2-(2′-Hydroxyphenyl)benzimidazole
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2-(2′-Hydroxyphenyl) benzimidazole is the most extensively studied excited-state intramolecular proton transfer (ESIPT) molecule, exhibiting normal and tautomer emissions. 2-(2′-Hydroxyphenyl) benzimidazole has been applied as a fluorescent probe in various systems.
For research use only. We do not sell to patients.
- Purity: 99.92%
- CAS No.: 2963-66-8
- Formula: C13H10N2O
- Molecular Weight:210.24
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Storage:
4°C, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| A-431 | IC50 |
>30 μM
Compound: I
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Cytotoxicity against human A431 cells after 72 hrs by MTT assay
Cytotoxicity against human A431 cells after 72 hrs by MTT assay
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[PMID: 18692939] |
| HeLa | IC50 |
26.45 μM
Compound: I
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Cytotoxicity against human HeLa cells after 72 hrs by MTT assay
Cytotoxicity against human HeLa cells after 72 hrs by MTT assay
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[PMID: 18692939] |
| MCF7 | IC50 |
16.03 μM
Compound: I
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Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay
Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay
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[PMID: 18692939] |
| NIH3T3 | IC50 |
>200 μM
Compound: 3b
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Cytotoxicity against mouse NIH/3T3 cells after 48 hrs by SRB assay
Cytotoxicity against mouse NIH/3T3 cells after 48 hrs by SRB assay
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[PMID: 23711920] |
| U-251 | EC50 |
23 μM
Compound: 11
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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
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[PMID: 36206553] |
| U-251 | EC50 |
23 μM
Compound: 22
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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
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[PMID: 30568753] |
Chemical Information
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CAS No. 2963-66-8
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Appearance Solid
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Molecular Weight 210.24
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Formula C13H10N2O
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Color Light yellow to yellow
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SMILES
C1=CC=C(C(=C1)C2=NC3=CC=CC=C3N2)O
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)
Solvent & Solubility
DMSO : 100 mg/mL (475.65 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
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.
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.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (274 KB)
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SDS (615 KB)
- English - EN (615 KB)
- Français - FR (615 KB)
- Deutsch - DE (615 KB)
- Norwegian - NO (615 KB)
- Español - ES (615 KB)
- Swedish - SV (615 KB)
- Italian - IT (615 KB)
- Korean - KR (615 KB)
- Portuguese - PT (615 KB)
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Handling Instructions (2659 KB)
References
[1]. Tsai HH, et al. TD-DFT study of the excited-state potential energy surfaces of 2-(2'-hydroxyphenyl)benzimidazole and its amino derivatives. J Phys Chem A. 2010;114(12):4065-4079. [Content Brief]
[3]. Chipem FA, et al. Temperature effect on dual fluorescence of 2-(2'-hydroxyphenyl)benzimidazole and its nitrogen substituted analogues. J Phys Chem B. 2013;117(45):14079-14088. [Content Brief]
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 | 4.7565 mL | 23.7823 mL | 47.5647 mL | 118.9117 mL |
| 5 mM | 0.9513 mL | 4.7565 mL | 9.5129 mL | 23.7823 mL | |
| 10 mM | 0.4756 mL | 2.3782 mL | 4.7565 mL | 11.8912 mL | |
| 15 mM | 0.3171 mL | 1.5855 mL | 3.1710 mL | 7.9274 mL | |
| 20 mM | 0.2378 mL | 1.1891 mL | 2.3782 mL | 5.9456 mL | |
| 25 mM | 0.1903 mL | 0.9513 mL | 1.9026 mL | 4.7565 mL | |
| 30 mM | 0.1585 mL | 0.7927 mL | 1.5855 mL | 3.9637 mL | |
| 40 mM | 0.1189 mL | 0.5946 mL | 1.1891 mL | 2.9728 mL | |
| 50 mM | 0.0951 mL | 0.4756 mL | 0.9513 mL | 2.3782 mL | |
| 60 mM | 0.0793 mL | 0.3964 mL | 0.7927 mL | 1.9819 mL | |
| 80 mM | 0.0595 mL | 0.2973 mL | 0.5946 mL | 1.4864 mL | |
| 100 mM | 0.0476 mL | 0.2378 mL | 0.4756 mL | 1.1891 mL |
2-(2′-Hydroxyphenyl)benzimidazole Related Classifications
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