4,5-Imidazoledicarboxylic Acid - CAS 570-22-9
Catalog: |
BB029564 |
Product Name: |
4,5-Imidazoledicarboxylic Acid |
CAS: |
570-22-9 |
Synonyms: |
1H-imidazole-4,5-dicarboxylic acid; 1H-imidazole-4,5-dicarboxylic acid |
IUPAC Name: | 1H-imidazole-4,5-dicarboxylic acid |
Description: | 4,5-Imidazoledicarboxylic Acid (CAS# 570-22-9) is an intermediate used in the synthesis of N-substituted cyclic imides with anticancer and anti-inflammatory activities. it is also used to prepare imidazolecarboxamide derivatives with cannabinoid CB2 receptor antagonistic activities. |
Molecular Weight: | 156.10 |
Molecular Formula: | C5H4N2O4 |
Canonical SMILES: | C1=NC(=C(N1)C(=O)O)C(=O)O |
InChI: | InChI=1S/C5H4N2O4/c8-4(9)2-3(5(10)11)7-1-6-2/h1H,(H,6,7)(H,8,9)(H,10,11) |
InChI Key: | ZEVWQFWTGHFIDH-UHFFFAOYSA-N |
Boiling Point: | 280.29 °C (rough estimate) |
Melting Point: | 283 °C (dec.) |
Purity: | > 98.0 % (T) (HPLC) |
Density: | 1.749 g/cm3 |
Appearance: | White to orange to green powder to crystal |
MDL: | MFCD00005200 |
LogP: | -0.19390 |
Refractive Index: | 1.4800 (estimate) |
GHS Hazard Statement: | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] |
Precautionary Statement: | P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501 |
Signal Word: | Warning |
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PMID | Publication Date | Title | Journal |
22930177 | 20121021 | A combined experimental and DFT/TDDFT investigation of structural, electronic, and pH-induced tuning of photophysical and redox properties of osmium(II) mixed-chelates derived from imidazole-4,5-dicarboxylic acid and 2,2'-bipyridine | Dalton transactions (Cambridge, England : 2003) |
22904740 | 20120801 | Poly[diaqua-(μ(5)-1H-imidazole-4,5-di-carboxyl-ato)(μ(4)-1H-imidazole-4,5-di-carboxyl-ato)tris-ilver(I)ytterbium(III)] | Acta crystallographica. Section E, Structure reports online |
22716229 | 20120702 | Three-dimensional metal-organic framework with highly polar pore surface: H2 and CO2 storage characteristics | Inorganic chemistry |
22591310 | 20120531 | Effect of pH on the photophysical and redox properties of a ruthenium(II) mixed chelate derived from imidazole-4,5-dicarboxylic acid and 2,2'-bipyridine: an experimental and theoretical investigation | The journal of physical chemistry. A |
22569415 | 20120508 | Parallel synthesis of peptide-like macrocycles containing imidazole-4,5-dicarboxylic acid | Molecules (Basel, Switzerland) |
Complexity: | 193 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 156.01710661 |
Formal Charge: | 0 |
Heavy Atom Count: | 11 |
Hydrogen Bond Acceptor Count: | 5 |
Hydrogen Bond Donor Count: | 3 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 156.01710661 |
Rotatable Bond Count: | 2 |
Topological Polar Surface Area: | 103 Å2 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | -0.2 |
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