| Identification | Back Directory | [Name]
6-METHYLPURINE RIBOSIDE | [CAS]
14675-48-0 | [Synonyms]
6-D-MPR
Nsc101619
6-METHYLPURINE RIBOSIDE
6-Methylpurine-β-D-riboside
6-Methylpurine ribonucleoside
6-Methylpurine-beta-D-riboside
6-Methylpurine-9-beta-D-ribofuranoside
6-Methyl-9.beta.-D-ribofuranosylpurine
6-Methyl-9-(1-β-D-ribofuranosyl)purine
9H-Purine, 6-methyl-9-b-D-ribofuranosyl-
9H-Purine, 6-methyl-9-β-D-ribofuranosyl-
6-Methyl-9-(beta-D-ribofuranosyl)-9H-purine
9H-Purine, 6-methyl-9-.beta.-D-ribofuranosyl-
(2R,3S,4R,5R)-2-(HydroxyMethyl)-5-(6-Methyl-9H-purin-9-yl)tetrahydrofuran-3,4-diol
(2r,3s,4r,5r)-2-(hydroxymethyl)-5-(6-methyl-1H-purin-9-yl)tetrahydrofuran-3,4-diol | [Molecular Formula]
C11H14N4O4 | [MDL Number]
MFCD00056009 | [MOL File]
14675-48-0.mol | [Molecular Weight]
266.25 |
| Chemical Properties | Back Directory | [Melting point ]
209-210 °C | [Boiling point ]
590.4±60.0 °C(Predicted) | [density ]
1.81±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Store in freezer, under -20°C | [form ]
Solid | [pka]
13.13±0.70(Predicted) | [color ]
White to off-white | [InChI]
InChI=1/C11H14N4O4/c1-5-7-10(13-3-12-5)15(4-14-7)11-9(18)8(17)6(2-16)19-11/h3-4,6,8-9,11,16-18H,2H2,1H3/t6-,8-,9-,11-/s3 | [InChIKey]
FIGBCBGMUIGJBD-SOMIAQKHNA-N | [SMILES]
N1(C=NC2C(C)=NC=NC1=2)[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 |&1:10,11,13,15,r| |
| Hazard Information | Back Directory | [Description]
6-Methylpurine-β-D-riboside (β-D-MPR; 6-methylpurine riboside), an antibiotic isolated from culture broths of the basidiomycetes fungi Collybia dryophilia and Collybia maculata, has antifungal, antiviral and antitumor activity. β-D-MPR is an excellent substrate of mammalian adenosine deaminase (ADA), and its mechanism of activation in tumor cells presumably relates to its interaction with this enzyme [1]. | [Uses]
6-Methylpurine riboside is a purine nucleoside analogue. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1]. | [References]
[1] Sufrin, J . "Improved Synthesis of β-D-6-Methylpurine Riboside and Antitumor Effects of the β-D- and α-D-Anomers." Molecules 10(2005). |
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