| Identification | Back Directory | [Name]
5-METHOXYURIDINE | [CAS]
35542-01-9 | [Synonyms]
mo(5)U
5-METHOXYURIDINE
Uridine, 5-methoxy- | [EINECS(EC#)]
252-609-8 | [Molecular Formula]
C10H14N2O7 | [MDL Number]
MFCD00006533 | [MOL File]
35542-01-9.mol | [Molecular Weight]
274.23 |
| Chemical Properties | Back Directory | [density ]
1.65±0.1 g/cm3(Predicted) | [storage temp. ]
−20°C
| [form ]
Solid | [pka]
8?+-.0.10(Predicted) | [color ]
White to off-white | [λmax]
279 (pH 2)；277 (pH 12) | [InChI]
InChI=1S/C10H14N2O7/c1-18-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)19-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7-,9-/m1/s1 | [InChIKey]
ZXIATBNUWJBBGT-JXOAFFINSA-N | [SMILES]
OC[C@H]1O[C@@H](N2C=C(OC)C(=O)NC2=O)[C@H](O)[C@@H]1O |
| Hazard Information | Back Directory | [Description]
5-Methoxyuridine is an intermediate in the biosynthesis of pyrimidines and is also used as a precursor for other compounds. 5-Methoxyuridine is an analog of Uridine and is used as a reagent in the synthesis of 5-OMe-UDP, a potent and selective P2Y6-receptor agonist. 5-Methoxyuridine inhibits messenger RNA (mRNA) production in bacteria by interfering with sequence recognition and binding sites within the ribosome and preventing. | [Chemical Properties]
Solid | [Uses]
5-Methoxyuridine is an analog of Uridine (U829910) and is used as a reagent in the synthesis of 5-OMe-UDP, a potent and selective P2Y6-receptor agonist. | [Definition]
ChEBI: A derivative of uridine, bearing an additional methoxy substituent at position 5 on the uracil ring. | [Synthesis]
5-Hydroxyuridine was synthesized by the method described by T. Ueda. 5-Hydroxyuridine (30 mg) was further methylated by 20 y1 of dimethyl sulfate in 0.6 ml of 0.1 N NaOH. A reaction mixture was chromatographed on Whatman 3MM paper using solvent D. The band containing 5-Hydroxyuridine was extracted with water and the extract was further purified by paper chromatography in sol vent E. These procedures gave a 25% yield of mo5l). In addition to 5-Hydroxyuridine and the raw material, the methylated products contained 5% of 5-hydroxy-3-methyl uridine and 4% of 5-methoxy-3-methyluridine. |
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