740683
1,8-Dihydroxynaphthalene
95%
Synonym(s):
1,8-Naphthalenediol
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About This Item
Empirical Formula (Hill Notation):
C10H8O2
CAS Number:
Molecular Weight:
160.17
Beilstein:
2044947
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
95%
form
solid
mp
137-143 °C
storage temp.
2-8°C
SMILES string
Oc1cccc2cccc(O)c12
InChI
1S/C10H8O2/c11-8-5-1-3-7-4-2-6-9(12)10(7)8/h1-6,11-12H
InChI key
OENHRRVNRZBNNS-UHFFFAOYSA-N
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Application
1,8-Dihydroxynaphthalene (DHN) can be used as:
- An intermediate in the preparation of benzo analogs of spiromamakone A.
- A starting material to synthesize naphthopyran derivatives.
- An intermediate in the total synthesis of palmarumycin CP17 analogs.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Pigment biosynthesis and virulence.
A A Brakhage et al.
Contributions to microbiology, 2, 205-215 (1999-10-16)
E S Jacobson et al.
Infection and immunity, 63(12), 4944-4945 (1995-12-01)
1,8-Dihydroxynaphthalene melanin in Wangiella dermatitidis and Alternaria alternata was titrated in vivo with the oxidants permanganate, hypochlorite, and H2O2. Melanized strains neutralized more oxidant and withstood higher concentrations of permanganate and hypochlorite than albino strains did. H2O2 killing required 1,000-fold
E Thines et al.
The Journal of antibiotics, 51(4), 387-393 (1998-06-19)
From submerged cultures of Scytalidium sp. 36-93, ten metabolites were isolated due to their effects on dihydroxynaphthalene (DHN) or DOPA melanin biosynthesis. Four of the compounds, scytalols A (1a), B (1b), C (2) and D (3), are new secondary metabolites
Fen Wang et al.
Molecular plant-microbe interactions : MPMI, 33(11), 1315-1329 (2020-08-21)
The role of NADPH oxidases (NOXs) in pathogenesis and development in the Curvularia leaf spot agent Curvularia lunata remains poorly understood. In this study, we identified C. lunata ClNOX2, which localized to the plasma membrane and was responsible for reactive
H F Tsai et al.
The Journal of biological chemistry, 276(31), 29292-29298 (2001-05-15)
Chain lengths and cyclization patterns of microbial polyketides are generally determined by polyketide synthases alone. Fungal polyketide melanins are often derived from a pentaketide 1,8-dihydroxynaphthalene, and pentaketide synthases are used for synthesis of the upstream pentaketide precursor, 1,3,6,8-tetrahydroxynaphthalene (1,3,6,8-THN). However
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