20896-27-9

Basic information

• Product Name: 4-AMINO-5-CHLORO-2-ETHOXYBENZOIC ACID
• Synonyms: METHYL 4-AMINO-5-CHLORO-2-METHOXYBENZOATE;Methyl 4-amino-5-chloro-o-anisate;Methyl 2-methoxy-4-amino-5-chlorobenzoate;Benzoicacid, 4-amino-5-chloro-2-methoxy-, methyl ester
• CAS NO: 20896-27-9
• Molecular Formula: C₉H₁₀ClNO₃
• Molecular Weight: 215.63
• Product Categories: Aromatic Esters;Aromatics
• Mol File: 20896-27-9.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 372.255 °C at 760 mmHg
• Flash Point: 178.934 °C
• Appearance: White solid
• Density: 1.302 g/cm³
• Vapor Pressure: 9.74E-06mmHg at 25°C
• Refractive Index: 1.563
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-AMINO-5-CHLORO-2-ETHOXYBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-5-CHLORO-2-ETHOXYBENZOIC ACID(20896-27-9)
• EPA Substance Registry System: 4-AMINO-5-CHLORO-2-ETHOXYBENZOIC ACID(20896-27-9)

Safety Data

• Hazardous Substances Data: 20896-27-9(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

InChI:InChI=1/C9H10ClNO3/c1-13-8-4-7(11)6(10)3-5(8)9(12)14-2/h3-4H,11H2,1-2H3

Upstream product

• 7206-70-4 4-amino-5-chloro-2-methoxybenzoic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 67-56-1 methanol 
• 27492-84-8 Methyl 4-amino-2-methoxybenzoate 
• 65-49-6 4-Aminosalicylic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 7206-70-4 4-amino-5-chloro-2-methoxybenzoic acid 
• 24190-74-7 4-amino-5-chloro-2-methoxybenzamide 
• 1025842-99-2 5-Chloro-4-(cyclopropanecarbonyl-amino)-2-methoxy-benzoic acid methyl ester 
• 1028308-21-5 5-Chloro-4-(cyclobutanecarbonyl-amino)-2-methoxy-benzoic acid methyl ester 
• 871932-88-6 5-chloro-4-cyclohexylamino-2-methoxybenzoic acid methyl ester 
• 160845-84-1 1-(4-amino-5-chloro-2-methoxy-phenyl)-5-(piperidin-1-yl)pentan-1-one 
• 4093-31-6 methyl 2-methoxy 4-acetamido 5-chloro benzoate 
• 743461-60-1 methyl 4-Acryloylamino-5-chloro-2-methoxybenzoate 
• 150007-96-8 C₁₁H₁₂ClNO₅ 
• 1026950-89-9 5-Chloro-4-(cyclopropanecarbonyl-amino)-2-methoxy-N-[(S)-1-(2,2,2-trifluoro-acetyl)-pyrrolidin-3-yl]-benzamide 

Relevant articles and documents

Copper-mediated etherification of arenes with alkoxysilanes directed by an (2-aminophenyl)pyrazole group

An efficient copper-mediated etherification of inert C-H bonds of (hetero)arenes with reagent-amounts of alkoxysilanes and alkanols has been developed using (2-aminophenyl)pyrazole (2-APP) as a removable directing group. The reaction is scalable, rapidly proceeds under an open atmosphere, and tolerates diverse functional groups to provide alkyl aryl ethers in high yields (up to 87%). As an application, the formal synthesis of anti-emetic drug metoclopramide is accomplished.

Novel multitarget-directed ligands targeting acetylcholinesterase and σ1 receptors as lead compounds for treatment of Alzheimer's disease: Synthesis, evaluation, and structural characterization of their complexes with acetylcholinesterase

Pleiotropic intervention may be a requirement for effective limitation of the progression of multifactorial diseases such as Alzheimer's Disease. One approach to such intervention is to design a single chemical entity capable of acting on two or more targets of interest, which are accordingly known as Multi-Target Directed Ligands (MTDLs). We recently described donecopride, the first MTDL able to simultaneously inhibit acetylcholinesterase and act as an agonist of the 5-HT4 receptor, which displays promising activities in vivo. Pharmacomodulation of donecopride allowed us to develop a novel series of indole derivatives possessing interesting in vitro activities toward AChE and the σ1 receptor. The crystal structures of complexes of the most promising compounds with Torpedo californica AChE were solved in order to further understand their mode of inhibition.

Synthetic method of 4-amino-5-chloro-2-methoxyl benzoic acid

The invention discloses a synthetic method of 4-amino-5-chloro-2-methoxyl benzoic acid, wherein the synthetic method includes the steps of dimethyl sulphate methylation, N-chloro-succinimide chlorination, alkaline hydrolysis de-esterification and hydrochloric acid acidification to prepare an intermediate product, wherein aminosalicylic acid, which is low in cost and easy to obtain, is employed as a raw material. The synthetic method is reasonable and simple in process route design, is mild in reaction conditions, is easy to industrially operate, is low in costs of raw material and devices, is high in yield and product quality, and is effectively reduced in production cost.