Imidazole with the chemical formula C3H4N2 is an organic chemical compound. The appearance of this compound is pale yellow or white solid water which dissolves in water to form an alkaline solution. Chemical compounds that have an imidazole ring in their structure show different biological effects, the most important of which are antifungal and antibacterial properties.
Therefore, imidazole is a drug with various biological properties, including antifungal, anti-inflammatory, analgesic, anti-tuberculosis, anti-depressant, anti-cancer, and anti-viral.
Physical and chemical properties:
This organic chemical compound appears as a white or colorless crystal with an amine-like odor and is soluble in water to produce an alkaline solution.
|Molar mass||68.077 g/mol|
|Appearance||White or pale yellow solid|
|Density||1.23 g/cm3, solid|
|pH||10.5 at 20 °C|
|Melting Point||89 to 91 °C (192 to 196 °F; 362 to 364 K)|
|Boiling point||256 °C (493 °F; 529 K)|
|Solubility in water||Very soluble in water|
663 g/L at 20 °C
|Color||White -Colorless- pale yellow|
|Chemical Structure Depiction|
1,3-Diazole, Glyoxaline (archaic)
Formula and structure of imidazole:
Diazoles are a five-membered ring with two hetero atoms in which two carbon atoms are replaced by two nitrogen atoms. In imidazole, nitrogen atoms are in positions 1 and 3. This compound has two tautomer forms because the hydrogen atom is able to be placed on both nitrogen atoms.
Each of these nitrogens plays a different role. One of them has the role of an electron donor called pyrroline nitrogen and the other has the role of an electron acceptor called pyridine nitrogen.
Each of these nitrogens plays a different role. One of them has the role of an electron donor called pyrroline nitrogen and the other has the role of a deadly electron called pyridine nitrogen. Imidazole is highly polar, so it is soluble in water.
Imidazole is a weak acid with PKa = 14.9.
NH Imidazoles have high boiling points due to the formation of hydrogen bonds. These compounds are aromatic and act amphoteric.
Imidazole acid or base:
Imidazole is an amphoteric compound. That is, it can appear both as an acid and as a base.
Imidazole is a strong base pKb = 7.0 and a weak acid pKa = 14.9.
Synthesis and production of imidazole and its derivatives:
-This product is produced from the concentration of dicarbonyl with an aldehyde and ammonia gas in alcohol.
-Synthesis of quadrivalent imidazoles: From the concentration of benzyl, benzonitrile derivatives, and amines of the first type on the surface of silica gel.
-Wang et al; an inexpensive, thermally stable, non-volatile, and the non-toxic solvent system has been used as the reaction solvent for the synthesis of imidazoles. The advantages of this method are high efficiency, reduction of environmental pollution, and simple conditions are a reaction.
Applications and Uses of Imidazole:
Imidazoles exhibit different biological activities such as anti-inflammatory, anti-allergic, analgesic, antifungal, anti-cancer, anti-depressant, and anti-viral.
-This organic compound has antibacterial and antifungal properties and therefore derivatives of this compound are used in medicine to treat fungal infections.
The anticancer drug imidazole has been used in chemotherapy.
– The most pervasive amino acid is histidine, which has an imidazole side chain. Histidine is present in many proteins and enzymes and plays a vital role in the structure and function of hemoglobin. Histidine compounds play a very important role in intracellular buffering.
-Imidazoles are also used as insecticides due to their special properties. This compound has a rapid effect and is able to kill many insects such as beetles, termites, earthworms, flies. The use of insecticides and pesticides containing imidazole is suitable for citrus and fruit trees.
Safety information of imidazole:
- Causes eye burns.
- Causes skin burns. May be harmful if absorbed through the skin.
- Harmful if swallowed. Causes gastrointestinal tract burns.
- Causes chemical burns to the respiratory tract. May be harmful if inhaled.
- Possible risk of harm to the unborn child.
- When working with this combination, observe all safety points.
- Skin Contact: Immediately flush skin with water.
- Inhalation: move the person to the fresh air.
- Eye Contact: Rinse eyes with water for at least 15-20 minutes.
- Ingestion: Do not induce vomiting. Get medical aid immediately. Call a poison control center.
Transporting and storage:
Store in a cool, dry place. Store in a tightly-closed container.