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227811

Sigma-Aldrich

2-Phenylhydroquinone

97%

Synonym(s):

2,5-Biphenyldiol, 2,5-Dihydroxybiphenyl

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About This Item

Linear Formula:
C6H5C6H3(OH)2
CAS Number:
Molecular Weight:
186.21
Beilstein/REAXYS Number:
1949429
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

mp

98-100 °C (lit.)

functional group

phenyl

SMILES string

Oc1ccc(O)c(c1)-c2ccccc2

InChI

1S/C12H10O2/c13-10-6-7-12(14)11(8-10)9-4-2-1-3-5-9/h1-8,13-14H

InChI key

XCZKKZXWDBOGPA-UHFFFAOYSA-N

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pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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G D Johnson et al.
Journal of agricultural and food chemistry, 49(5), 2497-2502 (2001-05-23)
Sodium orthophenylphenate (SOPP) has been used extensively for >40 years to control postharvest diseases of citrus fruits. Studies of the metabolism of [(14)C]SOPP have identified orthophenylphenol (OPP) as the major metabolite with phenylhydroquinone (PHQ) as a minor metabolite. The whole-fruit
T Okubo et al.
Biological & pharmaceutical bulletin, 23(2), 199-203 (2000-03-08)
Moutan Cortex (root cortex of Paeonia suffruticosa ANDREWS) and Paeoniae Radix (root of Paeonia lactiflora PALLAS) are crude drugs used in many traditional prescriptions and have constituents in common. We studied the effects of extracts of these crude drugs and
Y Nakagawa et al.
Biochemical pharmacology, 45(10), 1959-1965 (1993-05-25)
The cytotoxic effects of biphenyl (BP) and its hydroxylated derivatives, o-phenylphenol (OPP), m-phenylphenol (MPP), p-phenylphenol (PPP), 2-biphenylyl glycidyl ether (OPP-epoxide), phenyl-hydroquinone (PHQ), o,o'-biphenol (o,o'-BPol) and p,p'-biphenol (p,p'-BPol), were investigated in freshly isolated rat hepatocytes. OPP, MPP and PPP, at concentration
E Horvath et al.
Carcinogenesis, 13(10), 1937-1939 (1992-10-01)
Using 32P-postlabeling we studied DNA adduct formation in HL-60 cells treated with the o-phenylphenol metabolites o-phenylhydroquinone (o-PHQ) and o-phenylbenzoquinone (o-PBQ). Treatment with 25-500 microM o-PHQ for 8 h produced one principal and three minor adducts with a relative distribution of
Y Nakagawa et al.
Cancer letters, 101(2), 227-232 (1996-03-29)
The induction of 8-hydroxy-2'-deoxyguanosine (8-OHdG), an index of oxidative DNA modification, was investigated in CHO-K1 cells exposed to phenyl-hydroquinone (PHQ), a major metabolite of ortho-phenylphenol (OPP), an antimicrobial. Addition of PHQ at a concentration of 50 microM to CHO cell

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