A4036
Sigma

Adenosine

cell culture tested

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1 of 1

Synonym

9-β-D-Ribofuranosyladenine

Adenine riboside

Adenine-9-β-D-ribofuranoside

Molecular Formula

C₁₀H₁₃N₅O₄

Molecular Weight

267.24

CAS Number

58-61-7

Beilstein Registry Number

93029

MDL number

MFCD00005752

PubChem Substance ID

24890739

EG/EC Number

200-389-9

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Descriptions

Biochem/physiol Actions

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).

Properties

234-236 °C(lit.)

suitability

cell culture tested

Gene Information

human ... ADA(100), ADORA3(140), ERBB2(2064), ERBB4(2066)

rat ... Adcy2(81636), Adora1(29290), Adora2a(25369), Adora3(25370)

storage temp.

2-8°C

References

Reference

Hutchinson, S.A., and Scammells, P.J., A₁ adenosine receptor agonists: medicinal chemistry and therapeutic potential. Curr. Pharm. Des. 10, 2021-2039, (2004)

Fredholm, B.B., et al., Actions of Adenosine at Its Receptors in the CNS: Insights from Knockouts and Drugs. Annu. Rev. Pharmacol. 27, (2004)

Livingston, M., et al., Adenosine, inflammation and asthma--a review. Inflamm. Res. 53, 171-178, (2004)

Sullivan, G.W., Adenosine A_2A receptor agonists as anti-inflammatory agents. Curr. Opin. Investig. Drugs 4, 1313-1319, (2003)

Rorke, S., and Holgate, S.T., Targeting adenosine receptors: novel therapeutic targets in asthma and chronic obstructive pulmonary disease. Am. J. Respir. Med. 1, 99-105, (2002)

Merck

Merck 13,154

Beilstein

Beil. 26,IV,3598

reference

FT-IR 2 (3), 3684:C / FT-IR 1 (2), 720:A / FT-NMR 1 (3), 222:A / IR-Spectra (3), 1296:E / IR-Spectra (2), 1128:F / NMR-Reference 2 (2), 597:C / RegBook 1 (2), 2475:K / Sax 6, 138 / Sigma FT-IR 1 (1), 752:C / Structure Index 1, 391:A:6

Safety

WGK Germany

RTECS

AU7175000

10-23