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

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
Last updated:2024-11-28 08:30:45

Ethyl 3,4-dihydroxybenzoate 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)
FDA UNII 4YGJ96WTBG
NIST Chemistry Reference Benzoic acid, 3,4-dihydroxy-, ethyl ester(3943-89-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
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
1
2 0

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
Product number Packaging Price Buy
E24859 5g $43.8 Buy
D0571 5g $26 Buy
D0571 25g $64 Buy
A11001 10g $41.65 Buy
A11001 50g $165.65 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.

64-17-5
83759-00-6
3943-89-3
Synthesis of Ethyl 3,4-dihydroxybenzoate from Ethanol and Benzoyl chloride, 3,4-dihydroxy- (9CI)
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View Lastest Price from Ethyl 3,4-dihydroxybenzoate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ethyl 3,4-dihydroxybenzoate pictures 2024-12-20 Ethyl 3,4-dihydroxybenzoate
3943-89-3
 US $10.00 / kg 1kg 99% 20 ton Hebei Zhuanglai Chemical Trading Co Ltd
Ethyl 3,4-dihydroxybenzoate pictures 2024-11-27 Ethyl 3,4-dihydroxybenzoate
3943-89-3
 US $0.00 / kg 1kg 99% 5mt Sach biotech Co.,Ltd
Ethyl 3,4-dihydroxybenzoate pictures 2024-11-19 Ethyl 3,4-dihydroxybenzoate
3943-89-3
 US $41.00 / mg ≥95% 10g TargetMol Chemicals Inc.
ETHYL 3,4-DIHYDROXYBENZOATE RARECHEM AL BI 0069 3,4-DIHYDROXYBENZOIC ACID ETHYL ESTER 97% 3,4-DIHYDROXYBENZOIC ACID ETHYL ESTER 98+% ETHYL 3,4-DIHYDROXYBENZOATE (PROTOCATECHUIC ACID ETHYL ESTER) 3,4-dihydroxybenzate ethyl ester Benzoic acid, 3,4-dihydroxy-, ethyl ester EDHB Ethyl 3,4-dihydroxybenzoate,97% Ethyl 3,4-dihydroxyb 3,4-2-ethyl 3,4-Dichydroxybenzoic acid ethyl ester Erlotinib interMidiate I Ethyl 3,4-dihydroxybenzoate, 97% 25GR NSC 619681 NSC 86130 3,4-Dihydroxybenzoic Acid Ethyl Ester Ethyl Protocatechuate Protocatechuic Acid Ethyl Ester 3,4-Dihydroxybenzoic acid ethy ester 4-(Ethoxycarbonyl)catechol, 4-(Ethoxycarbonyl)benzene-1,2-diol Protocatechuic acid ethyl ester 97% Ethyl 3,4-dihydroxybenzoat Protocatechuic acid ethyl ester, >=99% 3,4-DIHYDROXYBENZOIC ACID E ERLOTINIBINT-A N,N-Diethylnicotinamide 3,4-DIHYDROXYBENZOIC ACID ETHYL ESTER Ethyl 3,4-dihydroxybenzoate in stock Factory Ethyl 3,4-dinhydroxybenzoate Ethyl 3,4-Dihydroxybenzoate > Ethyl 3,4-dihydroxybenzoate-98% 3,4-DIHYDROXYBENZOIC ACID ETHYL ESTER ETHYL PROTOCATECHUATE PROTOCATECHUIC ACID ETHYL ESTER 3943-89-3 HO2C6H3CO2C2H5 Esters Organic Building Blocks Building Blocks C8 to C9 Carbonyl Compounds Aromatics Intermediates & Fine Chemicals Pharmaceuticals HIF Prolyl-Hydroxylase Inhibitors Aerobic Glycolysis (the Warburg Effect) Building Blocks C8 to C9 Cancer Metabolism Cancer Research Carbonyl Compounds Chemical Synthesis Esters Inhibitors of Aerobic Glycolysis (the Warburg Effect) Organic Building Blocks FINE Chemical & INTERMEDIATES Aromatic Esters Benzoic acid Organic acids API intermediates