ChemicalBook > CAS DataBase List > 5-IODOURIDINE

5-IODOURIDINE

Product Name: 5-IODOURIDINE
CAS No.: 1024-99-3
Chemical Name: 5-IODOURIDINE
Synonyms: 8525;5-I-rU;5-I-Ur;5-Iodoruidine;5-IODOURIDINE;5-lodouridine;5-Iodo-D-uridine;Uridine, 5-iodo-;5-Iodouridine 95%;5-Iodouridine, >=99%
CBNumber: CB8693129
Molecular Formula: C9H11IN2O6
Formula Weight: 370.1
MOL File: 1024-99-3.mol

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5-IODOURIDINE Property

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)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 22-24/25-36/37/39-27-26
WGK Germany: 3
F: 8-10
HS Code: 29349990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 852597
Product name: 5-Iodouridine
Purity: 95%
Packaging: 1g
Price: $61.5
Updated: 2025/07/31

TCI Chemical

Product number: I1154
Product name: 5-Iodouridine
Packaging: 5G
Price: $120
Updated: 2025/07/31

Usbiological

Product number: 296188
Product name: 5-Iodouridine
Packaging: 500mg
Price: $347
Updated: 2021/12/16

Usbiological

Product number: 234247
Product name: 5-Iodouridine 99+%
Packaging: 250mg
Price: $184
Updated: 2021/12/16

TRC

Product number: I728940
Product name: 5-Iodouridine
Packaging: 5g
Price: $195
Updated: 2021/12/16

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5-IODOURIDINE Chemical Properties,Usage,Production

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

58-96-8

1024-99-3

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

Raw materials

Preparation Products

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View Lastest Price from 5-IODOURIDINE manufacturers

Shenzhen Nexcon Pharmatechs Ltd.

Product: 5-IODOURIDINE 1024-99-3
Price: US $0.00-0.00/G
Min. Order: 1G
Purity: 98%
Supply Ability: 2000
Release date: 2025-06-03

WUHAN FORTUNA CHEMICAL CO., LTD

Product: 5-Iodouridine 1024-99-3
Price: US $0.00-0.00/KG
Min. Order: 10g
Purity: 99%min
Supply Ability: 100kgs
Release date: 2021-09-06

Henan Aochuang Chemical Co.,Ltd.

Product: 5-IODOURIDINE 1024-99-3
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-23

1024-99-3, 5-IODOURIDINERelated Search:

5-IODOURIDINE Idoxuridine Uridine 2'-deoxy-5-iodouridine 3',5'-diacetate 2'-Deoxy-5-iodouridine 5'-(4-nitrobenzoate) 2'-(O-METHYL)-5-IODOURIDINE 5'-O-(DIMETHOXYTRITYL)-5-IODO-2'-O-METHYLURIDINE 5'-deoxy-5'-iodouridine 2',3'-DIDEOXY-5-IODOURIDINE 3'-fluoro-2',3'-dideoxy-5-iodouridine,2',3'-Dideoxy-3'-fluoro-5-iodouridine 5-IODOURIDINE 5-MONOPHOSPHATE SODIUM,5-IODOURIDINE 5'-MONOPHOSPHATE SODIUM SALT 5-Iodouridine 3',5'-phosphoric acid 5-IODOURIDINE, HPLC PURIFIED, 98% PURE WITH HPLC UV CHROMATOGRAM 5'-Amino-2',5'-dideoxy-5-iodouridine ANTI-5-IODOURIDINE,ANTI-IODOURIDINE 5'-amido-2',5'-dideoxy-5-iodouridine 5-iodouridine 5'-triphosphate sodium 2'-O,3'-O,5'-O-Triacetyl-5-iodouridine,5-Iodouridine 2',3',5'-triacetate

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

1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)-5-iodopyriMidine-2,4(1H,3H)-dione

5-Iodouridine 95%

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-2-tetrahydrofuranyl]-5-iodopyrimidine-2,4-dione

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-pyrimidine-2,4-dione

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dione

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-iodo-pyrimidine-2,4-dione

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methylol-tetrahydrofuran-2-yl]-5-iodo-pyrimidine-2,4-quinone

1-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-iodopyrimidine-2,4(1H,3H)-dione

8525

Uridine, 5-iodo- (8CI)(9CI)

5-Iodouridine, >=99%

5-I-rU

Uridine, 5-iodo-

5-I-Ur

5-IODOURIDINE USP/EP/BP

5-lodo-Uridine(5-I-Ur)

5-lodouridine

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-1,2,3,4-tetrahydropyrimidine-2,4-dione

1024-99-3

C9H11IN2O6

Nucleosides, Nucleotides, Oligonucleotides

Nucleoside Analogs

Pyrimidines

Halogenated Heterocycles

Heterocyclic Building Blocks

BioChemical

Building Blocks

Biochemicals and Reagents

Nucleosides-5-I Nucleosides