ChemicalBook > CAS DataBase List > Ethyl 2,4-dihydroxy-6-methylbenzoate

Ethyl 2,4-dihydroxy-6-methylbenzoate

Product Name: Ethyl 2,4-dihydroxy-6-methylbenzoate
CAS No.: 2524-37-0
Chemical Name: Ethyl 2,4-dihydroxy-6-methylbenzoate
Synonyms: Ethyl orsellinate;ORSELLINIC ACID, ETHYL ESTER;2,4-dihydroxy-6-methylbenzoate;4-CARBETHOXY-5-METHYLRESORCINOL;2-CARBETHOXY-3,5-DIHYDROXYTOLUENE;4-ETHOXYCARBONYL-5-METHYLRESORCINOL;ETHYL 2,4-DIHYDROXY-6-METHYLBENZOATE;2-ETHOXYCARBONYL-3,5-DIHYDROXYTOLUENE;Ethyl 2,4-Dihydroxy-6-methylbenzoate >ETHYL 2,4-DIHYDROXY-6-METHYLBENZOATE, 98 %
CBNumber: CB1400139
Molecular Formula: C10H12O4
Formula Weight: 196.2
MOL File: 2524-37-0.mol

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Ethyl 2,4-dihydroxy-6-methylbenzoate Property

Melting point:: 129-132 °C(lit.)
Boiling point:: 293.08°C (rough estimate)
Density: 1.2166 (rough estimate)
refractive index: 1.5430 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form: powder to crystal
pka: 8.27±0.23(Predicted)
color: White to Gray to Brown
InChI: InChI=1S/C10H12O4/c1-3-14-10(13)9-6(2)4-7(11)5-8(9)12/h4-5,11-12H,3H2,1-2H3
InChIKey: UQSRXQMIXSZGLA-UHFFFAOYSA-N
SMILES: C(OCC)(=O)C1=C(C)C=C(O)C=C1O
LogP: 2.910 (est)
CAS DataBase Reference: 2524-37-0(CAS DataBase Reference)
EPA Substance Registry System: Benzoic acid, 2,4-dihydroxy-6-methyl-, ethyl ester (2524-37-0)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-37/39
WGK Germany: 3
HS Code: 2916399090

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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: 298735
Product name: Ethyl 2,4-dihydroxy-6-methylbenzoate
Purity: 98%
Packaging: 1g
Price: $136
Updated: 2023/01/07

TCI Chemical

Product number: C1316
Product name: Ethyl 2,4-Dihydroxy-6-methylbenzoate
Purity: >98.0%(T)
Packaging: 1g
Price: $58
Updated: 2025/07/31

TCI Chemical

Product number: C1316
Product name: Ethyl 2,4-Dihydroxy-6-methylbenzoate
Purity: >98.0%(T)
Packaging: 5g
Price: $168
Updated: 2025/07/31

Cayman Chemical

Product number: 22709
Product name: Ethyl Orsellinate
Purity: ≥95%
Packaging: 500mg
Price: $67
Updated: 2024/03/01

Cayman Chemical

Product number: 22709
Product name: Ethyl Orsellinate
Purity: ≥95%
Packaging: 1g
Price: $100
Updated: 2024/03/01

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Ethyl 2,4-dihydroxy-6-methylbenzoate Chemical Properties,Usage,Production

Description

Ethyl orsellinate is a lichen metabolite and a derivative of lecanoric acid (Item No. 22710) that has antiproliferative activities.1,2 It inhibits the proliferation of human Hep-2 larynx carcinoma, MCF-7 breast cancer, and 786-0 kidney carcinoma cells, as well as B16-F10 murine melanoma and non-cancerous Vero cells (IC50s = 31.2, 70.3, 47.5, 64.8, and 28.1 µg/ml, respectively).2 Ethyl orsellinate is toxic to brine shrimp (A. salina) with an LC50 value of 495 µM.3WARNING This product is not for human or veterinary use.

Definition

ChEBI: 2,4-dihydroxy-6-methylbenzoic acid ethyl ester is a 4-hydroxybenzoate ester.

General Description

Ethyl 2,4-dihydroxy-6-methylbenzoate is also referred as ethyl orsellinate. It was isolated from chloroform extract of Peltigera aphthosa. It is one of the product formed during alcoholyses of lecanoric acid.

Synthesis

The stem bark of Illicium difengpi (5.0?kg) was powdered and extracted three times with aqueous ethanol (ethanol/water 8:2) under reflux. The solvent was then evaporated under reduced pressure to obtain a dry residue (150?g). The residue was suspended in water (2?L) and extracted successively with petroleum ether (3 × 2?L), EtOAc (3 × 2?L) and BuOH (3 × 2?L), affording 5?g, 70?g, and 40?g, respectively, of each dried fraction. The EtOAc fraction was subjected to silica gel column chromatography using gradient elution (CH2Cl2/CH3OH, 200:1 to 2:1, v/v) to give four main fractions, of which was purified by successive silica gel column chromatography (CH2Cl2/CH3OH, 100:1→20:1); 2,4-dihy-droxy-6-methyl-benzoic acid ethyl ester (Ethyl 2,4-dihydroxy-6-methylbenzoate) was obtained from the fraction eluted by CH2Cl2/CH3OH (40:1)[1].

