85743-02-8

Basic information

• Product Name: 2-AMINO-4-METHOXYCARBONYL BENZOIC ACID
• Synonyms: 2-AMINO-4-METHOXYCARBONYL BENZOIC ACID;2-Carboxy-5-(methoxycarbonyl)aniline;2-amino-benzene-1,4-dicarboxylic acid,4-methyl ester
• CAS NO: 85743-02-8
• Molecular Formula: C₉H₉NO₄
• Molecular Weight: 195.17206
• Product Categories: Esters;Phenyls & Phenyl-Het
• Mol File: 85743-02-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 213 °C
• Boiling Point: 397.7±32.0 °C(Predicted)
• Appearance: /
• Density: 1.373±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 4.51±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-4-METHOXYCARBONYL BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4-METHOXYCARBONYL BENZOIC ACID(85743-02-8)
• EPA Substance Registry System: 2-AMINO-4-METHOXYCARBONYL BENZOIC ACID(85743-02-8)

Safety Data

• Hazardous Substances Data: 85743-02-8(Hazardous Substances Data)

Usage

Description

2-AMINO-4-METHOXYCARBONYL BENZOIC ACID is an organic compound with the chemical formula C8H7NO4. It is a white crystalline solid and is used as an intermediate in the synthesis of various pharmaceutical compounds.

Uses

Used in Pharmaceutical Industry:
2-AMINO-4-METHOXYCARBONYL BENZOIC ACID is used as an intermediate for the preparation of (N-methylpiperazinyl)-containing derivatives of quinazolinone. These derivatives act as fungal efflux pump inhibitors, which are important in the development of antifungal drugs to combat drug-resistant fungal infections.

Upstream product

• 67-56-1 methanol 
• 10312-55-7 3-aminoterephthalic acid 
• 485-80-3 S-adenosyl-L-methionine 
• 808123-08-2 acetylamino-terephthalic acid-1-methyl ester 
• 60728-41-8 1-methyl-2-aminoterephthalate 
• 610-29-7 2-nitroterephthalic acid 
• 74-88-4 methyl iodide 
• 7647-01-0 hydrogenchloride 
• 55737-66-1 2-nitro-4-methoxycarbonylbenzoic acid 
• 5372-81-6 dimethyl aminoterephthalate 
• 99185-32-7 2-acetamidoterephthalic acid 

Downstream Products

• 110442-93-8 2-(2-nitro-ethylidenamino)-terephthalic acid-4-methyl ester 
• 313535-84-1 methyl 4-oxo-3,4-dihydroquinazoline-7-carboxylate 
• 1442660-44-7 methyl 8-benzoylquinoline-5-carboxylate 
• 1374779-76-6 2-(3-chlorobenzo[b]thiophene-2-carboxamido)terephthalic acid-4-methyl ester 
• 1374779-78-8 C₂₄H₂₃ClN₂O₄S 

Relevant articles and documents

Carboxyl Methyltransferase Catalysed Formation of Mono- and Dimethyl Esters under Aqueous Conditions: Application in Cascade Biocatalysis

Carboxyl methyltransferase (CMT) enzymes catalyse the biomethylation of carboxylic acids under aqueous conditions and have potential for use in synthetic enzyme cascades. Herein we report that the enzyme FtpM from Aspergillus fumigatus can methylate a broad range of aromatic mono- and dicarboxylic acids in good to excellent conversions. The enzyme shows high regioselectivity on its natural substrate fumaryl-l-tyrosine, trans, trans-muconic acid and a number of the dicarboxylic acids tested. Dicarboxylic acids are generally better substrates than monocarboxylic acids, although some substituents are able to compensate for the absence of a second acid group. For dicarboxylic acids, the second methylation shows strong pH dependency with an optimum at pH 5.5–6. Potential for application in industrial biotechnology was demonstrated in a cascade for the production of a bioplastics precursor (FDME) from bioderived 5-hydroxymethylfurfural (HMF).

Pd-Catalyzed Selective Synthesis of Cyclic Sulfonamides and Sulfinamides Using K2S2O5 as a Sulfur Dioxide Surrogate

A variety of cyclic sulfonamides and sulfinamides could be selectively synthesized under Pd catalysis using haloarenes bearing amino groups and a sulfur dioxide (SO2) surrogate. The amount of base was key in determining the selectivity. Mechanistic studies revealed that sulfinamides were initially formed via an unprecedented formal insertion of sulfur monoxide and were oxidized to sulfonamides in the presence of an iodide ion and DMSO.

QUINAZOLINONE-TYPE COMPOUNDS AS CRTH2 ANTAGONISTS

This application provides for compounds of the formula Formula I or a pharmaceutically acceptable salt thereof, wherein the individual variables are defined herein, as well as processes to prepare these compounds, pharmaceutical compositions comprising the same and their use in treating disease state associated with the CRTH2 receptor.