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

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

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

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 
• 1374785-44-0 N-(4-chlorophenyl)-3-(3,6-dichlorobenzo[b]thiophene-2-carboxamido)terephthalamic acid methyl ester 

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).

Syntheses of o-iodobenzyl alcohols?BODIPY structures as potential precursors of bimodal tags for positron emission tomography and optical imaging

Aiming the faster development from bench to bedside of new potential tracers, multimodal tracers for positron emission tomography (PET) and optical imaging (OI) have emerged as a very promising tool. Indeed, they combine the simplicity of use of optical techniques for in vitro/in vivo pre-clinical studies with the various clinical possibilities offered by PET imaging using their radioactive versions. In this context, the preparation of new tags detectable by fluorescence imaging and potentially suitable for PET imaging after a last-step 11C-labeling of the corresponding precursor has been investigated. Various designs and syntheses were explored by linking o-iodobenzyl alcohols and tetramethyl-BODIPY moieties together. Among them, the most promising structure was produced in 30% yield over five steps from a commercially available and inexpensive starting material.

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.

A biotin-conjugated pyridine-based isatoic anhydride, a selective room temperature RNA-acylating agent for the nucleic acid separation

Isatoic anhydride derivatives, including a biotin and a disulfide linker were specifically designed for nucleic acid separation. 2′-OH selective RNA acylation, capture of biotinylated RNA adducts by streptavidin-coated magnetic beads and disulfide chemica

NEUROTRYPSIN INHIBITORS

The invention relates to acylamino-phthalic acid amides and related compounds of formula (I) wherein A is -CONR3R4,-NR5COR6, -NHR7, -OR8, -mR9, -CH2NRI0R11, -(CH2)2-R12, -CH=CH-R12, -C=C-R12, optionally substituted phenyl, optionally substituted thiophenyl, or optionally substituted 1,2,3-triazol-4-yl, W is hydrogen, hydroxy or carboxymethoxy, Y is carboxy, methoxycarbonyl or 2H-tetrazol-5-yl, and the various substituents R have the meanings indicated in the description. These compounds are useful for the treatment and/or prophylaxis of skeletal muscle atrophy, schizophrenia and Alzheimer?s disease, and as cognitive enhancers.

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.

Carbapenem antibiotic compounds

A carbapenem compound of the formula (I) STR1 wherein: R1 is 1-hydroxyethyl, 1-fluoroethyl or hydroxymethyl; R2 is hydrogen or C1-4 alkyl; R3 is hydrogen or C1-4 alkyl; R4 is hydroxy or carboxy; and the phenyl ring is optionally further substituted by one or two substituents selected from halo, cyano, C1-4 alkyl, nitro, hydroxy, carboxy, C1-4 alkoxy, trifluoromethyl, C1-4 alkoxycarbonyl, carbamoyl, C1-4 alkylcarbamoyl, di-C1-4 alkylcarbamoyl, amino, C1-4 alkylamino, di-C1-4 alkylamino sulphonic acid, C1-4 alkylS(O)n --(wherein n is 0-2), N-C1-4 alkanesulphonamido, C1-4 alkanoylamino and C1-4 alkanoyl(N-C1-4 alkyl)amino: provided that the phenyl ring is substituted by at least one carboxy; or a pharmaceutically acceptable salt or in vivo hydrolysable ester thereof.