42833-66-9

Usage

Uses

Used in Pharmaceutical Synthesis:
2,4,5-TRIMETHOXY-BENZOYL CHLORIDE is used as an intermediate in the synthesis of various pharmaceutical compounds. Its reactive benzoyl chloride group allows for the formation of amide and ester linkages, which are crucial in the development of new drugs.
Used in the Synthesis of Acotiamide (A190260):
2,4,5-TRIMETHOXY-BENZOYL CHLORIDE is used as an intermediate for the synthesis of 2-[(2-Hydroxy-4,5-dimethoxybenzoyl)amino]-4-thiazolecarboxylic Acid (H972788), which is an impurity of Acotiamide (A190260). Acotiamide is an acetylcholinesterase inhibitor that has been shown to stimulate gastric motility and improve gastric motility dysfunction in rats.
Used in the Treatment of Functional Dyspepsia:
Acotiamide Hydrochloride, synthesized using 2,4,5-TRIMETHOXY-BENZOYL CHLORIDE, has been shown to improve meal-related symptoms of functional dyspepsia, a common gastrointestinal disorder characterized by chronic discomfort or pain in the upper abdomen.

InChI:InChI=1/C10H11ClO4/c1-13-7-5-9(15-3)8(14-2)4-6(7)10(11)12/h4-5H,1-3H3

Upstream product

• 490-64-2 asaronic acid 
• 20029-76-9 methyl 2,4,5-trimethoxybenzoate 

Downstream Products

• 1702-67-6 2,2',4,4',5,5'-hexamethoxybiphenyl 
• 110047-63-7 bis(2,4,5-trimethoxyphenyl)methanone 
• 20029-76-9 methyl 2,4,5-trimethoxybenzoate 
• 4424-79-7 2,4,5-trimethoxybenzamide 
• 83813-97-2 2,4,5-trimethoxybenzoic anhydride 
• 50879-52-2 2,4,5-trimethoxy-N-phenylbenzamide 
• 52751-90-3 (2,4,5-trimethoxy-benzoyl)-urea 
• 105518-12-5 N,N-diethyl-2,4,5-trimethoxybenzamide 
• 73405-22-8 2,4,5-Trimethoxybenzoyl-ethylacetat 
• 700861-78-5 N-(4-chloro-phenyl)-2,4,5-trimethoxy-benzamide 
• 911832-17-2 N-(2-chloro-phenyl)-2,4,5-trimethoxy-benzamide 
• 30038-32-5 bis(2,4,5-trimethoxyphenyl)methane 
• 14894-77-0 2,3,4-trimethoxybenzonitrile 
• 37481-40-6 5-(2,4,5-trimethoxy-benzamido)-2-methyl-1,2,3,4-tetrahydroisoquinolin 

Relevant academic research and scientific papers

Synthesis and in silico and in vitro evaluation of trimethoxy-benzamides designed as anti-prion derivatives

Transmissible spongiform encephalopathies (TSEs), also known as prion diseases, are neurodegenerative disorders which affect mammals, including the human species, and arise after the conversion of the monomeric cellular prion protein (PrPC) int

Synthesis of 3-aryl-1-phosphinoimidazo[1,5-a]pyridine ligands for use in Suzuki-Miyaura cross-coupling reactions

3-Aryl-1-phosphinoimidazo[1,5-a]pyridine ligands were synthesized from 2-aminomethylpyridine as the initial substrateviatwo complementary routes. The first synthetic pathway underwent the coupling of 2-aminomethylpyridine with substituted benzoyl chlorides, followed by cyclization, iodination and palladium-catalyzed cross-coupling phosphination reactions sequence to give our phosphorus ligands. In the second route, 2-aminomethylpyridine was cyclized with aryl aldehydes, followed by the iodination and palladium-catalyzed cross-coupling phosphination reactions to yield our phosphorus ligands. The 3-aryl-1-phosphinoimidazo[1,5-a]pyridine ligands were evaluated in palladium-catalyzed sterically-hindered biaryl and heterobiaryl Suzuki-Miyaura cross-coupling reactions.

Preparation method of acotiamide hydrochloride impurity

The invention discloses a preparation method of an acotiamide hydrochloride impurity, which comprises the following steps: carrying out acylating chlorination on raw material 2, 4, 5-trimethoxybenzoicacid to obtain 2, 4, 5-trimethoxybenzoyl chloride, and

Industrial production method of acotiamide hydrochloride

The invention discloses an industrial production method of acotiamide hydrochloride. The industrial production method comprises the following steps that firstly, 2,4,5-trimethoxy benzoic acid serves as an initial raw material, acylating chlorination is ca

Method for synthesizing acotiamide hydrochloride

The invention discloses a method for synthesizing acotiamide hydrochloride. According to the method, 2,4,5-trimethoxybenzoic acid, thionyl chloride, methylbenzene, dichloromethane, 2-aminothiazole-4-ethyl formate, N-N-dimethyl formamide, pyridine Hydrochl

Preparation method of acotiamide intermediate

The invention belongs to the field of medicines, and concretely relates to a preparation method of an acotiamide intermediate. The method comprises the following steps: preparing acyl chloride from 2,4,5-trimethoxybenzoic acid, condensing acyl chloride an

Design, synthesis, biological evaluation, NMR and DFT studies of structurally simplified trimethoxy benzamides as selective P-glycoprotein inhibitors: the role of molecular flatness

In a recent investigation carried out on a panel of trimethoxybenzanilides, we showed that the formation of an intramolecular hydrogen bond is a key element for tuning P-gp inhibitory activity. In this study, we designed new structurally simplified trimet

Novel pyrazole-5-carboxamide and pyrazole-pyrimidine derivatives: Synthesis and anticancer activity

A series of novel pyrazole-5-carboxamide and pyrazole-pyrimidine derivatives were designed and synthesized. All compounds have been screened for their antiproliferative activity against MGC-803, SGC-7901 and Bcap-37 cell lines in vitro. The results revealed that compounds 8a, 8c and 8e exhibited strong inhibitory activity against MGC-803 cell line. The flow cytometric analysis result showed that compound 8e could inhibit MGC-803 proliferation. Some title compounds were tested against telomerase, and compound 8e showed the most potent inhibitory activity with IC50 value at 1.02 ± 0.08 μM. The docking simulation of compound 8e was performed to get the probable binding model, among them, LYS 189, LYS 372, LYS 249 and ASP 254 may be the key residues for the telomerase activity.

A Three-Step Synthesis of Acotiamide for the Treatment of Patients with Functional Dyspepsia

A three-step synthesis of acotiamide is described. The agent is marketed in Japan for treatment of patients with functional dyspepsia. We designed a one-pot method to prepare the key intermediate 5a from 2 via an acyl chloride and amide and then reacted w

Predictably selective (sp3)C-O bond formation through copper catalyzed dehydrogenative coupling: Facile synthesis of dihydro-oxazinone derivatives

An intramolecular dehydrogenative (sp3)C-O bond formation in salicylamides can be initiated by an active Cu/O2 species to generate pharamaceutically relevant dihydro-oxazinones. Experimental findings suggest that stereoelectronic parameters in both coupling partners are controlling factors for site selectivity in bond formation. Mechanistic investigations including isotope labeling, kinetic studies helped to propose a catalytic cycle. The method provides a convenient synthesis of an investigational new medicine CX-614, which has potential in finding treatment for Parkinson's and Alzheimer's diseases.