24190-77-0

Usage

Uses

Used in Pharmaceutical Industry:
4-Acetylamino-5-Chloro-2-Hydroxybenzoic Acid Methyl Ester is used as an intermediate in the synthesis of pharmaceuticals for its potential anti-inflammatory and analgesic properties, offering a foundation for developing new medications to treat pain and inflammation.
Used in Organic Synthesis:
In the chemical industry, 4-Acetylamino-5-Chloro-2-Hydroxybenzoic Acid Methyl Ester is used as a reagent in organic synthesis, contributing to the creation of a variety of organic compounds for different applications.
Used in Cancer Research:
4-Acetylamino-5-Chloro-2-Hydroxybenzoic Acid Methyl Ester is used as a research compound in cancer studies for its ability to inhibit the growth of certain cancer cells, potentially leading to the development of new anticancer drugs.
Used in the Preparation of Bioactive Compounds:
4-Acetylamino-5-Chloro-2-Hydroxybenzoic Acid Methyl Ester is also used as a building block in the preparation of various bioactive compounds, highlighting its importance in the discovery and synthesis of new molecules with therapeutic potential.

InChI:InChI=1/C10H10ClNO4/c1-5(13)12-8-4-9(14)6(3-7(8)11)10(15)16-2/h3-4,14H,1-2H3,(H,12,13)

Upstream product

• 4093-28-1 methyl 4-acetamido-2-hydroxybenzoate 
• 65-49-6 4-Aminosalicylic acid 
• 4136-97-4 methyl 4-aminosalicylate 
• 186581-53-3 diazomethane 
• 21386-96-9 4-acetylamino-5-chlorosalicylic acid 
• 89481-87-8 methyl 4-(acetylamino)-5-chloro-2-(2-propynyloxy)benzoate 

Downstream Products

• 72492-98-9 methyl 4-acetylamino-5-chloro-2-<(tetrahydro-2-oxo-3-furanyl)oxy>benzoate 
• 483303-87-3 4-acetylamino-2-butoxy-5-chloro-benzoic acid methyl ester 
• 483303-86-2 4-acetylamino-2-benzyloxy-5-chloro-benzoic acid methyl ester 
• 111049-87-7 methyl 4-acetylamino-2-allyloxy-5-chlorobenzoate 
• 89481-87-8 methyl 4-(acetylamino)-5-chloro-2-(2-propynyloxy)benzoate 
• 935696-96-1 4-amino-5-chlorobenzofuran-7-carboxylic acid 
• 123654-26-2 4-amino-5-chloro-2,3-dihydrobenzo[b]furan-7-carboxylic acid 
• 143878-29-9 4-acetamido-5-chloro-2,3-dihydrobenzofuran-7-carboxylic acid methyl ester 
• 232941-14-9 4-acetamido-3-bromo-5-chloro-2-hydroxybenzoic acid methyl ester 
• 1613730-56-5 methyl 4-acetamido-5-chloro-2-(((trifluoromethyl)sulfonyl)oxy)benzoate 
• 1613730-59-8 methyl 4-amino-5-chloro-2-methyl-3-((trimethylsilyl)ethynyl)benzoate 
• 1613730-58-7 methyl 4-amino-5-chloro-3-iodo-2-methylbenzoate 
• 1427361-27-0 methyl 4-amino-5-chloro-2-methylbenzoate 
• 1613730-57-6 methyl 4-acetamido-5-chloro-2-methylbenzoate 

Relevant academic research and scientific papers

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.

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.

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.

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.

Investigation of Synthetic Routes to a Key Benzopyran Intermediate of a 5HT4 Agonist

The supply route to GlaxoSmithKline's 5HT4 receptor agonist 1 centred on the construction of key benzopyran fragment 2. Our attempts to define the final manufacturing route for this component are described through a series of disconnections. The systematic approach undertaken towards the construction of the benzopyran skeleton focused on cycli- sation strategies from appropriate precursors and evaluation of the performance of the key steps.

A facile gold(I)-catalysed intramolecular alkyne hydroarylation approach to methyl 5-amino-2H-1-benzopyran-8-carboxylate derivatives

A high yielding and selective method for producing methyl 5-amino-2H-1-benzopyran-8-carboxylate derivatives via gold(I)-catalysed intramolecular alkyne hydroarylation has been developed.

NOVEL COMPOUND

The present invention relates to a novel benzofuran carboxamide derivative having pharmacological activity, to processes for its preparation, to compositions containing it and to its use in the treatment of diseases treatable by 5-HT4 agonism.

(S)-4-amino-5-chloro-3-iodo-2-methoxy-N-(1-azabicyclo[2.2.2]oct-3-yl)b enzamide (TRIZAC), a high-affinity ligand for the 5-HT-3 receptor

TRIZAC is one of the most potent 5-HT-3 receptor antagonist reported to date, having 20-fold higher affinity than (S)-5-iodozacopride. This high affinity (K(i) 0.05 ± 0.01 nM) and a moderate apparent lipophilicity (log P(app) 2.12) makes TRIZAC a promising ligand for studying 5-HT-3 receptors.

Process for the preparation of substituted benzofuran derivatives

Substituted benzofuran derivatives of the formula (I): STR1 wherein one of R1 and R2 is hydrogen or halogen and the other is, independently, an amino group or a C2 -C4 alkanoyl amino group; R3 is hydrogen; a linear or branched C1 -C4 alkyl, C1 -C4 alkoxy or C2 -C4 alkoxycarbonyl group; halogen; or phenyl unsubstituted or substituted by a C1 -C4 alkyl group; A is a group --(CH2)n -Het wherein Het is an optionally substituted heteromonocyclic or heterobicyclic ring containing one or two nitrogen atoms, and n is zero or an integer of 1 to 3; and the symbol ..... represents a single or double bond; may be prepared by a process comprising reacting a compound of formula II: STR2 in which L is a leaving group and R4 is hydrogen or a carboxy protecting group, with a compound of formula III; to obtain a compound of formula IV; STR3 which is then cyclized to obtain a compound of formula V; STR4 which is reacted with a compound of formula VI;