Phenyl 1-hydroxy-2-naphthoate, liquid crystal Intermediate
Intermediate for the synthesis of natural products and anti-carcinogenic compounds, liquid crystal intermediates.
Phenyl 1-Hydroxy-2-naphthoate (PHN) is a phenyl ester of 1-hydroxy-2-naphthoic acid. Hydroxynaphthoate derivatives are well known for their biological and medicinal properties. The 1-hydroxy-2-naphthoate moiety has been discovered in natural products such as the cytotoxic compounds 3-hydroxymollugin and 3-methoxymollugin. For their biological and medicinal properties, hydroxynaphthoates play an important role in drug discovery and they have been used as intermediates for the synthesis of the anti-carcinogenic compounds.
Research also shows that both methyl 1-hydroxy-2-naphthoate and ethyl 1,6-dihydroxy-2-naphthoate develop anti-inflammatory activity, while 1-hydroxy-2-naphthoic acid itself has been recognized as an antibacterial agent.
|Full Name||Phenyl 1-hydroxy-2-naphthoate|
|Synonyms||1-Hydroxy-2-naphthoic acid phenyl ester, 2-Phenoxycarbonyl-1-naphthol, Phenyl 1-hydroxy-2-naphthalate|
|Classification / Family||Hydroxynaphthoate derivatives, Anti-inflammatory activity, Antibacterial|
|Melting Point||93.0 to 96.0 °C|
MSDS DocumentationPhenyl 1-hydroxy-2-naphthoate MSDS Sheet
Literature and Reviews
- Solvatochromism and intramolecular hydrogen-bonding assisted dipole moment of phenyl 1-hydroxy-2-naphthoate in the ground and excited states, I. Sıdır et al., J. Mol. Liq., 221, 972-985 (2016); DOI: 10.1016/j.molliq.2016.06.019.
- Infrared Spectrum and UV-Induced Photochemistry of Matrix-Isolated Phenyl 1-Hydroxy-2-Naphthoate, I. Sıdır et al., Photochem., 1(1), 10-25 (2021); DOI: 10.3390/photochem1010002.
- Crystal structure of phenyl 1-hydroxy-2-naphthoate, an unexpected product from an attempted aryl aryl coupling reaction, K Peters et al., Z. Kristallogr. Cryst. Mater., 210 (3), 210-211 (1995); DOI: 10.1524/zkri.1922.214.171.124.
- An Experimental and Theoretical Investigation of the Photophysics of 1-Hydroxy-2-naphthoic Acid, H. Mishra et al., J. Phys. Chem. A, 109, 12, 2746–2754 (2005); DOI: 10.1021/jp0461091.
- Photoinduced proton transfer in 3-hydroxy-2-naphthoic acid, H. Mishra et al., J. Photochem. Photobiol., 139 (1), 23-36 (2001); DOI: 10.1016/S1010-6030(00)00415-9.
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