Structure and conformation

The mol-ecular structure of Ethyl 2,4-dihydroxy-6-methylbenzoate contains a methyl group, two hydroxyl groups, and a carboeth-oxy group, which are attached to C2, C4, C6 and C7 of the central benzene ring, respectively. An intra-molecular O3—H3···O1 hydrogen bond stabilizes the mol-ecular conformation. In the crystal, O4—H4···O3ⁱ and C3—H3A···O4ⁱⁱ hydrogen bonds link the mol-ecules into double strands parallel to the direction. In the solid state, the compound also forms offset slanted stacks of alternating inversion-related mol-ecules along the a-axis direction[1].

References

[1] Xiong, Huiping , et al. "Crystal structure of the ethyl 2,4-dihydroxy-6-methylbenzoate from Illicium difengpi K.I.B et K.I.M. " IUCrData 12(2018).

Ethyl 2,4-dihydroxy-6-methylbenzoate Preparation Products And Raw materials

Raw materials

ETHYL 3,5-DIBROMO-2,4-DIHYDROXY-6-METHYLBENZOATE 2,4-DIHYDROXY-6-METHYLBENZOIC ACID Chloroform Poly(vinyl alcohol)

Preparation Products

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View Lastest Price from Ethyl 2,4-dihydroxy-6-methylbenzoate manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: Ethyl orsellinate 2524-37-0
Price: US $2.20-8.80/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2025-06-24

Zhengzhou Anbu Chem Co.,Ltd

Product: 2,4-DIHYDROXY-6-METHYLBENZOIC ACID ETHYL ESTER 2524-37-0
Price: US $0.00/KG
Min. Order: 0.1KG
Purity: 98%
Supply Ability: 1000KGS
Release date: 2023-10-26

PNP Biotech Co. Ltd

Product: Ethyl orsellinate 2524-37-0
Price: US $0.00/kg
Min. Order: 25kg
Purity: 99%
Supply Ability: Inquiry
Release date: 2023-06-06

2524-37-0, Ethyl 2,4-dihydroxy-6-methylbenzoateRelated Search:

ZERANOL Ethyl 2,4-dihydroxy-6-methylbenzoate ETHYL 3,5-DIBROMO-2,4-DIHYDROXY-6-METHYLBENZOATE BETA-ZEARALANOL Zearalenone Zeranol 2,4-DIHYDROXY-6-METHYLBENZOIC ACID BETA-ZEARALENOL (-)-MITORUBRINIC ACID ethyl 2,4-dihydroxy-3,6-dimethylbenzoate avilamycin A ZEARALANONE cytogenin NG 011 LL-Z-1640-2 cationomycin ALPHA-ZEARALENOL ALTENUENE

4-ETHOXYCARBONYL-5-METHYLRESORCINOL

4-CARBETHOXY-5-METHYLRESORCINOL

ETHYL 2,4-DIHYDROXY-6-METHYLBENZOATE, 98 %

2,4-dihydroxy-6-methyl-benzoicaciethylester

ETHYL 2,4-DIHYDROXY-6-METHYLBENZOATE

2,4-DIHYDROXY-6-METHYLBENZOIC ACID ETHYL ESTER

2-CARBETHOXY-3,5-DIHYDROXYTOLUENE

2-ETHOXYCARBONYL-3,5-DIHYDROXYTOLUENE

Benzoic acid, 2,4-dihydroxy-6-methyl-, ethyl ester

Ethyl orsellinate

2,4-DIHYDROXY-6-METHYLBENZOIC ACID ETHYL ESTER 98+%

2-Carbethoxy-3,5-dihydroxytoluene 4-Carbethoxy-5-methylresorcinol 2,4-Dihydroxy-6-methylbenzoic Acid Ethyl Ester 2-Ethoxycarbonyl-3,5-dihydroxytoluene 4-Ethoxycarbonyl-5-methylresorcinol

ORSELLINIC ACID, ETHYL ESTER

Ethyl 2,4-Dihydroxy-6-methylbenzoate &gt

Ethyl 2,4-Dihydroxy-6-methylbenzoate, ≥ 98.0%

2,4-dihydroxy-6-methylbenzoate

2524-37-0

CH3C6H2OH2CO2C2H5

Organic Building Blocks

Esters

Building Blocks

Carbonyl Compounds

C10 to C11

Inhibitors

C10 to C11

Carbonyl Compounds

Esters

Aromatic Esters