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Merck
CN

18078

4-Allylpyrocatechol

analytical standard

Synonym(s):

1,2-Dihydroxy-4-allylbenzene, 4-(2-Propenyl)-1,2-benzenediol, 4-Allyl-1,2-benzenediol, 4-Allylcatechol, Allylpyrocatechol

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About This Item

Empirical Formula (Hill Notation):
C9H10O2
CAS Number:
Molecular Weight:
150.17
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1937030
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InChI key

FHEHIXJLCWUPCZ-UHFFFAOYSA-N

SMILES string

Oc1ccc(CC=C)cc1O

InChI

1S/C9H10O2/c1-2-3-7-4-5-8(10)9(11)6-7/h2,4-6,10-11H,1,3H2

grade

analytical standard

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

storage temp.

2-8°C

Quality Level

General description

4-Allylpyrocatechol also called 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.

Application

It was used in a study performed to evaluate the phenolic content, antioxidant and antimicrobial activity of the bioactives of Piper Betle leaf extract using TLC-bioautography, HPTLC and GC-MS methods.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

285.8 °F

flash_point_c

141 °C


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A J Amonkar et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 24(12), 1321-1324 (1986-12-01)
The phenolic compounds eugenol and hydroxychavicol were separated from betel leaf extract using C18 phase bonded Hiflosil silica gel. The structures of the two compounds were confirmed by nuclear magnetic resonance data. Neither eugenol nor hydroxychavicol was mutagenic when tested
J H Jeng et al.
Cellular and molecular life sciences : CMLS, 61(1), 83-96 (2004-01-06)
Betel quid (BQ) chewing shows a strong correlation to the incidence of oral submucous fibrosis (OSF), leukoplakia and oral cancer. BQ contains mainly areca nut, lime, Piper betle leaf (PBL) and the inflorescence of P. betle (IPB). Hydroxychavicol (4-allyl-catechol, HC)
M Nagabhushan et al.
Mutagenesis, 4(3), 200-204 (1989-05-01)
Hydroxychavicol and eugenol are the phenolic compounds isolated from betel leaf (piper betel). The modulation of nitrosation of methylurea by sodium nitrite at pH 3.6 and 30 degrees C was studied. The formation of mutagenic N-nitrosomethylurea was monitored by checking
Deh-Wei Tang et al.
Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology, 32(9), 522-529 (2003-09-13)
Elevated expression of cyclooxygenase (COX)-2 has been demonstrated in several human cancers. Whether COX-2 is up-regulated in areca quid (AQ) related oral squamous cell carcinoma (OSCC) is unknown and the potential of AQ ingredients to induce COX-2 expression has not
S F Lee-Chen et al.
Mutagenesis, 11(5), 519-523 (1996-09-01)
Chewing betel quid has been linked to the development of oral cancer. In Taiwan, fresh Piper betle inflorescence is uniquely added to betel quid, and hydroxychavicol is the major phenolic components of P.betle inflorescence. In this study, we tested the

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