOSE Adenosine 5'-triphosphate disodium salt (2R,3S,4S,5R)-2-(6-Aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol 1H-Purin-6-amine sulfate ADENOSINE 3':5'-CYCLIC MONOPHOSPHATE,ADENOSINE 3'-,5'-CYCLIC MONOPHOSPHATE,(-)-ADENOSINE 3',5'-CYCLIC MONOPHOSPHATE Adenine Adenine phosphate PUROMYCIN AMINONUCLEOSIDE 5'-Guanylic acid Guanosine