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274127

Sigma-Aldrich

1,6-Dihydroxynaphthalene

99%

Synonym(s):

1,6-Naphthalenediol

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About This Item

Linear Formula:
C10H6(OH)2
CAS Number:
575-44-0
Molecular Weight:
160.17
Beilstein:
1939032
EC Number:
209-386-7
MDL number:
MFCD00003981
UNSPSC Code:
12162002
PubChem Substance ID:
24856565
NACRES:
NA.23

Quality Level

200

Assay

99%

mp

130-133 °C (lit.)

SMILES string

Oc1ccc2c(O)cccc2c1

InChI

1S/C10H8O2/c11-8-4-5-9-7(6-8)2-1-3-10(9)12/h1-6,11-12H

InChI key

FZZQNEVOYIYFPF-UHFFFAOYSA-N

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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2,3-Dihydroxynaphthalene ≥98.0% (HPLC)

Sigma-Aldrich

37760

2,3-Dihydroxynaphthalene

Mårten Jacobsson et al.
Journal of medicinal chemistry, 49(6), 1932-1938 (2006-03-17)
The antiproliferative activity of the 14 isomeric monoxylosylated dihydroxynaphthalenes has been tested in vitro toward normal HFL-1 and 3T3 A31 cells as well as transformed T24 and 3T3 SV40 cells. The antiproliferative effect toward HFL-1 cells was correlated with the
Takuto Kumano et al.
Bioorganic & medicinal chemistry, 16(17), 8117-8126 (2008-08-07)
NphB is a soluble prenyltransferase from Streptomyces sp. strain CL190 that attaches a geranyl group to a 1,3,6,8-tetrahydroxynaphthalene-derived polyketide during the biosynthesis of anti-oxidant naphterpin. Here we report multiple chemoenzymatic syntheses of various prenylated compounds from aromatic substrates including flavonoids
Philipp Zeyhle et al.
PloS one, 9(6), e99122-e99122 (2014-06-04)
Recently, novel prenylated derivatives of 1,6-dihydroxyphenazine have been isolated from the marine sponge-associated Streptomyces sp. SpC080624SC-11. Genome sequencing of this strain now revealed a gene cluster containing all genes necessary for the synthesis of the phenazine and the isoprenoid moieties.

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