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Adenosine

Defination In the body Medical uses Mechanism of action
Adenosine
Adenosine structure
CAS No.
58-61-7
Chemical Name:
Adenosine
Synonyms
AR;Myocol;Adesine;Boniton;Adrekar;Adenocor;Adenosin;Sandesin;NSC 7652;ADENOSINE
CBNumber:
CB7304660
Molecular Formula:
C10H13N5O4
Formula Weight:
267.24
MOL File:
58-61-7.mol

Adenosine Properties

Melting point:
234-236 °C (lit.)
Boiling point:
410.43°C (rough estimate)
alpha 
D11 -61.7° (c = 0.706 in water); 9D -58.2° (c = 0.658 in water)
Density 
1.3382 (rough estimate)
refractive index 
1.7610 (estimate)
storage temp. 
2-8°C
solubility 
Slightly soluble in water, soluble in hot water, practically insoluble in ethanol (96 per cent) and in methylene chloride. It dissolves in dilute mineral acids.
form 
Crystalline Powder
pka
3.6, 12.4(at 25℃)
color 
White
optical activity
[α]20/D 70±3°, c = 2% in 5% NaOH
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.
InChIKey
OIRDTQYFTABQOQ-KQYNXXCUSA-N
CAS DataBase Reference
58-61-7(CAS DataBase Reference)
EWG's Food Scores
1
FDA UNII
K72T3FS567
NCI Dictionary of Cancer Terms
androgen receptor; AR
ATC code
C01EB10
NIST Chemistry Reference
adenosine(58-61-7)
EPA Substance Registry System
Adenosine (58-61-7)
SAFETY
  • Risk and Safety Statements
Risk Statements  36/37/38
Safety Statements  24/25-36/37/39-26
WGK Germany  2
RTECS  AU7175000
10-23
TSCA  Yes
HS Code  29389090
Toxicity LD50 oral in mouse: > 20gm/kg

Adenosine price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 01890 Adenosine 58-61-7 5g $39.3 2021-03-22 Buy
Sigma-Aldrich 01890 Adenosine 58-61-7 25g $136 2021-03-22 Buy
Sigma-Aldrich A0230200 Adenosine European Pharmacopoeia (EP) Reference Standard 58-61-7 $190 2021-03-22 Buy
TCI Chemical A0152 Adenosine >99.0%(HPLC)(T) 58-61-7 5g $19 2021-03-22 Buy
TCI Chemical A0152 Adenosine >99.0%(HPLC)(T) 58-61-7 25g $54 2021-03-22 Buy

Adenosine Chemical Properties,Uses,Production

Defination

Adenosine 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 uses

Adenosine 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 action

Its 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

Chemical Properties

Adenosine is an important nucleoside composed of adenine and ribose. White, crystalline, odorless powder, mild, saline, or bitter taste, quite soluble in hot water, practically insoluble in alcohol. Formed by isolation following hydrolysis of yeast nucleic acid.

Chemical Properties

White or almost white, crystalline powder.

Uses

adenosine is an amino acid. Studies indicate anti-wrinkle and skinsmoothing capacities. Although little is written about its direct skin benefit, adenosine plays an important role in biochemical processes. As adenosine triphosphate (ATP) and adenosine diphosphate (ADP), it is involved in energy transfer, and as cyclic adenosine monophosphate (cAMP) in signal transduction.

Uses

antiarrhythmic, cardiac depressant

Uses

Nucleotide.

Definition

ChEBI: A ribonucleoside composed of a molecule of adenine attached to a ribofuranose moiety via a beta1N9-glycosidic bond.

Definition

adenosine: A nucleoside comprisingone adenine molecule linked to ad-ribose sugar molecule. The phosphate-ester derivatives of adenosine,AMP, ADP, and ATP, are of fundamentalbiological importance as carriersof chemical energy.

brand name

Adenocard (Astellas); Adenoscan (Astellas).

Biological Activity

Neurotransmitter that acts as the preferred endogenous agonist at all adenosine receptor subtypes.

Clinical Use

Adenosine (Adenocard) is an endogenous nucleoside that is a product of the metabolism of adenosine triphosphate. It is used for the rapid termination of supraventricular arrhythmias following rapid bolus dosing.
Adenosine is approved for the acute management and termination of supraventricular tachyarrhythmias, including A-V nodal reentrant tachycardia and A-V reciprocating tachycardia. Adenosine may be helpful in the diagnosis of atrial flutter.

Side effects

Adverse reactions to the administration of adenosine are fairly common; however, the short half-life of the drug limits the duration of such events.The most common adverse effects are flushing, chest pain, and dyspnea. Adenosine may induce profound bronchospasm in patients with known reactive airway disease. The mechanism for bronchospasm is unclear, and the effect may last for up to 30 minutes despite the short half-life of the drug.

Drug interactions

Metabolism of adenosine is slowed by dipyridamole, indicating that in patients stabilized on dipyridamole the therapeutically effective dose of adenosine may have to be increased. Methylxanthines antagonize the effects of adenosine via blockade of the adenosine receptors.

Purification Methods

Crystallise adenosine from distilled water and dry it at 110o. It has been purified via the picrate, where ethanolic picric acid is added to adenosine and the picrate is filtered off and recrystallised from EtOH. It has m 180-185o(dec). Adenosine is recovered by dissolving 0.4g of the picrate in 80mL of hot H2O, treated with a small quantity of Dowex 1 anion exchange resin in the chloride form, and the resin is filtered off. The filtrate is treated with more resin and filtered again. One equivalent of aqueous NaOH is added to the colourless filtrate which is evaporated to 4mL and cooled to give 0.176g of adenosine m 236o. [Davoll et al. J Chem Soc 967 1948, Davoll & Lowy J Am Chem Soc 73 1650 1951, Beilstein 26 III/IV 3598.]

Precautions

Patients with second- or third-degree A-V block should not receive adenosine. As indicated previously, the use of adenosine in asthmatic patients may exacerbate the asthmatic symptoms.

Adenosine Preparation Products And Raw materials

Raw materials

Preparation Products


Adenosine Suppliers

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View Lastest Price from Adenosine manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-11-26 Adenosine
58-61-7
US $0.00 / KG 100g 98%+ 100kg WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
2021-11-26 Adenosine
58-61-7
US $60.00 / KG 1KG 99% 2000KG Baoji Guokang Bio-Technology Co., Ltd.
2021-11-26 Adenosine
58-61-7
US $31.00 / KG 1KG 99 100T Baoji Guokang Bio-Technology Co., Ltd.

Adenosine Spectrum


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