2206-43-1

Basic information

• Product Name: 4-Methoxyisophthalic acid
• Synonyms: 4-Methoxy Sophthalic Acid;p-MethoxySophthalicAcid;4-METHOXYISOPHTHALIC ACID 98%;4-Methoxybenzene-1,3-dicarboxylic acid;4-Methoxyisophthalic acid;p-Methoxyisophthalic Acid;Room 4-methoxy-acid;5-METHOXY-1,3 DICARBOXYLIC ACID
• CAS NO: 2206-43-1
• Molecular Formula: C₉H₈O₅
• Molecular Weight: 196.16
• EINECS: 218-618-6
• Product Categories: Phthalic Acids, Esters and Derivatives;Organic acids;API intermediates;C9;Carbonyl Compounds;Carboxylic Acids;Building Blocks;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks
• Mol File: 2206-43-1.mol
• Article Data: 13

Chemical Properties

• Melting Point: 275-280 °C(lit.)
• Boiling Point: 407.807 °C at 760 mmHg
• Flash Point: 169.055 °C
• Appearance: /
• Density: 1.416 g/cm³
• Vapor Pressure: 2.21E-07mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: 4-Methoxyisophthalic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methoxyisophthalic acid(2206-43-1)
• EPA Substance Registry System: 4-Methoxyisophthalic acid(2206-43-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 2206-43-1(Hazardous Substances Data)

Usage

Description

4-Methoxyisophthalic acid is an organic compound derived from various starting materials such as its dimethyl analog, p-cresol, 4-methoxy-m-xylene, and 3-methyl-4-methoxybenzyl chloride. It is characterized by its white to off-white powdery appearance and is known for its chemical properties that make it suitable for a range of applications across different industries.

Uses

Used in Chemical Synthesis:
4-Methoxyisophthalic acid is used as a key intermediate in the synthesis of various chemical compounds, including pharmaceuticals, dyes, and other specialty chemicals. Its unique structure allows for versatile reactions and functional group manipulations, making it a valuable building block in the chemical industry.
Used in Pharmaceutical Industry:
4-Methoxyisophthalic acid is used as a starting material for the development of new drugs, particularly those targeting specific diseases. Its chemical properties enable the creation of novel molecular structures with potential therapeutic benefits.
Used in Dye Manufacturing:
In the dye industry, 4-Methoxyisophthalic acid is used as a precursor for the production of various types of dyes, including those used in textiles, plastics, and other materials. Its ability to form colored compounds makes it an essential component in the development of new and improved dyes.
Used in Polymer Production:
4-Methoxyisophthalic acid is utilized in the production of certain types of polymers, such as polyesters and polyamides. Its chemical properties contribute to the formation of polymer chains with specific characteristics, making it a valuable component in the development of new materials with tailored properties.
Used in Coatings and Adhesives:
In the coatings and adhesives industry, 4-Methoxyisophthalic acid is used to improve the performance of these materials. Its chemical properties can enhance the durability, adhesion, and other properties of coatings and adhesives, making it a valuable additive in the formulation of these products.
Used in Agriculture:
4-Methoxyisophthalic acid is employed in the agricultural industry, where it is used as a component in the development of new agrochemicals, such as pesticides and herbicides. Its unique chemical properties allow for the creation of compounds with improved efficacy and selectivity, contributing to more effective and environmentally friendly agricultural practices.

InChI:InChI=1/C9H8O5/c1-14-7-3-2-5(8(10)11)4-6(7)9(12)13/h2-4H,1H3,(H,10,11)(H,12,13)

Upstream product

• 25445-35-6 4-methoxyisophthalaldehyde 
• 77-78-1 dimethyl sulfate 
• 105-67-9 2,4-Xylenol 
• 7722-84-1 dihydrogen peroxide 
• 548-19-6 isoginkgetin 
• 74901-08-9 5-hydroxymethylsalicylaldehyde 
• 74-88-4 methyl iodide 
• 145742-54-7 2-methoxy-5-propyl-benzaldehyde 
• 883541-44-4 2-methoxy-5-methoxymethyl-benzaldehyde 
• 7732-18-5 water 
• 531-99-7 5-acetyl-2-methoxybenzaldehyde 
• 67-64-1 acetone 
• 100-66-3 methoxybenzene 
• 95-48-7 ortho-cresol 

Downstream Products

• 636-46-4 4-hydroxyisophthalic acid 
• 13235-60-4 4-methoxy-1,3-benzenedicarbonyl dichloride 

Relevant articles and documents

Preparation method of picotamide

The invention provides a method for preparing picotamide, which comprises the following steps: taking dimethyl 4-hydroxyl isophthalate as a raw material, carrying out methyl etherification reaction toobtain dimethyl 4-methoxy isophthalate; then, carrying out hydrolysis reaction to obtain 4-methoxy isophthalic acid; and finally, carrying out amidation reaction to obtain picotamide. Compared with atraditional method, the preparation method has the advantages of short synthesis steps, simplicity and convenience in operation, high reaction speed, high yield and the like. Besides, the raw materials required by the method are extracted from waste residues generated in industrial production, the extraction method is simple, the resource utilization rate is increased, the environmental pollutionis reduced, the production cost is reduced, and the method is suitable for large-scale industrial production.

Design, synthesis and biological evaluation of 4-methoxy diaryl isophthalates as antiplatelet agents

A series of 4-methoxy diphenyl isophthalates, which are the isosturctural analogs of picotamide, were designed and synthesized using the concept of isosterism. The structures of these new analogs were characterized by all means of spectroscopy, including 1H NMR, 13C NMR, and MS spectra. In vitro antiplatelet aggregation activities of these compounds were investigated by using Born’s test method. Among the 19 compounds tested for both ADP and collagen inducers, six of them (P216–P219 and P220–P221) were found to exhibit higher activity in vitro antiplatelet aggregation than Picotamide. In particular, the compound P220 bearing a nitrooxyl group showed the highest acitivity 72.1% (induced by collagen) and 72.5% (induced by ADP), with IC50 values of 0.30 μM/L induced by ADP (1.3 μM/L) and LD50 CloseSPigtSPi 2500 mg/kg, could have dual mechanism of action. Evaluation of cytotoxic activity of the compounds against L929 cell line revealed that none of the compounds have significant cytotoxicity. Through the careful analysis of in vitro activity data, the SAR of these compounds was preliminarily deduced. The results of this study showed that 4-methoxy diaryl isophthalates derivatives are potential to become an antiplatelet aggregation agents.

Preparation method for 4-methoxy-1,3-phthalic acid

The invention provides a preparation method for 4-methoxy-1,3-phthalic acid. 4-methoxy-1,3-phthalic acid is key intermediate for preparation of an anti-platelet aggregation drug picotamide (with a trade name of plactidil). According to the preparation method, 4-methoxy-1,3-phthalic acid is prepared from the starting raw material p-methylphenol or o-methylphenol through esterification, Fries rearrangement, methylation, oxidation and acidification. Compared with traditional preparation methods, the preparation method provided by the invention has the advantages of low equipment investment, simple operation, quick reaction, high yield, low synthesis cost, greatly reduced environmental pollution and the like, and is particularly suitable for large-scale industrial production.