- 5-Iodouridine
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- $0.00 / 10g
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2025-12-29
- CAS:1024-99-3
- Min. Order: 10g
- Purity: 99%min
- Supply Ability: 100kgs
- 5-IODOURIDINE
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- $0.00 / 1G
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2025-09-23
- CAS:1024-99-3
- Min. Order: 1G
- Purity: 98%
- Supply Ability: 2000
- 5-Iodouridine
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- $0.00 / 100mg
-
2025-04-28
- CAS:1024-99-3
- Min. Order:
- Purity:
- Supply Ability: 10g
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| | 5-IODOURIDINE Basic information |
| Product Name: | 5-IODOURIDINE | | Synonyms: | 5-IODOURIDINE;5-IODO-1-(BETA-D-RIBOFURANOSYL)URACIL;2,4-DIHYDROXY-5-IODO-1-BETA-D-RIBOFURANOSYLPYRIMIDINE;2,4-dihydroxy-5-iodo-1-β-d-ribofuranosylpyrimidine;5-Iodo-D-uridine;1-(β-D-Ribofuranosyl)-2-hydroxy-5-iodopyrimidine-4(1H)-one;1-β-D-Ribofuranosyl-2-hydroxy-5-iodo-1,4-dihydropyrimidine-4-one;5-Iodoruidine | | CAS: | 1024-99-3 | | MF: | C9H11IN2O6 | | MW: | 370.1 | | EINECS: | 213-833-1 | | Product Categories: | Nucleosides-5-I Nucleosides | | Mol File: | 1024-99-3.mol |  |
| | 5-IODOURIDINE Chemical Properties |
| Melting point | 205-207 °C (dec.) (lit.) | | density | 2.27±0.1 g/cm3(Predicted) | | storage temp. | 2-8°C | | solubility | Acetonitrile: Slightly soluble
Methanol: Soluble
Water: Slightly soluble | | pka | 7.94±0.10(Predicted) | | form | Powder | | color | White | | Water Solubility | Soluble in water. | | BRN | 33665 | | InChI | InChI=1S/C9H11IN2O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2H2,(H,11,16,17)/t4-,5-,6-,8-/m1/s1 | | InChIKey | RKSLVDIXBGWPIS-UAKXSSHOSA-N | | SMILES | OC[C@H]1O[C@@H](N2C=C(I)C(=O)NC2=O)[C@H](O)[C@@H]1O | | CAS DataBase Reference | 1024-99-3(CAS DataBase Reference) |
| | 5-IODOURIDINE Usage And Synthesis |
| Chemical Properties | White powder | | Uses | 5-Iodouridine has shown to enhance the effect of gamma irradiation in hamster cells. It is used as catalytic agent, petrochemical additive, used in organic synthesis. | | Synthesis | The general procedure for the synthesis of 5-iodouridine from 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione was carried out as follows: in a round-bottomed flask, uracil (1 g, 4.1 mmol) and iodine (1.15 g, 4.5 mmol) were dissolved in a mixture of chloroform (55 ml) and 1M Nitric acid (10 ml) in a mixed solution. The reaction mixture was heated to 80°C and refluxed for 5 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) and the unfolding agent was a chloroform solution of 30% methanol (Rf: 0.60; raw material Rf: 0.45). After completion of the reaction, the mixture was cooled to 4 °C and colorless needle-like 5-iodouridine crystals were precipitated. The precipitate was collected by filtration and dried under vacuum overnight to give 1.39 g of 5-iodouridine in 92% yield. The product was subjected to nuclear magnetic resonance hydrogen (1H NMR, DMSO-d6, 300 MHz) and carbon (13C NMR, DMSO-d6, 300 MHz) spectra to confirm the structure, and mass spectrometry (ESI) showed that the molecular ion peak [M+NH4]+ was 388.0000, which was consistent with the theoretical value. | | Purification Methods | Recrystallise 5iodouridine from H2O and dry it in vacuo at 100o. UV has max 289nm (0.01N HCl) and 278nm (0.01N NaOH). [Prusoff et al. Cancer Res 13 221 1953, Beilstein 24 III/IV 1235.] | | References | [1] Bulletin of the Korean Chemical Society, 2018, vol. 39, # 9, p. 1054 - 1057
[2] Synthetic Communications, 1990, vol. 20, # 21, p. 3391 - 3394
[3] Canadian Journal of Chemistry, 1994, vol. 72, # 9, p. 2005 - 2010
[4] Patent: WO2011/51733, 2011, A2. Location in patent: Page/Page column 44
[5] Synthesis, 2009, # 23, p. 3957 - 3962
[6] EDWARD BRESNICK Karen B. Inhibition of dihydroorotase by purines and pyrimidines[J]. Biochimica et Biophysica Acta (BBA) - Specialized Section on Enzymological Subjects, 1964, 81 1: Pages 150-157. DOI: 10.1016/0926-6569(64)90345-1
[7] Y KURODA T K A Yokoiyama. Radiosensitization of cultured mammalian cells by 5-iodouridine.[J]. International journal of radiation biology and related studies in physics, chemistry, and medicine, 1975, 27 3: 247-257. DOI: 10.1080/09553007514551541
[8] RAKESH KUMAR. Synthesis and antiviral and cytotoxic activity of iodohydrin and iodomethoxy derivatives of 5-vinyl-2’-deoxyuridines, 2’-fluoro-2’-deoxyuridine, and uridine[J]. Journal of Medicinal Chemistry, 1990, 33 2: 717-723. DOI: 10.1021/jm00164a039 |
| | 5-IODOURIDINE Preparation Products And Raw materials |
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