Ethyl 3,4-dihydroxybenzoate
- CAS No.
- 3943-89-3
- Chemical Name:
- Ethyl 3,4-dihydroxybenzoate
- Synonyms
- ETHYL PROTOCATECHUATE;PROTOCATECHUIC ACID ETHYL ESTER;3,4-DIHYDROXYBENZOIC ACID ETHYL ESTER;EDHB;NSC 86130;NSC 619681;3,4-2-ethyl;ERLOTINIBINT-A;RARECHEM AL BI 0069;Ethyl 3,4-dihydroxyb
- CBNumber:
- CB0175010
- Molecular Formula:
- C9H10O4
- Molecular Weight:
- 182.17
- MDL Number:
- MFCD00002199
- MOL File:
- 3943-89-3.mol
| 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) |
| FDA UNII | 4YGJ96WTBG |
| NIST Chemistry Reference | Benzoic acid, 3,4-dihydroxy-, ethyl ester(3943-89-3) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36-37/39 | |||||||||
| WGK Germany | 3 | |||||||||
| Hazard Note | Irritant | |||||||||
| HS Code | 29053990 | |||||||||
| NFPA 704 |
|
Ethyl 3,4-dihydroxybenzoate price More Price(33)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | E24859 | Protocatechuic acid ethyl ester 97% | 3943-89-3 | 5g | $43.8 | 2024-03-01 | Buy |
| TCI Chemical | D0571 | Ethyl 3,4-Dihydroxybenzoate >98.0%(GC)(T) | 3943-89-3 | 5g | $26 | 2024-03-01 | Buy |
| TCI Chemical | D0571 | Ethyl 3,4-Dihydroxybenzoate >98.0%(GC)(T) | 3943-89-3 | 25g | $64 | 2024-03-01 | Buy |
| Alfa Aesar | A11001 | Ethyl 3,4-dihydroxybenzoate, 98% | 3943-89-3 | 10g | $41.65 | 2024-03-01 | Buy |
| Alfa Aesar | A11001 | Ethyl 3,4-dihydroxybenzoate, 98% | 3943-89-3 | 50g | $165.65 | 2024-03-01 | Buy |
Ethyl 3,4-dihydroxybenzoate Chemical Properties,Uses,Production
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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| SHANGHAI T&W PHARMACEUTICAL CO., LTD. | +86-021-61551413 +8618813727289 | contact@trustwe.com | China | 5738 | 58 |
| Vertexyn (Nanjing) Bioworks Co., Ltd. | +86-025-58822206 +8617302513087 | sales@vertexynbio.com | China | 9 | 58 |
| Huanfu Industrial Co.，（Shanghai）Ltd. | +86-18001856580 +86-18001856580 | 2415195517@qq.com | China | 43 | 58 |
| Hebei Mojin Biotechnology Co., Ltd | +8613288715578 | sales@hbmojin.com | China | 12456 | 58 |
| Hebei Yanxi Chemical Co., Ltd. | +8617531190177 | peter@yan-xi.com | China | 5993 | 58 |
| Hebei Guanlang Biotechnology Co,.LTD | +8619930503252 | daisy@crovellbio.com | China | 5964 | 58 |
| Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | sales@capotchem.com | China | 29797 | 60 |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 | info@dakenam.com | China | 15928 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21691 | 55 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32480 | 60 |
View Lastest Price from Ethyl 3,4-dihydroxybenzoate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2023-10-26 | Ethyl 3,4-dihydroxybenzoate
3943-89-3
|
US $20.00-1.00 / kg | 1kg | 0.99 | 10 tons | Hebei Yanxi Chemical Co., Ltd. | |
 |
2023-09-06 | Ethyl 3,4-dihydroxybenzoate
3943-89-3
|
US $0.00-0.00 / KG | 1KG | 99% | 500000kg | Hebei Guanlang Biotechnology Co., Ltd. | |
 |
2023-09-01 | Ethyl 3,4-dihydroxybenzoate
3943-89-3
|
US $0.00 / KG | 1KG | 99% | 50000KG/month | Hebei Mojin Biotechnology Co., Ltd |
-
- Ethyl 3,4-dihydroxybenzoate
3943-89-3
- US $20.00-1.00 / kg
- 0.99
- Hebei Yanxi Chemical Co., Ltd.
-
- Ethyl 3,4-dihydroxybenzoate
3943-89-3
- US $0.00-0.00 / KG
- 99%
- Hebei Guanlang Biotechnology Co., Ltd.
-
- Ethyl 3,4-dihydroxybenzoate
3943-89-3
- US $0.00 / KG
- 99%
- Hebei Mojin Biotechnology Co., Ltd