4093-28-1

Basic information

• Product Name: METHYL 4-ACETAMIDO-2-METHOXYBENZOATE
• Synonyms: 4-ACETYLAMINO-2-HYDROXY-BENZOIC ACID METHYL ESTER;4-ACETYLAMINO-2-METHOXY-BENZOIC ACID METHYL ESTER;METHYL 4-(ACETYLAMINO)-2-HYDROXYBENZENECARBOXYLATE;METHYL 4-(ACETYLAMINO)-2-HYDROXYBENZOATE;METHYL 4-ACETAMIDO-2-HYDROXYBENZOATE;methyl 4-(acetylamino)salicylate;Methyl-2-metroxy-4-acetylaminobenzoate;2-Methoxy-4-acetylaminobenzoicacidmethylester
• CAS NO: 4093-28-1
• Molecular Formula: C₁₀H₁₁NO₄
• Molecular Weight: 209.2
• EINECS: 223-838-0
• Product Categories: Aromatic Esters;Organic acids;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 4093-28-1.mol

Chemical Properties

• Melting Point: 146-147°
• Boiling Point: 405.1 °C at 760 mmHg
• Flash Point: 198.8 °C
• Appearance: /
• Density: 1.317 g/cm³
• Vapor Pressure: 3.85E-07mmHg at 25°C
• Refractive Index: 1.597
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 9.29±0.10(Predicted)
• CAS DataBase Reference: METHYL 4-ACETAMIDO-2-METHOXYBENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-ACETAMIDO-2-METHOXYBENZOATE(4093-28-1)
• EPA Substance Registry System: METHYL 4-ACETAMIDO-2-METHOXYBENZOATE(4093-28-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 4093-28-1(Hazardous Substances Data)

Usage

Chemical Properties

Light Brown Solid

Uses

Methyl 4-Acetamido-2-hydroxybenzoate is a reagent used in the synthesis of Mosapride.

InChI:InChI=1/C10H11NO4/c1-6(12)11-7-3-4-8(9(13)5-7)10(14)15-2/h3-5,13H,1-2H3,(H,11,12)

Upstream product

• 186581-53-3 diazomethane 
• 50-86-2 4-acetamidosalicylic acid 
• 67-56-1 methanol 
• 693257-41-9 4-acetamidosalicyloyl chloride 
• 108-24-7 acetic anhydride 
• 4136-97-4 methyl 4-aminosalicylate 
• 75-36-5 acetyl chloride 
• 38059-73-3 5-acetylamino-2-methoxycarbonyl-1-acetoxybenzene 
• 619-19-2 2-hydroxy-4-nitrobenzoic acid 
• 13684-28-1 2-hydroxy-4-nitro-benzoic acid methyl ester 
• 1051863-73-0 2-p-methoxybenzyloxy-4-acetamidobenzoic acid methyl ester 
• 860692-53-1 4-acetylamino-2-isopropoxy-benzoic acid methyl ester 
• 91958-13-3 methyl 2-allyloxy-4-acetylaminobenzoate 
• 107351-59-7 2-benzyloxy-4-acetamidobenzoic acid methyl ester 

Downstream Products

• 857756-26-4 4-acetylamino-2-hydroxy-benzoic acid allylamide 
• 72492-00-3 C₁₃H₁₁NO₅ 
• 72492-99-0 methyl 4-acetylamino-2-<(tetrahydro-2-oxo-3-furanyl)oxy>benzoate 
• 107351-59-7 2-benzyloxy-4-acetamidobenzoic acid methyl ester 
• 59-06-3 methyl 4-acetamido-2-ethoxybenzoate 
• 4093-29-2 methyl 4-(acetylamino)-o-anisate 
• 860692-53-1 4-acetylamino-2-isopropoxy-benzoic acid methyl ester 
• 172093-34-4 methyl 4-(acetylamino)-2-(n-propoxy)benzoate 
• 24190-77-0 methyl 4-acetylamino-5-chloro-2-hydroxybenzoate 
• 202664-73-1 4-Acetylamino-2-(1-methyl-allyloxy)-benzoic acid methyl ester 
• 201214-52-0 4-Acetylamino-2-hydroxy-5-iodo-benzoic acid methyl ester 
• 91958-13-3 methyl 2-allyloxy-4-acetylaminobenzoate 
• 152880-16-5 methyl 4-acetylamino-2-propargyloxybenzoate 
• 132976-79-5 methyl 4-(acetylamino)-2-[(2-methyl-2-propenyl)oxy]benzoate 

Relevant articles and documents

Preparation method of key intermediate 4-amino-5-halobenzofuran-7-carboxylic acid of 5-HT4 receptor stimulant

The invention discloses a preparation method of a key intermediate 4-amino-5-halobenzofuran-7-carboxylic acid of a 1,5-HT4 receptor stimulant, belonging to the field of organic synthesis. According tothe preparation method, para-protected amino-o-hydroxybenzoic acid/hydroxybenzoate, a halogenating reagent and triethyl acetenyl silicon are used as main raw materials, and a three-step reaction is performed to obtain the 4-amino-5-halobenzofuran-7-carboxylic acid. The method has the advantages of simple process operation, short reaction steps, easy separation of the intermediate, total yield ofmore than 51%, usage cheap and easily available raw materials and greatly reduced production cost; and thus, the method has obvious competitive advantages.

