4,5-Imidazoledicarboxylic Acid
Product Information
Molecular Formula
C5H4N2O4
Molecular Weight
156.10
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.
Synonyms
1H-imidazole-4,5-dicarboxylic acid; 1H-imidazole-4,5-dicarboxylic acid
IUPAC Name
1H-imidazole-4,5-dicarboxylic acid
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
Refractive Index
1.4800 (estimate)
LogP
-0.19390
Safety Information
Hazards
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
Causes skin irritation.
H319:
Causes serious eye 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
Computed Properties
XLogP3
-0.2
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
2
Exact Mass
156.01710661 g/mol
Monoisotopic Mass
156.01710661 g/mol
Topological Polar Surface Area
103Ų
Heavy Atom Count
11
Formal Charge
0
Complexity
193
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114031771-A | Preparation method of high-hydrophilicity polyamide 6 and high-hydrophilicity polyamide 6 fiber | 2021-12-24 |
| CN-114069159-A | Membrane based on nitrogen-enriched column layer structure MOF and preparation method and application thereof | 2021-11-09 |
| CN-114044913-A | Metal-organic framework material and preparation method thereof | 2021-10-25 |
| JP-2022009369-A | Deodorant for daily life odor | 2021-10-21 |
| CN-113999542-A | Nano composite preparation of disperse dye and preparation method thereof | 2021-10-11 |
| CN-113388128-A | Imidazole dimethylamide bridged bis-beta-cyclodextrin stationary phase and preparation method and application thereof | 2021-06-10 |
| CN-113528132-A | Oil-soluble ultraviolet absorbent | 2021-06-10 |
| CN-113368879-A | High-dispersion self-supported Fe-N-C catalyst and preparation method thereof | 2021-04-26 |
| CN-113117745-A | Preparation method and application of metal-free catalyst | 2021-04-13 |
| CN-112779766-A | Fabric for resisting influenza virus and preparation method thereof | 2021-02-06 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22930177 | 2012-10-21 | 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 | 2012-08-01 | 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 | 2012-07-02 | Three-dimensional metal-organic framework with highly polar pore surface: H2 and CO2 storage characteristics | Inorganic chemistry |
| 22591310 | 2012-05-31 | 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 | 2012-05-08 | Parallel synthesis of peptide-like macrocycles containing imidazole-4,5-dicarboxylic acid | Molecules (Basel, Switzerland) |
| 22590169 | 2012-05-01 | trans-Diaqua-bis-(1H imidazolium-4,5-di-carboxyl-ato-κ(2)O(4),O(5))magnesium | Acta crystallographica. Section E, Structure reports online |
| 22273471 | 2012-02-06 | In situ formed white-light-emitting lanthanide-zinc-organic frameworks | Inorganic chemistry |
| 22259512 | 2012-01-01 | 5-Carb-oxy-1,3-bis-(carb-oxy-meth-yl)-4-imidazolinium-4-carboxyl-ate | Acta crystallographica. Section E, Structure reports online |
| 22888236 | 2012-01-01 | Synthetic polyspermine imidazole-4, 5-amide as an efficient and cytotoxicity-free gene delivery system | International journal of nanomedicine |
| 22199475 | 2011-12-01 | Diaqua-bis-{5-carb-oxy-2-[(1H-1,2,4-triazol-1-yl)meth-yl]-1H-imidazole-4-carboxyl-ato}zinc | Acta crystallographica. Section E, Structure reports online |
