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CS-W001157 4
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trans-Urocanic acid

  • CAS No. 3465-72-3

  • Cat. No. CS-0138454
  • Purity≥98%
  • MDL No.MFCD00005203

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

trans-Urocanic acid|CS-0138454

Structure of 3465-72-3

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General Information

  • CAS No. 3465-72-3
  • Cat. No. CS-0138454
  • Purity ≥98%
  • MDL No. MFCD00005203
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂O₂
  • Molecular Weight 138.12
  • Synonym(s) (E)-Urocanic acid; trans-UCA
  • SMILES O=C(/C=C/C1=CN=CN1)O

Description

trans-Urocanic acid features a stable, planar trans-configuration at the C2–C3 double bond, enhancing its resistance to isomerization under ambient conditions. This structural rigidity supports consistent performance in photochemical studies and biological assays where stereochemical integrity is critical.

Application

trans-Urocanic acid serves as a stable, bench-ready building block for the synthesis of pyrrolidine-based heterocycles and bioactive molecules. Its defined stereochemistry and carboxylic acid functionality enable reliable coupling reactions and derivatization under standard conditions. The molecule functions effectively in peptide-like conjugations and offers predictable reactivity in nucleophilic substitution and cyclization protocols.

Synthesis

  • Route1
    • null|null
      178764-94-8
    • ~%
    • In-stock
      trans-Urocanic acid|CS-0138454
      3465-72-3

    References

    • Masuda Yakugaku Zasshi, 1956 , vol. 76, p. 325,327, 328 Chem.Abstr., 1956 , p. 13880
  • Route2

    References

    • Langer, Martin; Pauling, Andrea; Retey, Janos Angewandte Chemie, 1995 , vol. 107, # 13/14 p. 1585 - 1587
  • Route3
    • null|null
      6630-42-8
    • ~%
    • In-stock
      trans-Urocanic acid|CS-0138454
      3465-72-3

    References

    • Edlbacher; v.Bidder Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1942 , vol. 276, p. 126,128 Full Text Show Details Masuda Yakugaku Zasshi, 1956 , vol. 76, p. 325,327, 328 Chem.Abstr., 1956 , p. 13880

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   65.98
  • LogP   0.5075
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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