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CAS 4425-56-3

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5-Cyanouracil

Description:
5-Cyanouracil is a heterocyclic organic compound that belongs to the class of pyrimidines, specifically a derivative of uracil. Its molecular structure features a cyano group (-CN) at the 5-position of the uracil ring, which contributes to its unique chemical properties. This compound is typically characterized by its white to off-white crystalline appearance and is soluble in polar solvents. 5-Cyanouracil exhibits biological activity, particularly as an antimetabolite, which can interfere with nucleic acid synthesis, making it of interest in pharmaceutical research. Its chemical formula is C4H3N3O2, and it has a relatively low molecular weight. The presence of the cyano group enhances its reactivity and potential applications in medicinal chemistry. Additionally, 5-Cyanouracil can participate in various chemical reactions, including nucleophilic substitutions and cycloadditions, making it a versatile compound in synthetic organic chemistry. Safety data should be consulted for handling and usage, as with any chemical substance.
Formula:C5H3N3O2
InChI:InChI=1S/C5H3N3O2/c6-1-3-2-7-5(10)8-4(3)9/h2H,(H2,7,8,9,10)
InChI key:InChIKey=HAUXRJCZDHHADG-UHFFFAOYSA-N
SMILES:C(#N)C=1C(=O)NC(=O)NC1
Synonyms:
  • 1,2,3,4-Tetrahydro-2,4-dioxo-5-pyrimidinecarbonitrile
  • 2,4(1H,3H)-Pyrimidinedione, 5-cyano-
  • 2,4-Dihydroxy-5-pyrimidinecarbonitrile
  • 2,4-Dihydroxypyrimidine-5-carbonitrile
  • 2,4-Dioxo-1,2,3,4-Tetrahydropyrimidine-5-Carbonitrile
  • 2,4-Dioxo-1H-pyrimidine-5-carbonitrile
  • 2-Hydroxy-4-oxo-1,4-dihydropyrimidine-5-carbonitrile
  • 5-Pyrimidinecarbonitrile, 1,2,3,4-tetrahydro-2,4-dioxo-
  • NSC 12931
  • NSC 44192
  • See more synonyms
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