Vidarabine

CAS# 5536-17-4

Vidarabine

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Quality Control of Vidarabine

Number of papers citing our products

Chemical structure

Vidarabine

3D structure

Chemical Properties of Vidarabine

Cas No. 5536-17-4 SDF Download SDF
PubChem ID 21704 Appearance Powder
Formula C10H13N5O4 M.Wt 267.24
Type of Compound N/A Storage Desiccate at -20°C
Synonyms Ara-A; Arabinosyladenine; Adenine Arabinoside; 9-β-D-Arabinofuranosyladenine
Solubility DMSO : 50 mg/mL (187.10 mM; Need ultrasonic)
H2O : < 0.1 mg/mL (insoluble)
Chemical Name (2R,3S,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
SMILES C1=NC2=C(C(=N1)N)N=CN2C3C(C(C(O3)CO)O)O
Standard InChIKey OIRDTQYFTABQOQ-UHTZMRCNSA-N
Standard InChI InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7+,10-/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Vidarabine

DescriptionVidarabine is an antiviral drug which is active against herpes simplex and varicella zoster viruses. Target: DNA/RNA Synthesis Vidarabine is a nucleoside antibiotic isolated from Streptomyces antibioticus. It has some antineoplastic properties and has broad spectrum activity against DNA viruses in cell cultures and significant antiviral activity against infections caused by a variety of viruses such as the herpes viruses, the vaccinia VIRUS and varicella zoster virus [1].

References:
[1]. Whitley, R., et al., Vidarabine: a preliminary review of its pharmacological properties and therapeutic use. Drugs, 1980. 20(4): p. 267-82.

Vidarabine Dilution Calculator

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Vidarabine Molarity Calculator

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Preparing Stock Solutions of Vidarabine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.742 mL 18.7098 mL 37.4195 mL 74.8391 mL 93.5489 mL
5 mM 0.7484 mL 3.742 mL 7.4839 mL 14.9678 mL 18.7098 mL
10 mM 0.3742 mL 1.871 mL 3.742 mL 7.4839 mL 9.3549 mL
50 mM 0.0748 mL 0.3742 mL 0.7484 mL 1.4968 mL 1.871 mL
100 mM 0.0374 mL 0.1871 mL 0.3742 mL 0.7484 mL 0.9355 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Vidarabine

Vidarabine is an antiviral drug which is active against herpes simplex and varicella zoster viruses.

A nucleoside antibiotic isolated from Streptomyces antibioticus. It has some antineoplastic properties and has broad spectrum activity against DNA viruses in cell cultures and significant antiviral activity against infections caused by a variety of viruses such as the herpes viruses, the VACCINIA VIRUS and varicella zoster virus.

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References on Vidarabine

Vidarabine, an Anti-Herpes Virus Agent, Protects Against the Development of Heart Failure With Relatively Mild Side-Effects on Cardiac Function in a Canine Model of Pacing-Induced Dilated Cardiomyopathy.[Pubmed:27818454]

Circ J. 2016 Nov 25;80(12):2496-2505.

BACKGROUND: In heart failure patients, chronic hyperactivation of sympathetic signaling is known to exacerbate cardiac dysfunction. In this study, the cardioprotective effect of Vidarabine, an anti-herpes virus agent, which we identified as a cardiac adenylyl cyclase inhibitor, in dogs with pacing-induced dilated cardiomyopathy (DCM) was evaluated. In addition, the adverse effects of Vidarabine on basal cardiac function was compared to those of the beta-blocker, carvedilol.Methods and Results:Vidarabine and carvedilol attenuated the development of pacing-induced systolic dysfunction significantly and with equal effectiveness. Both agents also inhibited the development of cardiac apoptosis and fibrosis and reduced the Na(+)-Ca(2+)exchanger-1 protein level in the heart. Importantly, carvedilol significantly enlarged the left ventricle and atrium; Vidarabine, in contrast, did not. Vidarabine-treated dogs maintained cardiac response to beta-AR stimulation better than carvedilol-treated dogs did. CONCLUSIONS: Vidarabine may protect against pacing-induced DCM with less suppression of basal cardiac function than carvedilol in a dog model. (Circ J 2016; 80: 2496-2505).

The use of online heart-cutting high-performance liquid chromatography coupled with linear ion trap mass spectrometry in the identification of impurities in vidarabine monophosphate.[Pubmed:28211639]

J Sep Sci. 2017 Apr;40(8):1674-1685.

It is difficult to identify unknown impurities in nucleotide analogues by mass spectrometry because mass-spectrometry-incompatible mobile phases need to be used to separate the major ingredient from impurities. In this study, Vidarabine monophosphate was selected, and unknown impurities were identified by online heart-cutting two-dimensional high-performance liquid chromatography and linear ion trap mass spectrometry. The one-dimensional reversed-phase column was filled with a mobile phase containing nonvolatile salt. In two-dimensional high-performance liquid chromatography, we used an Acclaim Q1 column with volatile salt, and the detection wavelength was 260 nm. The mass spectrum was scanned in positive- and negative-ion mode. The online heart-cutting and online demineralization technique ensured that the mobile phase was compatible with mass spectrometry; seven impurities were identified by MS(2) and MS(3) fragments. The mass fragmentation patterns of these impurities were investigated. The two isomers were semiprepared and complemented by nuclear magnetic resonance. The results were further compared with those of normal-phase high-performance liquid chromatography with mass spectrometry. The online heart-cutting two-dimensional high-performance liquid chromatography with mass spectrometry was superior in identifying more impurities. The method solves the problem of incompatibility between the mobile phase and mass spectrometry, so it is suitable for identifying unknown impurities. This method may also be used for investigating impurities in other nucleotide analogues.

Does Vidarabine Mediate Cardioprotection via Inhibition of AC5?[Pubmed:27402379]

J Pharmacol Exp Ther. 2016 Aug;358(2):242-3.

There is an ongoing discussion about the value of adenylyl cyclase 5 (AC5) as drug target for treatment of heart failure. This letter discusses statistical, pharmacokinetic, and pharmacodynamic reasons why the recently proposed cardioprotective effects of Vidarabine cannot be readily attributed to AC5 inhibition.

Description

Vidarabine (Ara-A) an antiviral drug which is active against herpes simplex and varicella zoster viruses.

Keywords:

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