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  3. Imidazole

Imidazole  (Synonyms: Glyoxaline; 1,3-Diaza-2,4-cyclopentadiene)

Cat. No.: HY-D0837 Purity: 99.94%
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Imidazole (Glyoxaline; 1,3-Diaza-2,4-cyclopentadiene) is a heterocyclic aromatic compound. Imidazole bearing molecules have been used as corrosion, acetylcholinesterase (AChEI) and xanthine oxidase (XO) inhibitors, performing biological activities such as antifungal, antituberculosis, anti-inflammatory, antioxidant, and analgesic, amongst many others. Imidazole inhibits the enzymatic conversion of the endoperoxides (PGG2 and PGH2) to thromboxane A2 by platelet microsomes. Imidazole derivatives exhibits inhibition on SARS-CoV-2 3CLPro enzyme, which is promising for research in the field of Alzheimer’s disease, gout, COVID-19 and thrombo-embolic disease.

For research use only. We do not sell to patients.

Imidazole Chemical Structure

Imidazole Chemical Structure

CAS No. : 288-32-4

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Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO
ready for reconstitution
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Solution
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Solid
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Customer Review

Based on 2 publication(s) in Google Scholar

Other Forms of Imidazole:

Top Publications Citing Use of Products
  • Biological Activity

  • Purity & Documentation

  • References

  • Customer Review

Description

Imidazole (Glyoxaline; 1,3-Diaza-2,4-cyclopentadiene) is a heterocyclic aromatic compound. Imidazole bearing molecules have been used as corrosion, acetylcholinesterase (AChEI) and xanthine oxidase (XO) inhibitors, performing biological activities such as antifungal, antituberculosis, anti-inflammatory, antioxidant, and analgesic, amongst many others. Imidazole inhibits the enzymatic conversion of the endoperoxides (PGG2 and PGH2) to thromboxane A2 by platelet microsomes. Imidazole derivatives exhibits inhibition on SARS-CoV-2 3CLPro enzyme, which is promising for research in the field of Alzheimer’s disease, gout, COVID-19 and thrombo-embolic disease[1][2][3].

IC50 & Target

Human Endogenous Metabolite

 

Cellular Effect
Cell Line Type Value Description References
A549 IC50
> 20 μM
Compound: Imidazole
Antiproliferative activity against human A549 cells assessed as reduction in cell viability incubated for 48 hrs by MTS assay
Antiproliferative activity against human A549 cells assessed as reduction in cell viability incubated for 48 hrs by MTS assay
[PMID: 30822712]
A549 IC50
> 20 μM
Compound: Imidazole
Cytotoxicity against human A549 cells by MTT assay
Cytotoxicity against human A549 cells by MTT assay
[PMID: 26684853]
CHO IC50
3675 μM
Compound: 20
Cytotoxicity against CHO cells after 48 hrs by MTT assay
Cytotoxicity against CHO cells after 48 hrs by MTT assay
[PMID: 20634079]
HL-60 IC50
> 20 μM
Compound: Imidazole
Antiproliferative activity against human HL60 cells assessed as reduction in cell viability incubated for 48 hrs by MTS assay
Antiproliferative activity against human HL60 cells assessed as reduction in cell viability incubated for 48 hrs by MTS assay
[PMID: 30822712]
HL-60 IC50
> 20 μM
Compound: Imidazole
Cytotoxicity against human HL60 cells by MTT assay
Cytotoxicity against human HL60 cells by MTT assay
[PMID: 26684853]
MCF7 IC50
> 20 μM
Compound: Imidazole
Antiproliferative activity against human MCF7 cells assessed as reduction in cell viability incubated for 48 hrs by MTS assay
Antiproliferative activity against human MCF7 cells assessed as reduction in cell viability incubated for 48 hrs by MTS assay
[PMID: 30822712]
MCF7 IC50
> 20 μM
Compound: Imidazole
Cytotoxicity against human MCF7 cells by MTT assay
Cytotoxicity against human MCF7 cells by MTT assay
[PMID: 26684853]
SMMC-7721 IC50
> 20 μM
Compound: Imidazole
Antiproliferative activity against human SMMC7721 cells assessed as reduction in cell viability incubated for 48 hrs by MTS assay
Antiproliferative activity against human SMMC7721 cells assessed as reduction in cell viability incubated for 48 hrs by MTS assay
[PMID: 30822712]
SMMC-7721 IC50
> 20 μM
Compound: Imidazole
Cytotoxicity against human SMMC7721 cells by MTT assay
Cytotoxicity against human SMMC7721 cells by MTT assay
[PMID: 26684853]
SW480 IC50
> 20 μM
Compound: Imidazole
Antiproliferative activity against human SW480 cells assessed as reduction in cell viability incubated for 48 hrs by MTS assay
Antiproliferative activity against human SW480 cells assessed as reduction in cell viability incubated for 48 hrs by MTS assay
[PMID: 30822712]
SW480 IC50
> 20 μM
Compound: Imidazole
Cytotoxicity against human SW480 cells by MTT assay
Cytotoxicity against human SW480 cells by MTT assay
[PMID: 26684853]
In Vitro

