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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/REAXYS Number:
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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GHS07

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Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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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