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A0230200

Adenosine

European Pharmacopoeia (EP) Reference Standard

Synonyme(s) :

9-β-D-Ribofuranosyladenine, Adenine riboside, Adenine-9-β-D-ribofuranoside

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About This Item

Formule empirique (notation de Hill):
C10H13N5O4
Numéro CAS:
58-61-7
Poids moléculaire :
267.24
Beilstein:
93029
Numéro MDL:
MFCD00005752
Code UNSPSC :
41116107
ID de substance PubChem :
329770589
Nomenclature NACRES :
NA.24

Qualité

pharmaceutical primary standard

Description

API family: adenosine

Famille d'API

adenosine

Fabricant/nom de marque

EDQM

Pf

234-236 °C (lit.)

Application(s)

pharmaceutical (small molecule)

Format

neat

Température de stockage

2-8°C

Chaîne SMILES 

Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O

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

Clé InChI

OIRDTQYFTABQOQ-KQYNXXCUSA-N

Informations sur le gène

human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140)

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Catégories apparentées

Description générale

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.
For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Adenosine EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Actions biochimiques/physiologiques

Endogenous neurotransmitter at adenosine receptors. Cardioprotective effects may relate to activation of A1 adenosine receptors. The antiplatelet and anti−inflammatory actions of adenosine appear to be mediated via the A2 adenosine receptor. In contrast, adenosine appears to be a pro-inflammatory mediator in asthma and chronic obstructive pulmonary disease (COPD).

Conditionnement

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Autres remarques

Sales restrictions may apply.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number

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Sigma-Aldrich

75903

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USP

USP

1012178

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Sigma-Aldrich

G6752

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Inosine ≥99% (HPLC)

Sigma-Aldrich

I4125

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Adénine United States Pharmacopeia (USP) Reference Standard

USP

1012101

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Arbutin analytical standard

Supelco

66468

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vibrant-m

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Antonella Fioravanti et al.
PLoS genetics, 9(5), e1003541-e1003541 (2013-06-06)
Several regulators are involved in the control of cell cycle progression in the bacterial model system Caulobacter crescentus, which divides asymmetrically into a vegetative G1-phase (swarmer) cell and a replicative S-phase (stalked) cell. Here we report a novel functional interaction
R W Jansen et al.
Hepatology (Baltimore, Md.), 18(1), 146-152 (1993-07-01)
We covalently coupled 9-beta-D-arabinofuranosyladenine 5'-monophosphate (ara-AMP) to the carrier molecule lactosaminated human serum albumin using a water-soluble carbodiimide with a two-step conjugation method (pH 4.5 and pH 7.5) instead of the commonly used single-step conjugation at pH 7.5. This resulted
Deepak Mittal et al.
Cancer research, 74(14), 3652-3658 (2014-07-06)
Adenosine targeting is an attractive new approach to cancer treatment, but no clinical study has yet examined adenosine inhibition in oncology despite the safe clinical profile of adenosine A2A receptor inhibitors (A2ARi) in Parkinson disease. Metastasis is the main cause
Luca Antonioli et al.
Nature reviews. Cancer, 13(12), 842-857 (2013-11-15)
Cancer is a complex disease that is dictated by both cancer cell-intrinsic and cell-extrinsic processes. Adenosine is an ancient extracellular signalling molecule that can regulate almost all aspects of tissue function. As such, several studies have recently highlighted a crucial
Dennis T L Wong et al.
Journal of the American College of Cardiology, 63(18), 1904-1912 (2014-03-25)
The goal of this study was to compare the diagnostic accuracy of combined computed tomography perfusion (CTP) + computed tomography angiography (CTA), transluminal attenuation gradient by 320-detector row computed tomography (TAG320) + CTA, and CTP + TAG320 + CTA (multidetector computed tomography-integrated protocol [MDCT-IP])
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