5-Iodouracil

Product Name: 5-Iodouracil
CAS No.: 696-07-1
Chemical Name: 5-Iodouracil
Synonyms: 5IU;NSC 57848;5-Iodouracl;5-IODOURACIL;5-iodo-uraci;5-iodine uracil;5-Iodouracil>5-Iodouracil,97%;5-Iodouracil ,99%;5-Iodouracil, 98%
CBNumber: CB8771577
Molecular Formula: C4H3IN2O2
Formula Weight: 237.98
MOL File: 696-07-1.mol

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5-Iodouracil Property

Melting point:: 274-276 °C (dec.) (lit.)
Density: 2.2076 (estimate)
storage temp.: 2-8°C
solubility: Very faint turbidity in NH3aq. Soluble in 1M NaOH.
pka: 7.02±0.10(Predicted)
form: Fluffy Powder
color: White to light yellow
Water Solubility: SOLUBLE IN COLD WATER
Sensitive: Light Sensitive
BRN: 4891
InChI: InChI=1S/C4H3IN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)
InChIKey: KSNXJLQDQOIRIP-UHFFFAOYSA-N
SMILES: C1(=O)NC=C(I)C(=O)N1
CAS DataBase Reference: 696-07-1(CAS DataBase Reference)
NIST Chemistry Reference: 5-Iodouracil(696-07-1)
EPA Substance Registry System: 2,4(1H,3H)-Pyrimidinedione, 5-iodo- (696-07-1)

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Safety

Hazard Codes: T,Xi
Risk Statements: 46-20/21/22-36/37/38
Safety Statements: 53-22-26-36/37/39-45
RIDADR: 2811
WGK Germany: 3
RTECS: YR0525000
Hazard Note: Irritant/Carcinogenic/Light Sensitive
TSCA: TSCA listed
HazardClass: 6.1
PackingGroup: III
HS Code: 29335990
Storage Class: 13 - Non Combustible Solids
Hazard Classifications: Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

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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.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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: 857858
Product name: 5-Iodouracil
Purity: 98%
Packaging: 10g
Price: $79.3
Updated: 2025/07/31

TCI Chemical

Product number: I0219
Product name: 5-Iodouracil
Purity: >99.0%(HPLC)(T)
Packaging: 5g
Price: $59
Updated: 2025/07/31

TCI Chemical

Product number: I0219
Product name: 5-Iodouracil
Purity: >99.0%(HPLC)(T)
Packaging: 25g
Price: $152
Updated: 2025/07/31

Usbiological

Product number: 014915
Product name: 5-Iodouracil
Packaging: 25g
Price: $403
Updated: 2021/12/16

Usbiological

Product number: 280333
Product name: 5-Iodouracil
Packaging: 50g
Price: $333
Updated: 2021/12/16

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5-Iodouracil Chemical Properties,Usage,Production

Chemical Properties

white to light yellow fluffy powder

Uses

5-Iodouracil is a halogenated pyrimidine that can be used in nucleoprotein photo-crosslinking via RNA substitution. 5-Iodouracil is used in thymidine phosphorylase targeted imaging and therapy. Studies show that DNA N-glycosylase MED1 exhibited higher preference for 5-Iodouracil and halogenated bases over non-halogenated ones.

Definition

ChEBI: An organoiodine compound consisting of uracil having an iodo substituent at the 5-position.

Synthesis

66-22-8

696-07-1

The general procedure for the synthesis of 5-iodouracil (5-IUra) from pyrimidine-2,4(1H,3H)-dione (Ura) is as follows: Example 1 Synthesis of 5-halogenated uracil (5-X-Ura) Preparation of 5-iodouracil (5-IUra) and 5-bromouracil (5-BrUra) from Ura: 1. Prepare a solution of 1,3,4,6-tetrachloro-3a,6a-diphenylglycuronium in chloroform (concentration 0.5 mg/mL). All reagents were available from Sigma Chemical Co. (St. Louis, MO) unless otherwise noted. 2. Dry 0.5 mL (containing 250 μg, 578 μmol) of the above solution using a stream of nitrogen. 3. 300 μL of Ura (2610 μmol, 8.7 M, dissolved in 0.25 M potassium phosphate buffer, pH 7.5) was added. 4. 100 μL NaI or NaBr (670 μmol, 6.7 M aqueous solution) was subsequently added to the reaction system. 5. The reaction mixture was heated at 60 °C for 15 min. 6. Upon completion of the reaction, the yield was 79% for 5-IUra and 56% for 5-BrUra, depending on the halide used. 7. At the end of the reaction, the reaction mixture was diluted with water and the products were analyzed by reversed-phase high performance liquid chromatography (HPLC). 8. HPLC mobile phase conditions: 20-50 mM acetic acid and 6-16% acetonitrile (ACN). Note: This method is suitable for the synthesis of materials on a small scale and also for the therapeutic isotope labeling of Ura by replacing non-radioactive halides with radioisotopes such as [82Br] or [125I].