Imidazole (0.01-100 μM, 48 h) shows no inhibitory activityis, but imidazole derivatizations shows significant inhibitory effects in different tumor cell lines[1].
Imidazole (0.01-100 μM, 48 h) has a weak affinity for both EGFR and HER2, whereas the derivatization improves their affinity for these receptors in tumor cells[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Proliferation Assay[1]

Cell Line: A549, HBL-100, HeLa, SW1573, T-47D, WiDr cell lines
Concentration: 0.01-100 μM
Incubation Time: 48 h
Result: Had no inhibitory activity in the compounds employed as control in different tumor cell lines.
In Vivo

Imidazole (50 pg/ml, infusion) and similar compounds are selective inhibitors of the conversion of endoperoxides into thromboxanes[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

68.08

Formula

C3H4N2

CAS No.
Appearance

Solid

Color

Off-white to light brown

SMILES

C1=NC=CN1

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Store at room temperature 3 years

In solvent -80°C 2 years
-20°C 1 year
Solvent & Solubility
In Vitro: 

H2O : ≥ 100 mg/mL (1468.86 mM)

DMSO : 100 mg/mL (1468.86 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

*"≥" means soluble, but saturation unknown.

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 14.6886 mL 73.4430 mL 146.8860 mL
5 mM 2.9377 mL 14.6886 mL 29.3772 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

  • Molarity Calculator

  • Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass
=
Concentration
×
Volume
×
Molecular Weight *

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Concentration (start)

C1

×
Volume (start)

V1

=
Concentration (final)

C2

×
Volume (final)

V2

In Vivo:

For the following dissolution methods, please prepare the working solution directly. It is recommended to prepare fresh solutions and use them promptly within a short period of time.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

  • Protocol 1

    Add each solvent one by one:  PBS

    Solubility: 100 mg/mL (1468.86 mM); Clear solution; Need ultrasonic

In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

g

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Calculation results:
Working solution concentration: mg/mL
This product has good water solubility, please refer to the measured solubility data in water/PBS/Saline for details.
The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only.If necessary, please contact MedChemExpress (MCE).
Purity & Documentation

Purity: 99.94%

References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
H2O / DMSO 1 mM 14.6886 mL 73.4430 mL 146.8860 mL 367.2150 mL
5 mM 2.9377 mL 14.6886 mL 29.3772 mL 73.4430 mL
10 mM 1.4689 mL 7.3443 mL 14.6886 mL 36.7215 mL
15 mM 0.9792 mL 4.8962 mL 9.7924 mL 24.4810 mL
20 mM 0.7344 mL 3.6722 mL 7.3443 mL 18.3608 mL
25 mM 0.5875 mL 2.9377 mL 5.8754 mL 14.6886 mL
30 mM 0.4896 mL 2.4481 mL 4.8962 mL 12.2405 mL
40 mM 0.3672 mL 1.8361 mL 3.6722 mL 9.1804 mL
50 mM 0.2938 mL 1.4689 mL 2.9377 mL 7.3443 mL
60 mM 0.2448 mL 1.2241 mL 2.4481 mL 6.1203 mL
80 mM 0.1836 mL 0.9180 mL 1.8361 mL 4.5902 mL
100 mM 0.1469 mL 0.7344 mL 1.4689 mL 3.6722 mL

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

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Help & FAQs
  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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Imidazole
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