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

Chemical Properties

White tooff-white powder

General Description

4-Methoxyisophthalic acid can be prepared by employing the following as a starting material:its dimethyl analogp-cresol4-methoxy-m-xylene3-methyl-4-methoxybenzyl chloride

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

• 25445-34-5 1-methoxy-2,4-bis(chloromethyl)benzene 
• 22955-73-3 dimethyl 4-methoxyisophthalate 
• 5985-24-0 dimethyl 4-hydroxyisophthalate 
• 1450-72-2 5-methyl-2-hydroxyacetophenone 
• 10024-90-5 4-methoxy-3-methylacetophenone 
• 95-48-7 ortho-cresol 
• 20628-07-3 2-acetyl-4-methylanisole 
• 140-39-6 1-acetoxy-4-methylbenzene 
• 106-44-5 p-cresol 
• 100-09-4 4-methoxybenzoic acid 
• 100-66-3 methoxybenzene 
• 99184-44-8 4-methoxy-3-(2,2,2-trichloro-1-hydroxy-ethyl)-benzoic acid 
• 76646-42-9 3-(hydroxymethyl)-4-methoxybenzaldehyde 
• 70347-04-5 4-Methoxy-3-methylbenzoesaeure-methylester 

Downstream Products

• 22955-73-3 dimethyl 4-methoxyisophthalate 

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.

Synthesis and in vitro activities on anti-platelet aggregation of 4-methoxyisophthalamides

A series of 4-methoxyisophthalamides (1d–1w) were designed and synthesized and their chemical structures were confirmed by IR, MS, 1H-NMR, and 13C-NMR. The in vitro on anti-platelet aggregation activities of these compounds were assessed by using Born method. Compounds with higher activities were selected to continue research via Cell Counting Kit-8 (CCK-8) assays of their cytotoxicities. Biological screening results revealed four compounds 1h, 1i, 1q, and 1v exhibited higher activities than the control drugs on against the platelet aggregation induced by adenosine triphosphate (ADP). Moreover, compounds 1p and 1q exhibited higher in vitro activities than picotamide induced by collagen at the concentration of 1.3 μM. Compound 1p also possessed anti-platelet aggregation activity superior to the control drug picotamide induced by arachidonic acid (AA) at the concentration of 1.3 μM. At the same time, the result of cytotoxicities exhibited that none of the compounds have significant cytotoxicities. Therefore, 4-methoxyisophthalamides are potential to become novel anti-platelet drugs with high activities and minimum toxicities.

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.