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NEBULARINE


  • CAS
  • Purity
  • 550-33-4
  • 99%
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Buy Quality NEBULARINE 550-33-4 In Stock with Immediately Delivery

  • Molecular Formula:C10H12 N4 O4
  • Molecular Weight:252.23
  • Vapor Pressure:7.71E-15mmHg at 25°C 
  • Melting Point:181-182°C 
  • Refractive Index:1.6500 (estimate) 
  • Boiling Point:591.6°Cat760mmHg 
  • PKA:13.13±0.70(Predicted) 
  • Flash Point:311.6°C 
  • PSA:113.52000 
  • Density:1.91g/cm3 
  • LogP:-1.56220 

NEBULARINE(Cas 550-33-4) Usage

Purification Methods

Nebularine is recrystallised from butanone/MeOH or EtOH and forms a MeOH photo-adduct. It is a strong inhibitor of adenosine deaminase [EC 3.5.4.4]. [Nair & Weichert Bioorg Chem 9 423 1980, Lfgren et al. Acta Chem Scand 7 225 1953, UV: Brown & Weliky J Biol Chem 204 1019 1953, Beilstein 26 III/IV 1740.]

Definition

ChEBI: A purine ribonucleoside that is 9H-purine attached to a beta-D-ribofuranosyl residue at position 9 via a glycosidic (N-glycosyl) linkage.

InChI:InChI=1/C10H12N4O4/c15-2-6-7(16)8(17)10(18-6)14-4-13-5-1-11-3-12-9(5)14/h1,3-4,6-8,10,15-17H,2H2/t6-,7+,8-,10+/m1/s1

550-33-4 Relevant articles

Antiviral, metabolic, and pharmacokinetic properties of the isomeric dideoxynucleoside 4(S)-(6-amino-9H-purin-9-yl)tetrahydro-2(S)-furanmethanol

Nair,St. Clair,Reardon,Krasny,Hazen,Paff Lawrence,Boone,Tisdale,Najera,Dornsife,Averett,Borroto-Esoda,Yale,Zimmerman,Rideout

, p. 1993 - 1999 (1995)

4(S)-(6-Amino-9H-purin-9-yl)tetrahydro-2...

CYCLIC DINUCLEOTIDES AS STING AGONISTS

-

Page/Page column 204-206, (2019/07/19)

Disclosed are compounds, compositions an...

The synthesis of nebularine and its analogs via oxidative desulfuration in aqueous nitric acid

Xia, Ran,Sun, Li-Ping,Qu, Gui-Rong

supporting information, p. 88 - 91 (2016/12/24)

The synthesis of nebularine and its anal...

Efficient synthesis of nebularine and vidarabine via dehydrazination of (hetero)aromatics catalyzed by CuSO4 in water

Xia, Ran,Xie, Ming-Sheng,Niu, Hong-Ying,Qu, Gui-Rong,Guo, Hai-Ming

, p. 1077 - 1081 (2014/03/21)

A simple dehydrazination reaction has be...

High-throughput five minute microwave accelerated glycosylation approach to the synthesis of nucleoside libraries

Bookser, Brett C.,Raffaele, Nicholas B.

, p. 173 - 179 (2007/10/03)

The Vorbrueggen glycosylation reaction w...

550-33-4 Process route

1-aminoadenosinium mesitylenesulphonate

1-aminoadenosinium mesitylenesulphonate

Nebularin
550-33-4

Nebularin

adenosine
58-61-7

adenosine

Conditions
Conditions Yield
With ammonia; In methanol; at 80 ℃; for 10h;
60%
20%
With ammonia; In methanol; at 80 ℃; for 10h; Mechanism; also with 15N-labelled compounds, also with the 2',3'-O-isopropylidene derivative, deamination reaction;
60%
20%
N<sub>6</sub>-aminoadenosine
5746-27-0

N6-aminoadenosine

Inosine
58-63-9

Inosine

Nebularin
550-33-4

Nebularin

adenosine
58-61-7

adenosine

Conditions
Conditions Yield
With ammonia; In methanol;
15%
35%
40%

550-33-4 Upstream products

  • 2004-06-0
    2004-06-0

    6-Chloropurine riboside

  • 5466-11-5
    5466-11-5

    2-Chloro-purine riboside

  • 79366-24-8
    79366-24-8

    9-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-9H-purine

  • 15981-63-2
    15981-63-2

    2',3',5'-tri-O-acetylnebularine

550-33-4 Downstream products

  • 29618-02-8
    29618-02-8

    6-(hydroxymethyl)-9-(β-D-ribofuranosyl)purine

  • 29699-93-2
    29699-93-2

    6(R)-hydroxymethyl-9-β-D-ribofuranosyl-1,6-dihydropurine

  • 29700-19-4
    29700-19-4

    6(S)-hydroxymethyl-9-β-D-ribofuranosyl-1,6-dihydropurine

  • 13754-19-3
    13754-19-3

    4,5-pyrimidinediamine

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