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

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

Signal Word

Warning

Hazard Statements

H252,H317,H412

Hazard Classifications

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

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 2

Flash Point(F)

537.8 °F

Flash Point(C)

281 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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