References

[1] Tetrahedron Letters, 2002, vol. 43, # 8, p. 1381 - 1386
[2] Synlett, 2005, # 8, p. 1263 - 1266
[3] Helvetica Chimica Acta, 2015, vol. 98, # 7, p. 953 - 960
[4] Synthesis, 2004, # 11, p. 1869 - 1873
[5] Synthesis, 1995, # 8, p. 926 - 928

5-Iodouracil Preparation Products And Raw materials

Raw materials

Preparation Products

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5-Iodouracil Suppliers

Americas 1 Austria 1 Belgium 1 Canada 1 China 223 Europe 3 France 2 Germany 8 India 23 Japan 7 Russia 1 Slovakia 1 Switzerland 2 United Kingdom 17 United States 47 Global 338

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View Lastest Price from 5-Iodouracil manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: 5-Iodouracil 696-07-1
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-10-10

Hong Kong Tiansheng New Material Trading Co., Ltd

Product: 5-Iodouracil 696-07-1
Price: US $100.00/Kg/Bag
Min. Order: 1KG
Purity: 99%
Supply Ability: 100KG
Release date: 2021-09-13

Hong Kong Tiansheng New Material Trading Co., Ltd

Product: 5-Iodouracil 696-07-1
Price: US $100.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10kg
Release date: 2021-09-16

696-07-1, 5-IodouracilRelated Search:

3,5-Dihydroxybenzoic acid 1,3-Dihydroxyacetone 1-Hydroxyethylidene-1,1-diphosphonic acid Butylated Hydroxytoluene Uracil Solvent Red 43 Triclosan 2-ISOPROPYL-6-METHYL-4-PYRIMIDINOL 5-IODOPYRIMIDINE 5-IODOURIDINE Idoxuridine 5-IODO-1,3-DIMETHYLURACIL Fialuridine 6-IODOURACIL 3',5'-DIACETYL-5-IODO-2'-DEOXYURIDINE (S)-(-)-5-IODOWILLARDIINE N-blocked-5'-O-DMT 3'-CED iododeoxyuridine phosphoramidite 5-IODO-2',3'-DIDEOXYURIDINE

2,4-DIHYDROXY-5-IODOPYRIMIDINE

5IU

5-IODOURACIL

5-IODO-1H-PYRIMIDINE-2,4-DIONE

5-IODO-2,4-(1H,3H)-PYRIMIDINEDIONE

TIMTEC-BB SBB009920

5-Iodouracil,97%

2,4(1H,3H)-Pyrimidinedione, 5-iodo-

5-IODOURACIL extrapure

5-Iodo-2,4-dihydroxypyrimidine

5-Iodouracil ,99%

2-Hydroxy-5-iodo-1,4-dihydropyrimidine-4-one

2-Hydroxy-5-iodopyrimidine-4(1H)-one

4-Hydroxy-5-iodo-1,2-dihydropyrimidine-2-one

5-Iodo-1,2,3,4-tetrahydropyrimidine-2,4-dione

5-Iodopyrimidine-2,4(1H,3H)-dione

5-iodine uracil

5-iodopyriMidine-2.4-diol

5-Iodopyrimidine-2,4(1H,3H)-dione, 2,4-Dioxo-5-iodo-1,2,3,4-tetrahydropyrimidine

5-Iodo-2,4-pyriMidinedione

NSC 57848

3h)-pyrimidinedione,5-iodo-4(1h

5-iodo-uraci

5-Iodouracl

5-Iodouracil&gt

5-Iodouracil, 2,4-Dihydroxy-5-iodopyrimidine

5-Iodouracil, 98%

696-07-1

C4H3IN2O2

Building Blocks

Pyrimidines

Heterocyclic Building Blocks

Halogenated Heterocycles

Biochemistry

Nucleobases and their analogs

Nucleosides, Nucleotides & Related Reagents

Nucleic acids