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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2044947
Assay:
95%
Form:
solid
InChI
1S/C10H8O2/c11-8-5-1-3-7-4-2-6-9(12)10(7)8/h1-6,11-12H
SMILES string
Oc1cccc2cccc(O)c12
InChI key
OENHRRVNRZBNNS-UHFFFAOYSA-N
assay
95%
form
solid
mp
137-143 °C
storage temp.
2-8°C
Quality Level
Related Categories
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.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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
Hong Jiang et al.
Gene, 602, 8-15 (2016-11-16)
A PKS1 gene responsible for the melanin biosynthesis and a NPG1 gene in Aureobasidium melanogenum XJ5-1 were cloned and characterized. An ORF of the PKS1 gene encoding a protein with 2165 amino acids contained 6495bp while an ORF of the
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
Total synthesis and antifungal activity of palmarumycin CP17 and its methoxy analogues
Wang R, et al.
Molecules (Basel), 21, 600-600 (2016)
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