 Home > Encyclopedia > Menthyl anthranilate

Menthyl anthranilate

Menthyl anthranilate structure

CAS No:
134-09-8
Formula:
C17H25NO2
Chemical Name:
Menthyl anthranilate
Synonyms:
Cyclohexanol,5-methyl-2-(1-methylethyl)-,1-(2-aminobenzoate);Anthranilic acid,p-menth-3-yl ester;Cyclohexanol,5-methyl-2-(1-methylethyl)-,2-aminobenzoate;Menthol,anthranilate;Antisolaire;Menthyl anthranilate;Sunburn preventive No. 2;Menthyl o-aminobenzoate;Meradimate;Neo Heliopan MA;(5-Methyl-2-propan-2-ylcyclohexyl) 2-aminobenzoate;2-Amino-benzoic acid 2-isopropyl-5-methyl-cyclohexyl ester;1404094-59-2
Categories:
Analytical Chemistry > Standard

Description

Liquid

Meradimate is a monoterpenoid.|Meradimate, before known as menthyl anthranilate, is used in a maximal concentration of 5% in different products as a UV filter. It is currently required to be named as meradimate in all FDA approved OTC products. Meradimate is approved by the FDA and Health Canada to be used as an ingredient in sunblocking products.

Menthyl anthranilate Basic Attributes

Molecular Weight：

275.39

Exact Mass：

275.39

EC Number：

205-129-8

UNII：

J9QGD60OUZ

DSSTox ID：

DTXSID3047895

HScode：

2922439000

Characteristics

PSA：

52.3

XLogP3：

4.46760

Appearance：

Liquid

Density：

1.04

Melting Point：

62.5-63.5°

Boiling Point：

177-179 °C

Flash Point：

>230 °F

Refractive Index：

1.542

Water Solubility：

H2O: Insoluble

Vapor Pressure：

4.38E-06mmHg at 25°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36

Marks：

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 63 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Toxicity Summary：

Meradimate is considered safe but some studies have shown that it can increase the production of reactive oxygen species.

Protein Binding：

As meradimate is not absorbed, this pharmacokinetic property is not relevant.

Drug Information

Drug Indication：

Meradimate is used as an active ingredient in sunscreens or as a sunblock factor in different products. It fits under the category of broad-spectrum absorbent agent. These characteristics are important to consider due to the fact that this kind of ingredients can either absorb or reflect UV radiation. It is also important to know the type of rays that cover. UVA rays are the responsible of causing sun damage and reaching deeper layers of the skin while UVB can only cause sunburn in the outer layer of the skin. When an agent is of broad spectrum, this means that this agent is capable of acting in both UVA and UVB rays.

Pharmacology：

Meradimate effect provides a low-level, broad-spectrum protecting coverage effect.

Absorption：

Meradimate is not absorbed through the skin.|As meradimate is not absorbed, this pharmacokinetic property is not relevant.

Metabolism/Metabolites：

As meradimate is not absorbed, this pharmacokinetic property is not relevant.

Biological Half-Life：

As meradimate is not absorbed, this pharmacokinetic property is not relevant.

Mechanism of Action：

Meradimate acts by absorbing both the UVA and UVB radiation, this provides this ingredient with a broad spectrum and it explains why it is highly used in different products such as lip balms, lipsticks, and moisturizers. Its protective effective action does not cover completely the UVA rays as it only reaches 336 nm. This has been proven even thought meradimate has a theoretical protective coverage range between 200-380 nm. Its function is related to the intrinsic structure of meradimate which is an ortho-disubstituted aminobenzoate. This structure allows easy electron delocalization and shifts in the maximum absorption.

MeSH Entry Terms：

menthyl anthranilate

Menthyl anthranilate Use and Manufacturing

Uses

Photosensitive chemicals

Production

100,000 - 500,000 lb

Manufacturing Info：

Pharmaceutical and medicine manufacturing|Cyclohexanol, 5-methyl-2-(1-methylethyl)-, 1-(2-aminobenzoate): ACTIVE

Use Classification：

Cosmetics -> Uv absorber

Computed Properties

Molecular Weight:275.4
XLogP3:5.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:275.188529040
Monoisotopic Mass:275.188529040
Topological Polar Surface Area:52.3
Heavy Atom Count:20
Complexity:329
Undefined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

UVA absorber, also known as DEA Methoxy Cinnamate, provides protection against long-wave UVA radiation

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

BULUBIU FACE SUNSCREEN SKINCARE- sunscreen skincare_cream
Manufacturer	Shenzhen Xiaomai Manufacturing Co., Ltd.

Registered Holders

P.F.W., INC.

United States
Inactive