ChemicalBook > CAS DataBase List > 4-Allylpyrocatechol

4-Allylpyrocatechol

Product Name: 4-Allylpyrocatechol
CAS No.: 1126-61-0
Chemical Name: 4-Allylpyrocatechol
Synonyms: HYDROXYCHAVICOL;2-hydroxychavicol;HYDROXYCHAVICOL(P);4-Allylpyrocatechol;4-Allyl-1,2-benzenediol;4-DIHYDROXY-ALLYLBENZENE;4-Allyl-1,2-dihydroxybenzene;1,2-Dihydroxy-4-allylbenzene;4-(2-Propenyl)-1,2-benzenediol;4-Allylcatechol, 10 mM in DMSO
CBNumber: CB11010252
Molecular Formula: C9H10O2
Formula Weight: 150.17
MOL File: 1126-61-0.mol

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4-Allylpyrocatechol Property

Melting point:: 42.0 to 46.0 °C
Boiling point:: 123°C/2mmHg(lit.)
Density: 1.148±0.06 g/cm3(Predicted)
Flash point:: 141℃
storage temp.: Sealed in dry,2-8°C
solubility: DMF: 10 mg/ml
DMSO: 10 mg/ml
Ethanol: 10 mg/mlPBS (pH 7.2): 5 mg/ml
form: Solid
pka: 9.83±0.10(Predicted)
color: White to Gray to Brown
Odor: slight creosote
BRN: 1937030
InChI: InChI=1S/C9H10O2/c1-2-3-7-4-5-8(10)9(11)6-7/h2,4-6,10-11H,1,3H2
InChIKey: FHEHIXJLCWUPCZ-UHFFFAOYSA-N
SMILES: C1(O)=CC=C(CC=C)C=C1O
LogP: 1.809 (est)
CAS DataBase Reference: 1126-61-0

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Safety

WGK Germany: 3
RTECS: CZ9029440
HS Code: 2907.29.9000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P322Specific measures (see …on this label).

P330Rinse mouth.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TCI Chemical

Product number: A2947
Product name: 4-Allylpyrocatechol
Purity: >98.0%(GC)
Packaging: 10mg
Price: $86
Updated: 2025/07/31

TCI Chemical

Product number: A2947
Product name: 4-Allylpyrocatechol
Purity: >98.0%(GC)
Packaging: 100mg
Price: $684
Updated: 2025/07/31

Biosynth Carbosynth

Product number: FA11964
Product name: 4-Allylpyrocatechol
Packaging: 5mg
Price: $75
Updated: 2021/12/16

ChemScene

Product number: CS-7492
Product name: 4-Allylcatechol
Purity: 98.48%
Packaging: 1mg
Price: $108
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FA11964
Product name: 4-Allylpyrocatechol
Packaging: 10mg
Price: $120
Updated: 2021/12/16

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4-Allylpyrocatechol Chemical Properties,Usage,Production

Chemical Properties

White to Gray to Brown powder to crystal.

Uses

4-Allylpyrocatechol (other name: hydroxychavicol), isolated from Piper betle leaves, has been reported as an antimicrobial, antioxidant, and anti-inflammatory agent. In 2009, it was reported as a more potent xanthine oxidase (XO) inhibitor than allopurinol, which is clinically used for the treatment of hyperuricemia.
4-Allylpyrocatechol is an antioxidant found in Piper Betel leaf extract. It is widely used as mouth freshener. It is a phenolic compound, considered to be effective against indomethacin-gastropathy.

Preparation

4-allylpyrocatechol is readily obtained from precursors such as eugenol or methyl eugenol – two natural products predominately extracted from the essential oils of Syzygium aromaticum flower buds (commonly known as clove buds) by hydrodistillation.
8.00 g EugTES (21 mmol) was dissolved in 10 mL of THF and purged with N2 for 45 minutes. The solution was then transferred, under N2, to a reaction vessel containing HCl solution, and mixed rapidly. The reaction proceeded quickly and completion was confirmed via thin layer chromatography. The organic layer was extracted into CH2Cl2 and then washed with H2O, followed by drying and filtration. The solvent was removed via vacuum to recover the pure product as a white solid (Yield, 54%).

