Anthranilic Acid Methyl Ester丨CAS 134-20-3

Anthranilic Acid Methyl Ester丨CAS 134-20-3
Product Introduction:
Catalog No.: SS108947
CAS No.: 134-20-3
Active Assay: 99% min
Product Name: Anthranilic acid methyl ester
Molecular Formula: C8H9NO2
Molecular Weight: 151.16
Synonym(s): Methyl Anthranilate
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Technical Parameters
Description

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Specifications of Anthranilic acid methyl ester丨CAS 134-20-3

 

Appearance (30°C)

Colorless to pale yellow clear liquid or crystal

Active Assay

99% min

Melting Point (MP)

24-29°C

Density

1.161-1.169

 

Manufacturing Information of Anthranilic acid methyl ester丨CAS 134-20-3

 

Parameter

Specification

Capacity

100MT/year

Frequency

 

Main Export Countries

 

Capacity/Batch

 

Experience

Production since 2010

Stock

 

 

 

 

Chemical Overview:
Anthranilic acid methyl ester丨CAS 134-20-3, also known as methyl 2-aminobenzoate, is the methyl ester derivative of anthranilic acid. It features an amino group (-NH2) adjacent to a methyl ester functional group attached to a benzene ring. This compound is an important intermediate in organic synthesis due to its reactive amino and ester groups.


 

Applications

Pharmaceutical Intermediate
Anthranilic acid methyl ester is widely used as a key intermediate in the synthesis of various pharmaceutical compounds. Its dual functional groups allow it to serve as a versatile building block for:

Analgesics and antipyretics: It is used in synthesizing derivatives related to non-steroidal anti-inflammatory drugs (NSAIDs).

Antimicrobial agents: It helps in the preparation of drugs with antibacterial and antifungal properties.

Anticancer agents: Some derivatives synthesized from anthranilic acid esters show potential anticancer activity.

Other bioactive compounds: It is a precursor for various heterocyclic compounds, such as quinazolines and benzoxazines, which are important pharmacophores.

Dye and Pigment Industry
Due to its aromatic amino group, anthranilic acid methyl ester is used as a precursor for azo dyes and pigments. It participates in diazotization reactions leading to vibrant colorants for textiles, inks, and plastics.

Chemical Research and Synthesis
It serves as a reagent and intermediate in academic and industrial research laboratories for:

The preparation of Schiff bases and imines.

Formation of heterocycles through cyclization reactions.

Functional group transformations in complex molecule syntheses.

Fragrance Industry
Some derivatives of anthranilic acid esters are used in the formulation of fragrances due to their characteristic odor profiles.


 

Benefits

Versatile Reactivity
The combination of amino and ester groups in the molecule offers multiple reactive sites, enabling diverse chemical transformations, including amidation, cyclization, and substitution reactions.

Key Intermediate for Bioactive Molecules
Anthranilic acid methyl ester's structure is essential in the construction of several pharmacologically active compounds, helping streamline synthetic routes.

Ease of Functionalization
Both the amino group and ester moiety can be selectively modified to produce a wide range of derivatives with tailored properties, facilitating medicinal chemistry efforts.

Relatively Stable and Easy to Handle
As a methyl ester, it is more stable than the free acid form, making it easier to purify, store, and use in industrial processes.

Facilitates Heterocyclic Compound Synthesis
The compound is particularly useful for synthesizing nitrogen-containing heterocycles, which are prevalent in drugs and materials.


 

Summary

Anthranilic acid methyl ester丨CAS 134-20-3 Anthranilic acid methyl ester丨CAS 134-20-3 is a valuable organic intermediate extensively used in pharmaceuticals, dyes, research, and fragrance industries. Its dual functional groups and aromatic structure enable versatile chemical reactions and the synthesis of various bioactive and industrially important compounds. Its stability and ease of modification make it a preferred starting material in complex organic syntheses.

 

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