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N-(2-Hydroxyethyl)adenosine

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N-(2-Hydroxyethyl)adenosine Basic information

Product Name:
N-(2-Hydroxyethyl)adenosine
Synonyms:
  • NSC 54251
  • (2R,3R,4S,5R)-2-(6-((2-Hydroxyethyl)amino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-di
  • N-(2-Hydroxyethyl)adenosine
  • 6-Hydroxyethyladenosine
  • N6-(2-Hydroxyethyl)adenosine
  • (2R,3R,4S,5R)-2-(6-((2-Hydroxyethyl)aMino)-9H-purin-9-yl)-5-(hydroxyMethyl)tetrahydrofuran-3,4-diol
  • (2R,3R,4S,5R)-2-(6-((2-Hydroxyethyl)amino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4
  • Adenosine, N-(2-hydroxyethyl)-
CAS:
4338-48-1
MF:
C12H17N5O5
MW:
311.29
EINECS:
200-001-2
Mol File:
4338-48-1.mol
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N-(2-Hydroxyethyl)adenosine Chemical Properties

Melting point:
194-195℃
Boiling point:
725.8±70.0 °C(Predicted)
Density 
1.88
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
13.11±0.70(Predicted)
color 
White to Off-White
InChI
InChI=1S/C12H17N5O5/c18-2-1-13-10-7-11(15-4-14-10)17(5-16-7)12-9(21)8(20)6(3-19)22-12/h4-6,8-9,12,18-21H,1-3H2,(H,13,14,15)/t6-,8-,9-,12-/m1/s1
InChIKey
BBOCDRLDMQHWJP-WOUKDFQISA-N
SMILES
OC[C@H]1O[C@@H](N2C3C(=C(N=CN=3)NCCO)N=C2)[C@H](O)[C@@H]1O
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N-(2-Hydroxyethyl)adenosine Usage And Synthesis

Uses

N-(2-Hydroxyethyl)adenosine has been studied as an anticonvulsant through the activation of adenosine A1 receptor (AA1R).

in vivo

N6-(2-Hydroxyethyl)adenosine (20-40 mg/kg, ip, once daily for 6 weeks) reduces the blood glucose level and diabetes-induced kidney damage, increases the activities of antioxidant enzymes (such as SOD, catalase CAT and GSH) in renal tissue, reduces the level of malondialdehyde (MDA), exhibits anti-inflammatory and antioxidant activities, and ameliorates Alloxan (HY-W017227)-induced diabetes in rats models[2].
N6-(2-Hydroxyethyl)adenosine (75-150 mg/kg, po, once daily for 19 days) exhibits antitumor effect in SGC-7901 xenograft mouse models[4].

Animal Model:Alloxan-induced diabetes in rats models[2]
Dosage:20-40 mg/kg
Administration:ip, once daily for 6 weeks
Result:Reduced the levels of blood glucose, serum creatinine (Scr), blood urea nitrogen (BUN) and urine protein.
Reduced the levels of TNF-α, IL-1β, IL-6, TGF-β1 and NF-κB in kidney tissue.
Alleviated the damage of glomeruli and renal tubules.
Animal Model:SGC-7901 xenograft mouse models[4]
Dosage:75-150 mg/kg
Administration:po, once daily for 19 days
Result:Reduced tumor volume and weight.

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