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Merck
CN

37625

4,4′-Dihydroxybiphenyl

purum, ≥98.0% (HPLC)

Synonym(s):

4,4′-Biphenol, 4,4′-Biphenyldiol, 4,4′-Diphenol

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About This Item

Linear Formula:
HOC6H4C6H4OH
CAS Number:
92-88-6
Molecular Weight:
186.21
EC Number:
202-200-5
UNSPSC Code:
12162002
PubChem Substance ID:
24863431
Beilstein/REAXYS Number:
1908886
MDL number:
MFCD00002348

Key Documents

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grade

purum

assay

≥98.0% (HPLC)

mp

280-282 °C (lit.), 280-285 °C

SMILES string

Oc1ccc(cc1)-c2ccc(O)cc2

InChI

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

InChI key

VCCBEIPGXKNHFW-UHFFFAOYSA-N

Gene Information

human ... ESR1(2099), ESR2(2100), MMP3(4314)

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pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

Aquatic Chronic 3 - Self-heat. 2 - Skin Sens. 1

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk

WGK 2

flash_point_f

537.8 °F

flash_point_c

281 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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J H Golbeck et al.
Journal of bacteriology, 156(1), 49-57 (1983-10-01)
Biphenyl metabolism in Aspergillus toxicarius occurs by successive hydroxylations in the 4- and 4'-positions, followed by conjugation with sulfate to produce 4-hydroxybiphenyl-O-sulfonic acid and 4,4'-dihydroxybiphenyl-O-sulfonic acid. The hydroxylation reactions normally occur only after a prolonged lag period after which the
Jae Kyung No et al.
Biological & pharmaceutical bulletin, 29(1), 14-16 (2006-01-06)
In our previous study, we showed that 4,4'-dihydroxybiphenyl (44'-BP) reduced melanin content via the inhibition of tyrosinase. In the current study, we utilized 44'-BP treated B16 melanoma cells (B16 cells) to measure several key cellular parameters known to be involved
Yukio Murakami et al.
Anticancer research, 29(6), 2403-2410 (2009-06-17)
The anthropogenic substance 4,4'-biphenol and its analogues are estrogenic and cytotoxic. It has been previously found that synthesized ortho-dimers of phenolic compounds possess potent antioxidative and anti-inflammatory activity. To clarify the relationships between radical-scavenging and anti-inflammatory activities, the radical-scavenging activities
L G McGirr et al.
Chemico-biological interactions, 60(1), 85-99 (1986-10-15)
Oxidation of p,p'-biphenol with horseradish peroxidase (HRP)-hydrogen peroxide in the presence of bovine serum albumin or with bone marrow cell homogenate-hydrogen peroxide resulted in the formation of reactive products that conjugate with protein. Glutathione prevented the protein binding. Glutathione readily
M Gill et al.
Zeitschrift fur Naturforschung. Section C, Biosciences, 39(11-12), 1027-1029 (1984-11-01)
Extraction of fresh sporophores of the fungus Agaricus xanthodermus yields 4,4'-dihydroxy-azobenzene, phenol, p-quinol, and 4,4'-dihydroxybiphenyl. This is the first report of an azo compound arising endogenously in nature, while phenol, p-quinol and 4,4'-dihydroxybiphenyl have not previously been isolated from higher
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Global Trade Item Number

SKUGTIN
30415-100MG04061826666760

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