1. Anti-infection Metabolic Enzyme/Protease Immunology/Inflammation
  2. Bacterial Arginase
  3. 2-Aminoimidazole

2-Aminoimidazole is a potent antibiofilm agent that can be used as an adjuvant to antimicrobial. 2-aminoimidazoles disrupts the ability of bacteria to protect themselves by inhibiting biofilm formation and genetically-encoded antibiotic resistance traits. 2-Aminoimidazole is also a weak noncompetitive inhibitor of human arginase I with a Ki of 3.6 mM.

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2-Aminoimidazole Chemical Structure

2-Aminoimidazole Chemical Structure

CAS No. : 7720-39-0

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Liquid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO
ready for reconstitution
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10 mM * 1 mL in DMSO USD 55 In-stock
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250 mg USD 50 In-stock
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Based on 1 publication(s) in Google Scholar

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Description

2-Aminoimidazole is a potent antibiofilm agent that can be used as an adjuvant to antimicrobial. 2-aminoimidazoles disrupts the ability of bacteria to protect themselves by inhibiting biofilm formation and genetically-encoded antibiotic resistance traits. 2-Aminoimidazole is also a weak noncompetitive inhibitor of human arginase I with a Ki of 3.6 mM[1][2][3].

IC50 & Target

bacteria[1]
Ki: 3.6 mM (human arginase I)[3]

In Vitro

The 2-aminoimidazole analogs 2AI-1 (100 µM, 30 min) is able to cross both A. baumannii cell membranes and enter the cytoplasm, confirmed by confocal microscopy. [1].
The 2-aminoimidazole analogs 2AI-1 can specificly target to BfmR, a response regulator that is the master controller of biofilm formation, dertermined by pull-down assays and binding assays. [1].
The 2-aminoimidazole analogs imi-AAC-5 (50 µM - 100 µM) displays a significant biofilm reduction in most biofilm models, as dertermined by crystal violet staining[2].
The 2-aminoimidazole analogs imi-AAC-5 (25 µM - 50 µM) displays a low planktonic inhibition in most biofilm models. imi-AAC-5 doesn’ affect planktonic growth in biofilm models where biofilm inhibition is observed at 50 µM and doesn’ affect planktonic growth in any of the biofilm models at 25 µM[2].
The 2-aminoimidazole analogs imi-AAC-5 (25 µM - 50 µM) shows a reduction of the number of metabolically active cells in 3 out of 6 biofilm models each at 50 µM and only 1 out of 6 reduction at 25 µM, based on the resazurin viability assay[2].
The 2-aminoimidazole analogs imi-AAC-5 (25 µM - 50 µM) shows antagonistic effects in 2 out of 6 models at 50 µM combined with 50 µM tannic acid, while shows antagonistic effects in 1 out of 6 model at 25 µM combined with 25 µM tannic acid[2].
2-Aminoimidazole is a weak noncompetitive inhibitor of human arginase I with Ki = 3.6 mM. In contrast, its analogs A1P is a competitive inhibitor with Ki = 4 μM, but A1P has low micromolar affinity with Kd = 2 μM[3].

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

In Vivo

The 2-aminoimidazole analogs A1P (80 μg/g, Nebulization, Once in total) can reduce airways hyperresponsiveness to methacholine in an acute (3-week) ovalbumin (OVA)-sensitization and -challenge murine model[3].

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

Animal Model: Female Balb/C mice (6 - 8 weeks old) [Acute (3-week) ovalbumin (OVA)-sensitization and -challenge murine model][3]
Dosage: 80 μg/g, Once in total
Administration: Nebulization
Result: The 2-aminoimidazole analogs A1P attenuated significantly the total resistance of the respiratory system (R) and the maximum resistance of the central airways (RN) following methacholine challenge.
Molecular Weight

83.09

Formula

C3H5N3

CAS No.
Appearance

Liquid (Density: 1.313±0.06 g/cm3)

Color

Light yellow to brown

SMILES

NC1=NC=CN1

Structure Classification
Initial Source

secondary metabolites in various marine sponges

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Solvent & Solubility
In Vitro: 

DMSO : 50 mg/mL (601.76 mM; Need ultrasonic; 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 12.0351 mL 60.1757 mL 120.3514 mL
5 mM 2.4070 mL 12.0351 mL 24.0703 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, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

  • Molarity Calculator

  • Dilution Calculator

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

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

This equation is commonly abbreviated as: C1V1 = C2V2

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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 (30.09 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 (30.09 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.
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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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).

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

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: 97.67%

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, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 12.0351 mL 60.1757 mL 120.3514 mL 300.8786 mL
5 mM 2.4070 mL 12.0351 mL 24.0703 mL 60.1757 mL
10 mM 1.2035 mL 6.0176 mL 12.0351 mL 30.0879 mL
15 mM 0.8023 mL 4.0117 mL 8.0234 mL 20.0586 mL
20 mM 0.6018 mL 3.0088 mL 6.0176 mL 15.0439 mL
25 mM 0.4814 mL 2.4070 mL 4.8141 mL 12.0351 mL
30 mM 0.4012 mL 2.0059 mL 4.0117 mL 10.0293 mL
40 mM 0.3009 mL 1.5044 mL 3.0088 mL 7.5220 mL
50 mM 0.2407 mL 1.2035 mL 2.4070 mL 6.0176 mL
60 mM 0.2006 mL 1.0029 mL 2.0059 mL 5.0146 mL
80 mM 0.1504 mL 0.7522 mL 1.5044 mL 3.7610 mL
100 mM 0.1204 mL 0.6018 mL 1.2035 mL 3.0088 mL
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  • 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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2-Aminoimidazole
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