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859796 Sigma-Aldrich

4-Imidazoleacrylic acid

99%

Synonym: 3-(4-Imidazolyl)acrylic acid, Urocanic acid

  • CAS Number 104-98-3

  • Empirical Formula (Hill Notation) C6H6N2O2

  • Molecular Weight 138.12

  •  Beilstein/REAXYS Number 81405

  •  EC Number 203-258-4

  •  MDL number MFCD00005203

  •  PubChem Substance ID 24888491

  •  NACRES NA.22

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Properties

Related Categories Biochemicals and Reagents, Building Blocks, C3 to C8, Chemical Synthesis, D to K,
biological source   synthetic
assay   99%
form   powder
mp   226-228 °C (lit.)
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

Description

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,.

Packaging

5, 25, 100 g in poly bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
NI3425200
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

MSMLS Online Plate Map

Metabolite descriptors included with the software download upon purchase of the product include: Name, Parent CID, molecular formula, molecular weight, CAS, ChEBI, HMDB ID, PubChem Compound and Subst...
Keywords: Mass spectrometry, Metabolites

OAMLS Online Plate Map

OAMLS compounds are conveniently provided at 5µg per well, enough for multiple injections. These are high purity (>95%) compounds supplied in an economical, ready to use format. Compounds are arrange...
Keywords: Metabolites

Peer-Reviewed Papers
15

References

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