Description

Ethyl Urocanate (CAS: 27538-35-8) is a high-purity organic compound with the molecular formula C₈H₁₀N₂O₂. This ethyl ester derivative of urocanic acid is widely utilized in biochemical and pharmaceutical research due to its role as a UV-absorbing chromophore and potential applications in photoprotection studies. Ethyl urocanate is characterized by its (E)-3-(1H-imidazol-4-yl)prop-2-enoate structure, offering exceptional stability and compatibility with various organic solvents. Available in >98% purity (HPLC), it is supplied in rigorously tested packaging to ensure integrity for sensitive applications. Ideal for spectroscopy, enzymatic studies, and cosmetic formulation research.

Properties

• CAS Number: 27538-35-8
• Complexity: 180
• IUPAC Name: ethyl (E)-3-(1H-imidazol-5-yl)prop-2-enoate
• InChI: InChI=1S/C8H10N2O2/c1-2-12-8(11)4-3-7-5-9-6-10-7/h3-6H,2H2,1H3,(H,9,10)/b4-3+
• InChI Key: HPMLGOFBKNGJAM-ONEGZZNKSA-N
• Exact Mass: 166.074227566
• Molecular Formula: C8H10N2O2
• Molecular Weight: 166.18
• SMILES: CCOC(=O)/C=C/C1=CN=CN1
• Topological: 55
• Monoisotopic Mass: 166.074227566
• Synonyms: Ethyl urocanate, 111157-51-8, Parasonarl Mark II, 27538-35-8, ethyl (E)-3-(1H-imidazol-5-yl)prop-2-enoate, (E)-Urocanic acid ethyl ester, UNII-GS4W88OP01, GS4W88OP01, EINECS 248-515-1, Ethyl (E)-3-(1H-imidazol-4-yl)-2-propenoate, 2-Propenoic acid, 3-(1H-imidazol-4-yl)-, ethyl ester, (2E)-, 2-Propenoic acid, 3-(1H-imidazol-4-yl)-, ethyl ester, (E)-, 2-Propenoic acid, 3-(1H-imidazol-5-yl)-, ethyl ester, (2E)-, 3-(1H-Imidazol-4-yl)-2-propenoic acid, ethyl ester, 2-Propenoic acid, 3-(1H-imidazol-4-yl)-, ethyl ester, ETHYL UROCANATE [INCI], (e)-3-(1h-imidazol-4-yl)-2-propenoic acid ethyl ester, MFCD20537699, Ethyl 3-(1H-imidazol-4-yl)acrylate, SCHEMBL2485956, SCHEMBL2567149, HPMLGOFBKNGJAM-ONEGZZNKSA-N, AKOS015905998, AS-48227, NS00051210, F19956, EN300-1455951, Ethyl(2E)-3-(1H-imidazol-4-yl)prop-2-enoate, Ethyl (2E)-3-(1H-imidazol-4-yl)prop-2-enoate, ethyl (2E)-3-(1H-imidazol-5-yl)prop-2-enoate, (E)-3-(1H-imidazol-4-yl)-acrylic acid ethyl ester, Q27279254

Ethyl urocanate is primarily used in UV-absorption studies to model natural photoprotective mechanisms. Researchers employ it to investigate trans-cis isomerization dynamics relevant to skin biology. The compound serves as a reference standard in cosmetic science for evaluating sunscreen efficacy. Its imidazole moiety makes it valuable for coordination chemistry research with transition metals.

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