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168734

Sigma-Aldrich

4,4′-Dihydroxybiphenyl

97%

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
Beilstein/REAXYS Number:
1908886
EC Number:
202-200-5
MDL number:
MFCD00002348
UNSPSC Code:
12162002
PubChem Substance ID:
24850252
NACRES:
NA.23

Quality Level

100

assay

97%

form

powder

mp

280-282 °C (lit.)

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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Application

Used in the preparation of polyether liquid crystals.

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_germany

WGK 2

flash_point_f

537.8 °F

flash_point_c

281 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBK8334
STBJ8890
STBJ3296
STBH7055
STBH1398

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Angewandte Chemie (International Edition in English), 106, 1563-1563 (1994)
Rainer-B Volk et al.
Microbiological research, 161(2), 180-186 (2006-01-24)
The antimicrobial activity of two cyanobacterial exometabolites, norharmane (9H-pyrido(3,4-b)indole) and 4,4'-dihydroxybiphenyl, was determined in suspension assays. Good anticyanobacterial activities (concentrations of 8-80 microg ml(-1)) and moderate antibacterial (16-160 microg ml(-1)) and antifungal (32-40 microg ml(-1)) activities were found for both
You Jung Kim et al.
Biological & pharmaceutical bulletin, 28(2), 323-327 (2005-02-03)
The color of mammalian skin is determined by many factors, for which visible ones are the degree and distribution of melanin pigmentation. Because tyrosinase, (polyphenol oxidase) is the key enzyme for melanin biosynthesis, the use of various tyrosinase inhibitors is
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
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