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/REAXYS Number:
2044947
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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R Romero-Martinez et al.
Infection and immunity, 68(6), 3696-3703 (2000-05-19)
Sporothrix schenckii is a human pathogen that causes sporotrichosis, an important cutaneous mycosis with a worldwide distribution. It produces dark-brown conidia, which infect the host. We found that S. schenckii synthesizes melanin via the 1,8-dihydroxynaphthalene pentaketide pathway. Melanin biosynthesis in
H F Tsai et al.
Journal of bacteriology, 180(12), 3031-3038 (1998-06-11)
Aspergillus fumigatus, an important opportunistic pathogen which commonly affects neutropenic patients, produces conidia with a bluish-green color. We identified a gene, alb1, which is required for conidial pigmentation. The alb1 gene encodes a putative polyketide synthase, and disruption of alb1
Tuyetnhu Pham et al.
Medical mycology, 58(8), 1178-1186 (2020-03-15)
Aspergillus fumigatus is the most common opportunistic human fungal pathogen responsible for invasive aspergillosis. Gene manipulation is critical for the investigation of A. fumigatus biology and pathogenesis at the molecular level, and it often requires integration of the introduced DNA
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
Pigment biosynthesis and virulence.
A A Brakhage et al.
Contributions to microbiology, 2, 205-215 (1999-10-16)
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