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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.
Monomer for drug discovery
1-hydroxy-2-naphthoate moiety has been discovered in natural products
Exhibiting solvatochromism
Attributed to the intramolecular proton transfer
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High purity
>98% High purity
Chemical Structure
General Information
| CAS Number | 132-54-7 |
| Chemical Formula | C17H12O3 |
| Molecular Weight | 264.28 |
| 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 |
Product Details
| Purity | >98% (1HNMR) |
| Form | Off-white powder/crystals |
| Melting Point | 93.0 to 96.0 °C |
MSDS Documentation
Phenyl 1-hydroxy-2-naphthoate MSDS Sheet
Pricing
| Batch | Quantity | Price |
| M2367A1 | 25 g | £125 |
| M2367A1 | 50 g | £220 |
| M2367A1 | 100 g | £340 |
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.1995.210.3.210.
- 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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To the best of our knowledge the information provided here is accurate. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. Products may have minor cosmetic differences (e.g. to the branding) compared to the photos on our website. All products are for laboratory and research and development use only.