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
More
Less

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)
More
Less

Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29053990
More
Less

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.

More
Less

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
More
Less

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

Preparation Products

More
Less

Ethyl 3,4-dihydroxybenzoate Suppliers

TCI Europe
Tel
320-37350700
Fax
+32 (0)37350701
Email
sales@tcieurope.eu
Country
Europe
ProdList
23671
Advantage
75
Discovery Fine Chemicals
Tel
--
Fax
--
Country
Europe
ProdList
1780
Advantage
38
ecochem international chemical broker
Tel
--
Fax
--
Email
export@ecochem.dk
Country
Europe
ProdList
6371
Advantage
66
kemikalieimport
Tel
--
Fax
--
Email
Sales@kemikalieimport.dk
Country
Europe
ProdList
6685
Advantage
47
More
Less

View Lastest Price from Ethyl 3,4-dihydroxybenzoate manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
Ethyl 3,4-dihydroxybenzoate 3943-89-3
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-11-20
Hebei Weibang Biotechnology Co., Ltd
Product
Ethyl 3,4-dihydroxybenzoate 3943-89-3
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-18
Hebei Weibang Biotechnology Co., Ltd
Product
Ethyl 3,4-dihydroxybenzoate 3943-89-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-31

3943-89-3, Ethyl 3,4-dihydroxybenzoateRelated Search:


  • 3,4-DIHYDROXYBENZOIC ACID ETHYL ESTER
  • ETHYL 3,4-DIHYDROXYBENZOATE
  • ETHYL PROTOCATECHUATE
  • RARECHEM AL BI 0069
  • PROTOCATECHUIC ACID ETHYL ESTER
  • 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 &gt
  • Ethyl 3,4-dihydroxybenzoate-98%
  • 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