Synthesis of 4-allylpyrocatechol (EugOH) from methyl eugenol.

in vivo

4-Allylcatechol (2-4 mg/kg, p.o., once daily for 21 days) effectively reduces cognitive deficits and mitigates oxidative stress and inflammation in Streptozotocin (HY-13753)-induced rats^[4].

Animal Model:	Alzheimer’s disease (AD) model induced by Streptozotocin (HY-13753) in rats^[4]
Dosage:	0.5, 1, 2, 4 mg/kg
Administration:	Oral gavage (p.o.), once daily for 21 days
Result:	Significantly improved cognitive function, decreased levels of TNF-α, IL-1β, IL-6, and reduced lipid peroxidation (MDA) in brain tissue.

References

[1] JITESH S. RATHEE. Antioxidant Activity of Piper betel Leaf Extract and Its Constituents[J]. Journal of Agricultural and Food Chemistry, 2006, 54 24: 9046-9054. DOI: 10.1021/jf061679e
[2] KEIJI NISHIWAKI. Structure-Activity Relationships and Docking Studies of Hydroxychavicol and Its Analogs as Xanthine Oxidase Inhibitors.[J]. Chemical & pharmaceutical bulletin, 2018, 66 7: 741-747. DOI: 10.1248/cpb.c18-00197
[3] AIYSVARIYAH RAJEDADRAM. Hydroxychavicol, a polyphenol from Piper betle leaf extract, induces cell cycle arrest and apoptosis in TP53-resistant HT-29 colon cancer cells.[J]. Journal of Zhejiang University. Science. B, 2021, 22 2: 112-122. DOI: 10.1631/jzus.b2000446
[4] ANJALI PANDEY . Modulation of Th1/Th2 cytokines and inflammatory mediators by hydroxychavicol in adjuvant induced arthritic tissues[J]. Cytokine, 2010, 49 1: Pages 114-121. DOI: 10.1016/j.cyto.2009.08.015
[5] ERIN HEATHER Andrew M M Ronald Shimmon. Organic impurity profiling of 3,4-methylenedioxymethamphetamine (MDMA) synthesised from catechol[J]. Forensic science international, 2015, 248: Pages 140-147. DOI: 10.1016/j.forsciint.2014.12.021
[6] AI-HONG YANG. Identification and analysis of the reactive metabolites related to the hepatotoxicity of safrole.[J]. Xenobiotica, 2018, 48 11: 1164-1172. DOI: 10.1080/00498254.2017.1399227

4-Allylpyrocatechol Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-Allylpyrocatechol manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: 4-Allylpyrocatechol 1126-61-0
Price: US $1.10/g
Min. Order: 1g
Purity: 99.0% min
Supply Ability: 100 tons min
Release date: 2025-09-16

Shaanxi Dideu New Materials Co. Ltd

Product: 4-Allylpyrocatechol 1126-61-0
Price: US $0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1000kg
Release date: 2025-05-08

Shaanxi Dideu Medichem Co. Ltd

Product: 4-Allylpyrocatechol 1126-61-0
Price: US $0.10/KG
Min. Order: 1KG
Purity: 98.0%
Supply Ability: 10
Release date: 2024-07-14

1126-61-0, 4-AllylpyrocatecholRelated Search:

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4-DIHYDROXY-ALLYLBENZENE

2-hydroxychavicol

HYDROXYCHAVICOL

4-Allylpyrocatechol

1,2-Benzenediol, 4-(2-propen-1-yl)-

HYDROXYCHAVICOL(P)

1,2-Dihydroxy-4-allylbenzene

4-(2-Propenyl)-1,2-benzenediol

4-Allyl-1,2-benzenediol

4-Allyl-1,2-dihydroxybenzene

3,4-DIHYDROXY-ALLYLBENZENE 4-Allylpyrocatechol

4-Allylcatechol, 10 mM in DMSO

1126-61-0