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CS-W001157 4
Total: USD 88.00

5-Fluorouracil

  • CAS No. 51-21-8

  • Cat. No. CS-0993
  • Purity≥98%
  • MDL No.MFCD00006018

*For research and further manufacturing use only, not for direct human use.

5-Fluorouracil|CS-0993

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General Information

  • CAS No. 51-21-8
  • Cat. No. CS-0993
  • Purity ≥98%
  • MDL No. MFCD00006018
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃FN₂O₂
  • Molecular Weight 130.08
  • Synonym(s) 5-FU
  • SMILES O=C(N1)NC=C(F)C1=O

Description

Non-explosive replacement for HOBt and HOAt with at least comparable performance to HOAt Outperforms HOAt in sterically demanding peptide bond formations Compatible with carbodiimide-mediated; solution and solid phase peptide coupling; Less epimerization than HOBt in fragment condensation reactions K-salt especially useful in peptide coupling on mild acid-labile resins such as 2-chlorotrityl; leading to minimal to no cleavage of the peptide from the resin due to its more alkaline character K-salt has a higher melting point than OxymaPure

Application

5-Fluorouracil serves as a cornerstone pyrimidine analog in medicinal chemistry, enabling targeted incorporation into RNA and DNA via thymidylate synthase inhibition. Its fluorine substitution enhances metabolic stability and reactivity in nucleoside synthesis, facilitating the construction of antitumor prodrugs and heterocyclic scaffolds. Bench-stable and compatible with standard coupling protocols, it functions reliably in solid-phase oligonucleotide synthesis and kinase inhibitor derivatization workflows.

Synthesis

  • Route1
    • Cytosine Lamivudine Impurity|CS-0214072
      71-30-7
    • ~79%
    • In-stock
      5-Fluorouracil|CS-0993
      51-21-8

    References

    • Daikin Kogyo Co., Ltd.; Asahi Chemical Industry Co., Ltd. Patent: US4122251 A1, 1978 ;
  • Route2
    • Uracil Fluorouracil Impurity|CS-0229732
      66-22-8
    • ~92%
    • In-stock
      5-Fluorouracil|CS-0993
      51-21-8

    References

    • Yemul, S. S.; Kagan, H. B.; Setton, R. Tetrahedron Letters, 1980 , vol. 21, p. 277 - 280
  • Route3
    • 6-Aminopyrimidin-2(1H)-one hydrochloride|CS-0333817
      1784-08-3
    • ~64%
    • In-stock
      5-Fluorouracil|CS-0993
      51-21-8

    References

    • Daikin Kogyo Co., Ltd.; Asahi Chemical Industry Co., Ltd. Patent: US4122251 A1, 1978 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS08
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H351
Precautionary Statements : P264-P270-P280-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   65.72
  • LogP   -0.7977
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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