859796
4-Imidazoleacrylic acid
99%
Sinónimos:
3-(4-Imidazolyl)acrylic acid, Urocanic acid
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Fórmula empírica (notación de Hill):
C6H6N2O2
Número CAS:
Peso molecular:
138.12
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-258-4
Beilstein/REAXYS Number:
81405
MDL number:
Assay:
99%
Form:
powder
Servicio técnico
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Permítanos ayudarlebiological source
synthetic
assay
99%
form
powder
mp
226-228 °C (lit.)
functional group
carboxylic acid
SMILES string
OC(=O)\C=C\c1c[nH]cn1
InChI
1S/C6H6N2O2/c9-6(10)2-1-5-3-7-4-8-5/h1-4H,(H,7,8)(H,9,10)/b2-1+
InChI key
LOIYMIARKYCTBW-OWOJBTEDSA-N
General description
4-Imidazoleacrylic acid also known as urocanic acid is a natural metabolite derived from histidine. It is majorly used as a UV chromophore with a strong absorption spectrum in the UV-B region in the range of 300-280 nm.
Application
4-Imidazoleacrylic acid can be used as a precursor for the synthesis of (±)-homohistidine, urocanic acid-modified chitosan, and N1-aryl(heteroaryl)alkyl-N2-[3-(1H-imidazol-4-yl)propyl]guanidines,.
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Synthesis of (?)-homohistidine
Pirrung MC and Pei T
The Journal of Organic Chemistry, 65(7), 2229-2230 (2000)
Anne J Keurentjes et al.
Frontiers in public health, 9, 602933-602933 (2021-03-23)
Introduction: Non-melanoma skin cancer (NMSC) incidence is increasing, and occupational solar exposure contributes greatly to the overall lifetime ultraviolet radiation (UVR) dose. This is reflected in an excess risk of NMSC showing up to three-fold increase in outdoor workers. Risk
Peter D Godfrey et al.
The Journal of chemical physics, 137(6), 064306-064306 (2012-08-18)
The microwave spectra of the two conformers each, of the 1H and 3H tautomers of 4-vinylimidazole, have been measured in the 48-72 GHz spectral region. The 4-vinylimidazole was generated in situ by the facile decarboxylation of urocanic acid at its