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
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)
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
- Yes
- HazardClass
- 6.1
- PackingGroup
- III
- HS Code
- 29335990
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.
N-Bromosuccinimide Price
- Product number
- 857858
- Product name
- 5-Iodouracil
- Purity
- 98%
- Packaging
- 10g
- Price
- $79.3
- Updated
- 2025/07/31
- Product number
- I0219
- Product name
- 5-Iodouracil
- Purity
- >99.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $59
- Updated
- 2025/07/31
- Product number
- I0219
- Product name
- 5-Iodouracil
- Purity
- >99.0%(HPLC)(T)
- Packaging
- 25g
- Price
- $152
- Updated
- 2025/07/31
- Product number
- 014915
- Product name
- 5-Iodouracil
- Packaging
- 25g
- Price
- $403
- Updated
- 2021/12/16
- Product number
- 280333
- Product name
- 5-Iodouracil
- Packaging
- 50g
- Price
- $333
- Updated
- 2021/12/16
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
5-Iodouracil Suppliers
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- nfo@matrix-fine-chemicals.com
- Country
- Switzerland
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- 6968
- Advantage
- 58
- Tel
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- Fax
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- Country
- Switzerland
- ProdList
- 6896
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View Lastest Price from 5-Iodouracil manufacturers
- 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
- 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
- Product
- 5-Iodouracil 696-07-1
- Price
- US $100.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10kg
- Release date
- 2021-09-16