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Chemical Structure| 51-21-8 Chemical Structure| 51-21-8
Chemical Structure| 51-21-8

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5-Fluorouracil is a potent antitumor agent that affects pyrimidine synthesis by inhibiting thymidylate synthetase thus depleting intracellular dTTP pools.

Synonyms: 5-FU; NSC 19893

4.5 *For Research Use Only !

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Product Citations

Product Citations

Marlhoux, Léna ; Arnaud, Alexandre ; Hervieu, Céline ; Makulyte, Gabriela ; Martinasso, Charlotte ; Mularoni, Angélique , et al.

Abstract: Casein kinase 2 (CK2) has emerged as a promising therapeutic target across a broad spectrum of malignancies, including pediatric and orphan cancers. The identification of a ligandable allosteric αD pocket on the CK2α subunit has enabled the development of bivalent inhibitors, which bind simultaneously to both the adenosine triphosphate (ATP) site and the allosteric pocket. Here, we report the discovery and pharmacological characterization of KDX1381, a structure-guided bivalent CK2α inhibitor with low-nanomolar potency and high selectivity, confirmed by cocrystal structures. In mice, KDX1381 suppressed CK2-driven tumor growth as a monotherapy and enhanced therapeutic efficacy when combined with vascular endothelial growth factor receptor (VEGFR) inhibitors or DNA-damaging agents in hepatocellular carcinoma and glioma models. These findings support bivalent CK2α inhibition as a differentiated therapeutic strategy with broad applicability in CK2-dependent cancers.

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Product Details of 5-Fluorouracil

CAS No. :51-21-8
Formula : C4H3FN2O2
M.W : 130.08
SMILES Code : O=C(N1)NC=C(F)C1=O
Synonyms :
5-FU; NSC 19893
MDL No. :MFCD00006018
InChI Key :GHASVSINZRGABV-UHFFFAOYSA-N
Pubchem ID :3385

Safety of 5-Fluorouracil

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301-H351
Precautionary Statements:P201-P202-P264-P270-P280-P301+P310+P330-P308+P313-P405-P501
Class:6.1
UN#:2811
Packing Group:

Application In Synthesis of 5-Fluorouracil

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 51-21-8 ]

[ 51-21-8 ] Synthesis Path-Downstream   1~6

  • 2
  • [ 51-21-8 ]
  • [ 74-89-5 ]
  • [ 67-52-7 ]
  • [ 7577-92-6 ]
  • [ 37103-91-6 ]
  • 3
  • [ 51-21-8 ]
  • [ 22259-53-6 ]
  • 2H-pyrimidinecarboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; N2; In pyridine; chloroform; EXAMPLE 5 5-Fluoro-3,4-dihydro-2,4-dioxo-N-(3-indolylmethyl)-1(2H-pyrimidinecarboxamide: STR16 5-Fluorouracil (2.00 g, 15.4 mmol) was suspended into pyridine (60 ml). A little excess dichlorocarbonyl was blown into the suspension and stirred well at 0°~5° C. After raising to 10° C., N2 was blown into the reaction mixture, and nonreacted excess dichlorocarbonyl was removed. After recooling to 0° C., <strong>[22259-53-6]3-aminomethylindole</strong> (2.30 g, 15.7 mmol) in pyridine (20 ml) was dropped into the reactant. After stirring the reactant and raising the temperature for one hour to room temperature, the solvent was distilled under reduced pressure. Chloroform (20 ml) and 1N hydrochloric acid (50 ml) were added into the residue. The obtained solids were washed with water and then methanol, and vacuum-dried. 5-Fluoro-3,4-dihydro-2,4-dioxo-N-(3-indolylmethyl)-1(2H-pyrimidinecarboxamide (1.63 g, 5.39 mmol) was obtained. Yield: 35percent, Melting point: 176°~178° C. IRmax (KBr disk): 3440, 3300, 3200(NH), 3120 (=CH--), 1740, 1690~1720(>=0), 1235(=CF--) [cm-1 ]. Element analysis: Found C 55.68 H 3.50, N 18.25 [percent]; Calculated [for C14 H11 FN4 O3 ]: C 55.59, H 3.67, N 18.60 [percent].
  • 4
  • [ 51-21-8 ]
  • [ 15958-99-3 ]
  • [ 69260-71-5 ]
  • 5
  • [ 51-21-8 ]
  • [ 81998-05-2 ]
  • 5-fluoro-1-((4'-methyl-[2,2'-bipyridin]-4-yl)methyl)pyrimidine-2,4(1H,3H)-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
48% 10080] A mixture of 5-fluorouracil (0.130 g, 1 mmol),K2C03 (0.276 g, 2.0 mmol) and KI (ca. 25 mg) in 10 mL ofDMSO was stirred under N2 for 10 mi 4-(bromomethyl)-4?-methyl-2,2?-bipyridine (0.644 g, 2.45 mmol) predissolvedin DM50 (5 mE) was then slowly added via a syringe and the resultant chocolate brown mixture was stirred under N2 at room temperature for 3 h. Water (100 mE) was then added and the suspension was extracted with dichloromethane. The collected organic layers were dried over anhydrous sodium sulphate and the solvent removed in vacuum to give a half-white solid. The crude was subjected to the silica colunm chromatography using dichloromethane and acetone as solvent mixture 99:1% (v/v). The second spot from the bottom on the TEC plate was collected as E, (0.150 g, 48%). Electron impact (El) mass spectrum: mIz=334.93[E,+Na]. ?H NMR (200 MHz, methanol-d4) oH 8.89 (1H, s), 8.68 (d, 1H, J=4.8 Hz), 8.54 (d, 1H, J=4.8Hz), 8.33 (1H, s), 8.25 (1H, s), 7.19 (d, 2H, J=10.3 Hz), 5.77 (d, 1H, J=7.7 Hz), 5.00 (2H, s), 2.45 (1H, s). ?9F NMR (400 MHz, MeOD-d4) 0 -74.85 ppm. (Refer FIG. 3, 4, 5)
  • 6
  • [ 51-21-8 ]
  • 1,2-anhydro-5-O-deoxy-α-D-ribofuranose [ No CAS ]
  • [ 69260-71-5 ]
 

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