Methyl 4-acetamido-2-butoxybenzoate derivatives as well as preparation method and application thereof

The invention relates to methyl 4-acetamido-2-butoxybenzoate derivatives as well as a preparation method and application thereof, and belongs to the field of medicinal chemistry. The structural formula of the methyl 4-acetamido-2-butoxybenzoate derivatives is shown in the specification, wherein R1 is alkyl, substituted phenyl, heteroaromatic ring group or substituted styryl; and R2 is fatty aminoor benzylamino. The preparation method is simple and high in yield. Most compounds provided by the invention have good influenza virus neuraminidase inhibition activity.

Preparation method of ethopabate

The invention discloses a preparation method of ethopabate. Initially, para-aminosalicylic acid and p-toluene sulfonic acid are dissolved in methanol to form a mixed solution, the mixed solution is put in a reaction bottle, evenly stirred and heated, and a thermal insulation reaction is carried out; sodium acetate is added into a methyl p-aminosalicylate reaction liquid, the pH and temperature ofthe reaction liquid are controlled, acetylase is added, and a reaction is carried out to obtain methyl p-acetaminosalicylate; methyl p-acetaminosalicylate is added into acetone, heating is carried out, diethyl sulfate is added dropwisely, and after adding dropwisely is completed, a reaction is carried out to obtain ethopabate. The method has the advantages that industrial production can be achieved, resource conservation and environmental protection can be achieved, the cost can be better saved, the product quality is stable, the yield is high, and the method is suitable for large-scale industrial stable production.

Synthetic method for prucalopride succinate intermediate 4-amino-5-chloro-2,3-dihydrobenzofuran-7-carboxylic acid

The invention belongs to the technical field of medicines, and relates to a synthetic method for a prucalopride succinate intermediate 4-amino-5-chloro-2,3-dihydrobenzofuran-7-carboxylic acid. The final product 4-amino-5-chloro-2,3-dihydrobenzofuran-7-carboxylic acid is obtained by using p-aminosalicylic acid as a starting raw material, successively performing esterification, acylation, and twice halogenation to obtain 4-acetylamino-3-bromo-5-chloro-2-hydroxybenzoic acid methyl ester, then performing substitution reaction on 1,2-dibromoethane and the 4-acetylamino-3-bromo-5-chloro-2-hydroxybenzoic acid methyl ester to obtain 4-acetylamino-3-bromo-2-(2-bromoethoxy)-5-chlorobenzoic acid methyl ester, and successively performing cyclization and hydrolyzation. According to the invention, the raw materials are easy to get, the operation is simple and mild, the production period is short, the purity is high, the safety is good, the costs are low, and the synthetic method is suitable for industrialized production.

Dual-Reactable Fluorescent Probes for Highly Selective and Sensitive Detection of Biological H2S

Hydrogen sulfide (H2S) is an important endogenous signaling molecule with a variety of biological functions. Development of fluorescent probes for highly selective and sensitive detection of H2S is necessary. We show here that dual-reactable fluorescent H2S probes could react with higher selectivity than single-reactable probes. One of the dual-reactable probes gives more than 4000-fold turn-on response when reacting with H2S, the largest response among fluorescent H2S probes reported thus far. In addition, the probe could be used for high-throughput enzymatic assays and for the detection of Cys-induced H2S in cells and in zebrafish. These dual-reactable probes hold potential for highly selective and sensitive detection of H2S in biological systems. Two heads are better than one: Fluorescent probes with two types of reactive heads (R1 and R2) for H2S can lead to a higher selectivity than that of single-reactable probes (See Figure). The probe was used for highly selective and sensitive detection of biological H2S.

AMIDE COMPOUNDS AS 5-HT4 RECEPTOR AGONISTS

The present invention relates to compounds of formula (I), including their stereoisomers and pharmaceutically acceptable salts. This invention also relates to methods of making such compounds and pharmaceutical compositions comprising such compounds. The compounds of this invention are useful in the treatment of various disorders that are related to 5-hydroxytryptamine 4 (5-HT4) receptor.

TYK2 INHIBITORS AND USES THEREOF

The present invention provides compounds, compositions thereof, and methods of using the same for the inhibition of TYK2, and the treatment of TYK2-mediated disorders.

HETEROARYL COMPOUNDS AS 5-HT4 RECEPTOR LIGANDS

The present invention relates to novel compounds of formula (I), and their pharmaceutically acceptable salts and compositions containing them. The present invention also relates to a process for the preparation of above said novel compounds, and their pharmaceutically acceptable salts. The compounds of formula (I) are useful in the treatment of various disorders that are related to 5-HT4 receptors.

HETEROARYL COMPOUNDS AS 5-HT4 RECEPTOR LIGANDS

The present invention relates to novel compounds of formula (I), and their pharmaceutically acceptable salts and compositions containing them. The present invention also relates to a process for the preparation of above said novel compounds, and their pharmaceutically acceptable salts. The compounds of formula (I) are useful in the treatment of various disorders that are related to 5-HT4 receptors.

4,5-Diamino-3-Halo-2-Hydroxybenzoic Acid Derivatives and Preparations Thereof

Disclosed are 4,5-diamino-3-halo-2-hydroxybenzoic acid derivatives and manufactures thereof. The 4,5-diamino-3-halo-2-hydroxybenzoic acid derivatives are presented by formula (I): wherein R1 group is H, CH3, or C2H5; R2 group is H, or Br; R3 group is CH3, or C3H7; and R4 group is H, or C(═NH)—NH2. 4,5-diamino-3-halo-2-hydroxybenzoic acid derivatives provided here were non-toxic to MDCK cells, particularly compounds 6a, 6b, 6c, 6e, 6f, 7a, 7b and 8 had better anti-H1N1 activity. In the future, these compounds can be used to focus on viral neuraminidases as targets to develop effective anti-influenza drugs.