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| | Ethyl 3,4-dihydroxybenzoate Basic information |
| | Ethyl 3,4-dihydroxybenzoate Chemical Properties |
| Melting point | 132-134 °C(lit.) | | Boiling point | 275.56°C (rough estimate) | | density | 1.2481 (rough estimate) | | vapor pressure | 0-9.4Pa at 20-120℃ | | refractive index | 1.4500 (estimate) | | storage temp. | Sealed in dry,Room Temperature | | solubility | Methanol[soluble in] | | solubility | DMSO (Slightly), Methanol (Slightly) | | form | Crystalline Powder | | pka | 8.19±0.18(Predicted) | | color | Pale yellow to beige | | Odor | at 100.00?%. phenolic | | Water Solubility | Insoluble in water. Soluble in ethanol. | | BRN | 2097435 | | InChIKey | KBPUBCVJHFXPOC-UHFFFAOYSA-N | | LogP | 1.4 at 35℃ and pH6.6 | | Surface tension | 74.7mN/m at 1g/L and 20℃ | | CAS DataBase Reference | 3943-89-3(CAS DataBase Reference) | | NIST Chemistry Reference | Benzoic acid, 3,4-dihydroxy-, ethyl ester(3943-89-3) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36-37/39 | | WGK Germany | 3 | | Hazard Note | Irritant | | HS Code | 29053990 |
| | Ethyl 3,4-dihydroxybenzoate Usage And Synthesis |
| Description | Ethyl 3,4-dihydroxybenzoate (EDHB) is an analogue of 2-oxoglutarate and thus a competitive inhibitor of prolyl hydroxylase domain enzymes (PHDs). It is known as protocatechuic acid and is present in plant foods such as olives, roselle, du-zhong, and white grape wine.This compound have antioxidant, cardioprotective, neuroprotective, antimicrobial, anti-inflammatory and myoprotective activity, as well as anti-ulcer activity[1]. | | Chemical Properties | pale yellow to beige crystalline powder | | Uses | An antioxidant compound found in Sicilian virgin olive oils and red wines. | | Uses | The compound is a prolyl 4-hydroxylase inhibitor and can be used to protect the myocardium. | | Definition | ChEBI: An ethyl ester resulting from the formal condensation of the carboxy group of 3,4-dihydroxybenzoic acid with ethanol. It is the anti-oxidative component of peanut seed testa. | | Biological Activity | Ethyl 3,4-dihydroxybenzoate (EDHB) contains reducible polyphenol hydroxyl groups and exhibits antioxidant activity. Recent studies have shown that EDHB acts as an analog of the substrate α-ketoglutarate and competes for prolyl-hydroxylase activity, thus acting as an inhibitor and effectively inhibiting collagen synthesis and breast cancer metastasis. In addition, in vitro and animal studies in a cerebral ischemic rat model have revealed that EDHB shows increased protective effects and improves rat behavior by inhibiting free radical damage[2]. | | References | [1] Charu Nimker. "Ethyl 3,4-dihydroxy benzoate, a unique preconditioning agent for alleviating hypoxia-mediated oxidative damage in L6 myoblasts cells." Journal of Physiological Sciences 65 1 (2015): 77–87.
[2] Bo Han. "A prolyl-hydroxylase inhibitor, ethyl-3,4-dihydroxybenzoate, induces cell autophagy and apoptosis in esophageal squamous cell carcinoma cells via up-regulation of BNIP3 and N-myc downstream-regulated gene-1." PLoS ONE (2014): e107204. |
| | Ethyl 3,4-dihydroxybenzoate Preparation Products And Raw materials |
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