Urocanic acid

Urocanic acid
  • CAS No.:104-98-3
Other grades of this product :
Urocanic acid Basic information
Product Name:Urocanic acid
Synonyms:(E)-3-(3H-imidazol-4-yl)acrylic acid;3-(1H-imidazol-4-yl)prop-2-enoic acid;3-(3H-imidazol-4-yl)acrylic acid;1H-Imidazole-4-acrylic acid;1H-Imidazole-5-acrylic acid;Urocanic acid,99%;4-Imidazoleacrylic acid,3-(4-Imidazolyl)acrylic acid, Urocanic acid;(E)-3-(1H-Imidazol-5-yl)-2-propenoic acid
CAS:104-98-3
MF:C6H6N2O2
MW:138.12
EINECS:203-258-4
Product Categories:Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines;Heterocyclic Compounds
Mol File:104-98-3.mol
Urocanic acid Chemical Properties
Melting point 226-228 °C(lit.)
Boiling point 253.51°C (rough estimate)
density 1.3471 (rough estimate)
refractive index 1.5100 (estimate)
storage temp. Keep in dark place,Sealed in dry,2-8°C
solubility 1.5g/l
form Powder
pka2.94±0.10(Predicted)
color White to beige
Water Solubility SLIGHTLY SOLUBLE
BRN 81405
CAS DataBase Reference104-98-3(CAS DataBase Reference)
EPA Substance Registry System2-Propenoic acid, 3-(1H-imidazol-4-yl)- (104-98-3)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
RTECS NI3425200
HazardClass IRRITANT
HS Code 29332990
MSDS Information
ProviderLanguage
3-(4-Imidazolyl)acrylic acid English
SigmaAldrich English
ACROS English
Urocanic acid Usage And Synthesis
Chemical Propertieswhite to beige fine powder
UsesUrocanic Acid is a biomarker in the fecal metabolic profiling of breast cancer patients.
DefinitionChEBI: An alpha,beta-unsaturated monocarboxylic acid that is prop-2-enoic acid substituted by a 1H-imidazol-4-yl group at position 3. It is a metabolite of hidtidine.
General Description4-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.
Purification MethodsCrystallise the acid from water and dry it at 100o. The trans-isomer [3465-72-3] has m 225o (229-230o, 230-231o or 231o(dec, from H2O) and pK1 3.5 and pK2 5.6, and the picrate has m 225o(dec, from H2O). The cis-isomer [7699-35-6] has m 175-176o (178-179o or 180-184o dec, from H2O) and pK1 3.0 and pK2 6.7, and the picrate has m 204o (from H2O). [Beilstein 25 H 124, 25 I 536, 25 II 121, 25 III/IV 786.]

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