5-Fluoro-3,4-dihydro-2,4-dioxo-1(2H)-PyriMidineacetic Acid
- Product Name
- 5-Fluoro-3,4-dihydro-2,4-dioxo-1(2H)-PyriMidineacetic Acid
- CAS No.
- 56059-30-4
- Chemical Name
- 5-Fluoro-3,4-dihydro-2,4-dioxo-1(2H)-PyriMidineacetic Acid
- Synonyms
- 5-fluorouracil-1-acetic acid;5-Fluorouracil-1-yl acetic acid;5-Fluoro-3,4-dihydro-2,4-dioxo-1(2H)-PyriMidineacetic Acid;1(2H)-Pyrimidineacetic acid, 5-fluoro-3,4-dihydro-2,4-dioxo-;2-(5-Fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetic acid;5-Fluoro uracil-1-yl acetic acid, 5-Fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidineacetic acid
- CBNumber
- CB82563499
- Molecular Formula
- C6H5FN2O4
- Formula Weight
- 188.11
- MOL File
- 56059-30-4.mol
5-Fluoro-3,4-dihydro-2,4-dioxo-1(2H)-PyriMidineacetic Acid Property
- Melting point:
- 253-256 °C
- Density
- 1.69±0.1 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 3.81±0.10(Predicted)
Safety
- HS Code
- 2933599590
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
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.
N-Bromosuccinimide Price
- Product number
- F595403
- Product name
- 5-Fluoro-3,4-dihydro-2,4-dioxo-1(2h)-pyrimidineaceticacid
- Packaging
- 1g
- Price
- $360
- Updated
- 2021/12/16
- Product number
- 6368AJ
- Product name
- 5-Fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidineaceticacid
- Packaging
- 5g
- Price
- $535
- Updated
- 2021/12/16
- Product number
- HCH0135466
- Product name
- (5-FLUORO-2,4-DIOXO-3,4-DIHYDRO-2H-PYRIMIDIN-1-YL)-ACETIC ACID
- Purity
- 95.00%
- Packaging
- 250MG
- Price
- $546
- Updated
- 2021/12/16
- Product number
- PC448016
- Product name
- 5-Fluoro-3,4-dihydro-2,4-dioxo-1(2H)-PyrimidineaceticAcid
- Packaging
- 250mg
- Price
- $130
- Updated
- 2021/12/16
- Product number
- 4H58-3-3Z
- Product name
- 5-Fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidineacetic acid
- Packaging
- 250mg
- Price
- $208
- Updated
- 2021/12/16
5-Fluoro-3,4-dihydro-2,4-dioxo-1(2H)-PyriMidineacetic Acid Chemical Properties,Usage,Production
Anticancer Research
5-Fluoro-3,4-dihydro-2,4-dioxo-1(2H)-PyriMidineacetic Acid is used as an antineoplastic and antiviral agent for its ability to inhibit thymidylate synthase, an enzyme involved in DNA synthesis.
Synthesis
51-21-8
79-11-8
56059-30-4
5-Fluoropyrimidine-2,4(1H,3H)-dione (5-FU, 1 g, 5.2 mmol) was used as starting material to which 10 mL of aqueous solution of potassium hydroxide (KOH, 0.60 g, 10.6 mmol) was added. The reaction mixture was stirred at 100 °C for 80 min. Subsequently, the reaction system was transferred to an oil bath at 60 °C and a solution of chloroacetic acid (84 mL, 0.5 g, 5.2 mmol) was added slowly and dropwise, and the reaction was continued with stirring for 6 hours. Upon completion of the reaction, the reaction solution was adjusted to pH=2 with dilute hydrochloric acid (HCl) and left at 4°C for 12 h for acidification. The precipitate precipitated was collected by filtration and dissolved in saturated potassium bicarbonate (KHCO3) solution. The solution was again adjusted to pH=2 with dilute hydrochloric acid to afford needle-like crystals of 2,4-dioxo-5-fluoro-3,4-dihydro-1(2H)-pyrimidineacetic acid (FUAC) in a yield of 0.82 g and 60% yield.
References
[1] Chemical Communications, 2011, vol. 47, # 38, p. 10713 - 10715
[2] Medicinal Chemistry Research, 2007, vol. 16, # 7-9, p. 370 - 379
[3] Nucleosides, Nucleotides and Nucleic Acids, 2011, vol. 30, # 4, p. 280 - 292
[4] Chemical Communications, 2016, vol. 52, # 30, p. 5254 - 5257
[5] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 11, p. 2584 - 2588
5-Fluoro-3,4-dihydro-2,4-dioxo-1(2H)-PyriMidineacetic Acid Preparation Products And Raw materials
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