574-00-5
Chemical Structure
1,2-Dihydroxynaphthalene
Synonym(s): 1,2-Naphthalenediol
- CAS No.: 574-00-5
- Formula:C10H8O2
- Molecular Weight:160.17
IUPAC Name: naphthalene-1,2-diol
InChIKey: NXPPAOGUKPJVDI-UHFFFAOYSA-N
SMILES: OC1=C2C=CC=CC2=CC=C1O
Biological Activity: 1,2-Dihydroxynaphthalene is a metabolic intermediate of Naphthalene and a precursor for the formation of 1,2-Naphthoquinone, and is also the most sensitive biomarker of Naphthalene exposure in humans. 1,2-Dihydroxynaphthalene inhibits the AMPK/SIRT3 pathway and activates acetylated p53 and NF-κB by inducing oxidative stress, leading to G2/M cell cycle arrest, senescence, and apoptosis, while also damaging DNA through the formation of depurination adducts, thereby causing mutations. 1,2-Dihydroxynaphthalene can be used in research on cancer and cataracts[1][2][3][4][5].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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1,2-Dihydroxynaphthalene | 98.88% | 1,2-Dihydroxynaphthalene is a metabolic intermediate of Naphthalene and a precursor for the formation of 1,2-Naphthoquinone, and is also the most sensitive biomarker of Naphthalene exposure in humans. 1,2-Dihydroxynaphthalene inhibits the AMPK/SIRT3 pathway and activates acetylated p53 and NF-κB by inducing oxidative stress, leading to G2/M cell cycle arrest, senescence, and apoptosis, while also damaging DNA through the formation of depurination adducts, thereby causing mutations. 1,2-Dihydroxynaphthalene can be used in research on cancer and cataracts. | ||||||||||||||||||||
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References
- [1]. Saeed M, et al. Depurinating naphthalene-DNA adducts in mouse skin related to cancer initiation. Free radical biology & medicine. 2009 Oct 01;47(7):1075-81.
- [2]. Cui T, et al. Naphthalene Metabolites From Long-Term Environmental Tobacco Smoke Induce the Aging of Retinal Pigment Epithelium. Aging cell. 2025 Sep;24(9):e70150.
- [3]. Buckpitt AR, et al. Relationship of naphthalene and 2-methylnaphthaline metabolism to pulmonary bronchiolar epithelial cell necrosis. Pharmacology & therapeutics. 1989 Jan 1;41(1-2):393-410.
- [4]. Zhu X, et al. Selenium effectively inhibits 1,2-dihydroxynaphthalene-induced apoptosis in human lens epithelial cells through activation of PI3-K/Akt pathway. Molecular vision. 2011;17:2019-27.
- [5]. Davies JI, et al. Oxidative metabolism of naphthalene by soil pseudomonads. The ring-fission mechanism. Biochem J. 1964 May;91(2):251-61.
