2,5-Dihydroxyterephthalic acid
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2,5-Dihydroxyterephthalic acid is a carboxylic acid ligand with antioxidant properties, which serves as a building block for Zn2+-based metal-organic frameworks (MOFs). 2,5-Dihydroxyterephthalic acid forms stable coordination bonds with transition metal ions, inhibits metal center-water coordination to prevent MOF fluorescence quenching, and enhances the hydrophilicity of MOFs. 2,5-Dihydroxyterephthalic acid acts as a pharmaceutical intermediate to synthesize 2,5-dihydroxyterephthalamide derivatives. 2,5-Dihydroxyterephthalic acid is applicable to relevant research in fields such as organic synthesis.
For research use only. We do not sell to patients.
- CAS No.: 610-92-4
- Formula: C8H6O6
- Molecular Weight:198.13
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Storage:
Store at room temperature 3 years.
In solvent -80°C, 2 years , -20°C, 1 year
Biological Activity
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TNF-α |
2,5-Dihydroxyterephthalic acid acts as a ligand to form two MOFs with tetrahedral coordination geometry with Zn2+, and it can generate ligand-centered charge transfer green fluorescence in Zn2+-based MOFs[1].
2,5-Dihydroxyterephthalic acid integrated Zn(II)-based MOFs (10-100 μmol/L; 24 h cytotoxicity incubation; 10 μmol/L; 4 h imaging incubation) exhibit distinct cytotoxicity and imaging features across multiple cancer cell lines: compound 1 exerts strong cytotoxicity against HeLa cells, while compound 2 possesses favorable biocompatibility with HeLa cells and enables clear fluorescence imaging of HeLa, SH-SY5Y and A549 cells; both compounds display concentration-dependent dual imaging and proliferation-inhibiting functions in SH-SY5Y cells[1].
2,5-Dihydroxyterephthalic acid (compound 4) (1-10 μM; 15 min) exhibits strong antioxidant activity in cell-free assays, with an ORAC-FL value of 4.70 Trolox equivalents[2].
2,5-Dihydroxyterephthalic acid exhibits no toxicity to BV-2 microglial cells at concentrations up to 10.0 μM, and shows weak inhibitory activity against LPS-induced NO and TNF-α production in these cells[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 610-92-4
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Appearance Solid
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Molecular Weight 198.13
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Formula C8H6O6
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Color Light yellow to green yellow
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SMILES
O=C(O)C1=CC(O)=C(C=C1O)C(=O)O
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Store at room temperature 3 years
In solvent -80°C 2 years -20°C 1 year
Purity & Documentation
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Data Sheet (274 KB)
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SDS (394 KB)
- English - EN (394 KB)
- Français - FR (394 KB)
- Deutsch - DE (394 KB)
- Norwegian - NO (394 KB)
- Español - ES (394 KB)
- Swedish - SV (394 KB)
- Italian - IT (394 KB)
- Korean - KR (394 KB)
- Portuguese - PT (394 KB)
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Handling Instructions (2659 KB)
References
[1]. Wang J, et al. Zn(ii)-based metal-organic frameworks with tailored architectures: optimizing fluorescence performance for cell imaging and cancer therapy. RSC advances. 2026 May 13;16(28):25892-25901. [Content Brief]
[2]. Song Q, et al. Discovery of novel 2,5-dihydroxyterephthalamide derivatives as multifunctional agents for the treatment of Alzheimer's disease. Bioorganic & medicinal chemistry. 2018 Dec 15;26(23-24):6115-6127. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)