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2-(2′-Hydroxyphenyl)benzimidazole 

Cat. No.: HY-W140203 Purity: 99.89%
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2-(2′-Hydroxyphenyl)benzimidazole is some of the most extensively studied excited state intramolecular proton transfer (ESIPT) molecules exhibiting normal and tautomer emissions. 2-(2′-Hydroxyphenyl)benzimidazole has been applied as a fluorescent probe in various systems.

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2-(2′-Hydroxyphenyl)benzimidazole Chemical Structure

2-(2′-Hydroxyphenyl)benzimidazole Chemical Structure

CAS No. : 2963-66-8

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  • Biological Activity

  • Purity & Documentation

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Description

2-(2′-Hydroxyphenyl)benzimidazole is some of the most extensively studied excited state intramolecular proton transfer (ESIPT) molecules exhibiting normal and tautomer emissions. 2-(2′-Hydroxyphenyl)benzimidazole has been applied as a fluorescent probe in various systems[1].

Cellular Effect
Cell Line Type Value Description References
A-431 IC50
> 30 μM
Compound: I
Cytotoxicity against human A431 cells after 72 hrs by MTT assay
Cytotoxicity against human A431 cells after 72 hrs by MTT assay
[PMID: 18692939]
HeLa IC50
26.45 μM
Compound: I
Cytotoxicity against human HeLa cells after 72 hrs by MTT assay
Cytotoxicity against human HeLa cells after 72 hrs by MTT assay
[PMID: 18692939]
MCF7 IC50
16.03 μM
Compound: I
Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay
Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay
[PMID: 18692939]
NIH3T3 IC50
> 200 μM
Compound: 3b
Cytotoxicity against mouse NIH/3T3 cells after 48 hrs by SRB assay
Cytotoxicity against mouse NIH/3T3 cells after 48 hrs by SRB assay
[PMID: 23711920]
U-251 EC50
23 μM
Compound: 11
Antiproliferative activity against human U-251MG cells assessed as inhibition of cell growth incubated for 72 hrs by SRB assay
Antiproliferative activity against human U-251MG cells assessed as inhibition of cell growth incubated for 72 hrs by SRB assay
[PMID: 36206553]
U-251 EC50
23 μM
Compound: 22
Antiproliferative activity against human U251MG cells after 72 hrs by sulforhodamine B assay
Antiproliferative activity against human U251MG cells after 72 hrs by sulforhodamine B assay
[PMID: 30568753]
Molecular Weight

210.23

Formula

C13H10N2O

CAS No.
Appearance

Solid

Color

Light yellow to yellow

SMILES

C1=CC=C(C(=C1)C2=NC3=CC=CC=C3N2)O

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, stored under nitrogen

*In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)

Solvent & Solubility
In Vitro: 

DMSO : 100 mg/mL (475.67 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 4.7567 mL 23.7835 mL 47.5670 mL
5 mM 0.9513 mL 4.7567 mL 9.5134 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 (stored under nitrogen). 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)

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:

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 (11.89 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% Corn Oil

    Solubility: ≥ 2.5 mg/mL (11.89 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.

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.
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).

*In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)

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
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 (stored under nitrogen). 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 4.7567 mL 23.7835 mL 47.5670 mL 118.9174 mL
5 mM 0.9513 mL 4.7567 mL 9.5134 mL 23.7835 mL
10 mM 0.4757 mL 2.3783 mL 4.7567 mL 11.8917 mL
15 mM 0.3171 mL 1.5856 mL 3.1711 mL 7.9278 mL
20 mM 0.2378 mL 1.1892 mL 2.3783 mL 5.9459 mL
25 mM 0.1903 mL 0.9513 mL 1.9027 mL 4.7567 mL
30 mM 0.1586 mL 0.7928 mL 1.5856 mL 3.9639 mL
40 mM 0.1189 mL 0.5946 mL 1.1892 mL 2.9729 mL
50 mM 0.0951 mL 0.4757 mL 0.9513 mL 2.3783 mL
60 mM 0.0793 mL 0.3964 mL 0.7928 mL 1.9820 mL
80 mM 0.0595 mL 0.2973 mL 0.5946 mL 1.4865 mL
100 mM 0.0476 mL 0.2378 mL 0.4757 mL 1.1892 mL
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2-(2′-Hydroxyphenyl)benzimidazole Related Classifications

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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Product Name:
2-(2′-Hydroxyphenyl)benzimidazole
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HY-W140203
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