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CS-W001157 4
Total: USD 88.00

5-Iodouracil

  • CAS No. 696-07-1

  • Cat. No. CS-W001983
  • Purity≥98%
  • MDL No.MFCD00006020

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

5-Iodouracil|CS-W001983

Structure of 696-07-1

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General Information

  • CAS No. 696-07-1
  • Cat. No. CS-W001983
  • Purity ≥98%
  • MDL No. MFCD00006020
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃IN₂O₂
  • Molecular Weight 237.98
  • Synonym(s) None
  • SMILES O=C1NC=C(I)C(=O)N1

Description

5-Iodouracil is a halogenated pyrimidine derivative featuring a iodine atom at the 5-position, imparting enhanced reactivity for bioconjugation and radiolabeling applications. This bench-stable compound integrates readily into nucleic acid synthesis and serves as a key building block in the development of site-specific probes and therapeutics.

Application

5-Iodouracil serves as a versatile building block in synthetic organic chemistry, enabling iodine-directed functionalization and cross-coupling reactions. Its well-established reactivity facilitates palladium-catalyzed transformations, making it valuable for constructing heterocyclic scaffolds and modifying nucleoside derivatives. The compound exhibits bench stability and predictable regioselectivity, supporting efficient synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • Uracil Fluorouracil Impurity|CS-0229732
      66-22-8
    • ~96%
    • In-stock
      5-Iodouracil|CS-W001983
      696-07-1

    References

    • Hudson, Robert H.E; Li, Ge; Tse, Joseph Tetrahedron Letters, 2002 , vol. 43, # 8 p. 1381 - 1386
  • Route2
    • null|null
      116393-65-8
    • ~72%
    • In-stock
      5-Iodouracil|CS-W001983
      696-07-1

    References

    • DeFrees, Shawn A.; Reddy, Kalakota S.; Cassady, John M. Synthetic Communications, 1988 , vol. 18, # 2 p. 213 - 220
  • Route3

    References

    • Gorlushko; Filimonov; Semenishcheva; Krasnokutskaya; Tret'yakov; Go, Bong Seong; Hwang, Ho Yun; Cha, Eun Hye; Chi, Ki-Whan Russian Journal of Organic Chemistry, 2008 , vol. 44, # 8 p. 1243 - 1244

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302+H312+H332-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   65.72
  • LogP   -0.3322
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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