14748-94-8

Basic information

• Product Name: 1,4-dihydroxy-3-methyl-2-naphthyl 4-aminobenzoate
• Synonyms: 1,4-dihydroxy-3-methyl-2-naphthyl 4-aminobenzoate;Aminaftone;4-Aminobenzoic acid 1,4-dihydroxy-3-methylnaphthalen-2-yl ester;Capillarema;Menatriol;3-Methyl-1,2,4-naphthalenetriol-2-(4-aminobenzoate);Capilarema;Einecs 238-809-8
• CAS NO: 14748-94-8
• Molecular Formula: C₁₈H₁₅NO₄
• Molecular Weight: 309.316
• EINECS: 238-809-8
• Mol File: 14748-94-8.mol

Chemical Properties

• Boiling Point: 617.1°Cat760mmHg
• Flash Point: 327°C
• Appearance: /
• Density: 1.39g/cm³
• Vapor Pressure: 8.03E-16mmHg at 25°C
• Refractive Index: 1.727
• PKA: 8.00±0.50(Predicted)
• CAS DataBase Reference: 1,4-dihydroxy-3-methyl-2-naphthyl 4-aminobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-dihydroxy-3-methyl-2-naphthyl 4-aminobenzoate(14748-94-8)
• EPA Substance Registry System: 1,4-dihydroxy-3-methyl-2-naphthyl 4-aminobenzoate(14748-94-8)

Safety Data

• Hazardous Substances Data: 14748-94-8(Hazardous Substances Data)

Usage

Uses

Used in Cosmetic Industry:
1,4-dihydroxy-3-methyl-2-naphthyl 4-aminobenzoate is used as a UV filter in sunscreens for its ability to provide broad-spectrum protection against both UVA and UVB rays. It is valued for its effectiveness in shielding the skin from the damaging effects of the sun, reducing the risk of sunburn and long-term skin damage, including premature aging and skin cancer.
Used in Sunscreen Formulations:
1,4-dihydroxy-3-methyl-2-naphthyl 4-aminobenzoate is used as a key ingredient in sunscreen formulations for its capacity to absorb and scatter UV radiation. It is often combined with other UV filters to enhance the overall protection offered by the product, ensuring comprehensive defense against a wide range of UV wavelengths.
Used in Skin Care Products:
In addition to sunscreens, 1,4-dihydroxy-3-methyl-2-naphthyl 4-aminobenzoate is also utilized in various skin care products designed to protect the skin from environmental aggressors. Its inclusion in these products helps maintain skin health by reducing the impact of UV radiation on the skin's structure and function.
Used in Regulatory Compliance:
1,4-dihydroxy-3-methyl-2-naphthyl 4-aminobenzoate is used in cosmetic products in compliance with regulatory standards that approve its safety and efficacy. It meets the criteria set by agencies for UV filters in personal care products, ensuring that consumers have access to reliable and safe sun protection options.

InChI:InChI=1/C18H15NO4/c1-10-15(20)13-4-2-3-5-14(13)16(21)17(10)23-18(22)11-6-8-12(19)9-7-11/h2-9,20-21H,19H2,1H3

Upstream product

• 150-13-0 4-amino-benzoic acid 
• 14748-93-7 4-Nitro-benzoic acid 3-methyl-1,4-dioxo-1,4-dihydro-naphthalen-2-yl ester 

Relevant articles and documents

New process for the synthesis of aminaphtone

The present invention concerns a new process for the synthesis of aminaphtone, which makes use of non-toxic solvents and reagents, under mild reaction and temperature conditions.

PROCESS FOR THE SYNTHESIS OF AMINAPHTONE

The present invention concerns a new process for the synthesis of aminaphtone, which makes use of non-toxic solvents and reagents, under mild reaction and temperature conditions. The aminaphtone obtained with the method of the present invention also has a purity of at least 98% in weight. The method comprises the following steps: a) epoxidating menadione 1 to provide epoxide 2, b) acidifying epoxide 2 to provide hydroxynaphthoquinone 3, c) esterifying between hydroxynaphthoquinone 3 and 4-aminobenzoyl chloride to obtain compound 4, and d) reducing compound 4 in the presence of a reducing agent in water to obtain aminaphtone.

Process for the preparation of aminaphtone

Herein described is a new process for the preparation of aminaphtone with high purity. Said process uses solvents with low toxicity, mild reaction conditions - such as temperature and pressure - within a short time.