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

Name: Imidazole
Brand: MedChemExpress
SKU: HY-D0837
Rating: 5.0 (2 reviews)

Cat. No.: HY-D0837 Purity: 99.94%: Data Sheet
COA

SDS
Handling Instructions
FAQs
Technical Support

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 3CL^Pro 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

CAS No. : 288-32-4

Size	Stock	Quantity
Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO ready for reconstitution	In-stock	Estimated Time of Arrival: December 31
Solution
10 mM * 1 mL in DMSO	In-stock	Estimated Time of Arrival: December 31
Solid
5 g	In-stock	Estimated Time of Arrival: December 31
10 g	In-stock	Estimated Time of Arrival: December 31
25 g	In-stock	Estimated Time of Arrival: December 31
50 g	In-stock	Estimated Time of Arrival: December 31
100 g	In-stock	Estimated Time of Arrival: December 31
> 100 g	Get quote

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Customer Review

Based on 2 publication(s) in Google Scholar

Other Forms of Imidazole:

2 Publications Citing Use of MCE Imidazole

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Biological Activity
Purity & Documentation
References
Customer Review

Description

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.

288-32-4

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:

DMSO : 100 mg/mL (1468.86 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

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
10 mM	1.4689 mL	7.3443 mL	14.6886 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.

Molarity Calculator
Dilution Calculator

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

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

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

Concentration _(start)

Volume _(start)

Concentration _(final)

Volume _(final)

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
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: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.5 mg/mL (36.72 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.5 mg/mL (36.72 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil
Solubility: ≥ 2.5 mg/mL (36.72 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

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)

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

DMSO +

Tween-80 +

Saline

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Calculation results:

Working solution concentration: mg/mL

Method for preparing stock solution: mg drug dissolved in μL DMSO (Stock solution concentration: mg/mL).

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).

Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.

If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.

Purity & Documentation

Purity: 99.94%

Select Batch:

Data Sheet (280 KB) SDS (778 KB)

COA (254 KB) RP-HPLC (256 KB)

Handling Instructions (2659 KB)

References

[1]. Noriega-Iribe E, et al. In vitro and in silico screening of 2, 4, 5-trisubstituted imidazole derivatives as potential xanthine oxidase and acetylcholinesterase inhibitors, antioxidant, and antiproliferative agents[J]. Applied Sciences, 2020, 10(8): 2889.

[2]. Ashish M. Kanhed, et al. Design and synthesis of diphenyl-1H-imidazole analogs targeting Mpro/3CLpro enzyme of SARS-CoV-2. Medicinal Chemistry Research, 2024 June 26, 1554-8120.

[3]. Moncada S, et al. Imidazole: a selective inhibitor of thromboxane synthetase[J]. Prostaglandins. 1977 Apr;13(4):611-8. [Content Brief]

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

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

Imidazole Related Classifications

Neurological Disease Inflammation/Immunology

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

Customer Review

Other Forms of Imidazole:

Imidazole Related Antibodies

2 Publications Citing Use of MCE Imidazole

Featured Recommendations

•Related Screening Libraries:

•Related Small Molecules:

•Related Proteins:

Biological Activity

Purity & Documentation

References

Customer Review

Imidazole Related Antibodies

Molarity Calculator

Dilution Calculator

Complete Stock Solution Preparation Table

Imidazole Related Classifications

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Your Recently Viewed Products:

Customer Review

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