ChemicalBook > CAS DataBase List > Ethyl 3,4-dihydroxybenzoate

Ethyl 3,4-dihydroxybenzoate

Product Name
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
Formula Weight
182.17
MOL File
3943-89-3.mol
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Ethyl 3,4-dihydroxybenzoate Property

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 
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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29053990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
E24859
Product name
Protocatechuic acid ethyl ester
Purity
97%
Packaging
5g
Price
$43.8
Updated
2024/03/01
TCI Chemical
Product number
D0571
Product name
Ethyl 3,4-Dihydroxybenzoate
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$26
Updated
2024/03/01
TCI Chemical
Product number
D0571
Product name
Ethyl 3,4-Dihydroxybenzoate
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$64
Updated
2024/03/01
Alfa Aesar
Product number
A11001
Product name
Ethyl 3,4-dihydroxybenzoate, 98%
Packaging
10g
Price
$41.65
Updated
2024/03/01
Alfa Aesar
Product number
A11001
Product name
Ethyl 3,4-dihydroxybenzoate, 98%
Packaging
50g
Price
$165.65
Updated
2024/03/01
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Ethyl 3,4-dihydroxybenzoate Chemical Properties,Usage,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

Raw materials

Benzoic acid

Preparation Products

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Ethyl 3,4-dihydroxybenzoate Suppliers

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View Lastest Price from Ethyl 3,4-dihydroxybenzoate manufacturers

Hebei Chuanghai Biotechnology Co,.LTD
Product
Ethyl 3,4-dihydroxybenzoate 3943-89-3
Price
US $5.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-21
Hebei Fengjia New Material Co., Ltd
Product
Ethyl 3,4-dihydroxybenzoate 3943-89-3
Price
US $5.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10000
Release date
2024-08-16
Hebei Yanxi Chemical Co., Ltd.
Product
Ethyl 3,4-dihydroxybenzoate 3943-89-3
Price
US $20.00-1.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-10-25

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