149466-67-1

Basic information

• Product Name: Methyl 4-acetaMido-2,3-dihydro-1-benzofuran-7-carboxylate
• Synonyms: Methyl 4-acetaMido-2,3-dihydro-1-benzofuran-7-carboxylate;4-(Acetylamino)-2,3-dihydro-7-benzofurancarboxylic acid methyl ester;Methyl 4-(acetylamino)-2,3-dihydro-1-benzofuran-7-carboxylate;7-Benzofurancarboxylic acid, 4-(acetylamino)-2,3-dihydro-, methyl ester;methyl 4-acetamido-2,3-dihydrobenzofuran-7-carboxylate
• CAS NO: 149466-67-1
• Molecular Formula: C12H13NO4
• Molecular Weight: 235.23592
• Mol File: 149466-67-1.mol

Chemical Properties

• Boiling Point: 466.3±45.0 °C(Predicted)
• Appearance: /
• Density: 1.302±0.06 g/cm3(Predicted)
• PKA: 14.10±0.20(Predicted)
• CAS DataBase Reference: Methyl 4-acetaMido-2,3-dihydro-1-benzofuran-7-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4-acetaMido-2,3-dihydro-1-benzofuran-7-carboxylate(149466-67-1)
• EPA Substance Registry System: Methyl 4-acetaMido-2,3-dihydro-1-benzofuran-7-carboxylate(149466-67-1)

Safety Data

• Hazardous Substances Data: 149466-67-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 4-acetamido-2,3-dihydro-1-benzofuran-7-carboxylate is used as a building block for the synthesis of various pharmaceuticals due to its versatile chemical structure and potential biological activities.
Used in Agrochemical Industry:
Methyl 4-acetamido-2,3-dihydro-1-benzofuran-7-carboxylate is used as a building block for the synthesis of various agrochemicals, such as pesticides and herbicides, due to its potential antimicrobial and antifungal properties.
Used in Natural Products Synthesis:
Methyl 4-acetamido-2,3-dihydro-1-benzofuran-7-carboxylate is used as a building block for the synthesis of various natural products, such as bioactive compounds and nutraceuticals, due to its potential biological activities.
Used in Drug Discovery and Development:
Methyl 4-acetamido-2,3-dihydro-1-benzofuran-7-carboxylate is used as a starting material for the development of new drugs with potential applications in various therapeutic areas, such as antimicrobial, antifungal, analgesic, and anti-inflammatory agents.

Upstream product

• 202664-83-3 4-(acetylamino)-2-hydroxy-3-(2-oxoethyl)benzoic acid methyl ester 
• 110751-41-2 methyl 2-hydroxy-3-allyl-4-acetaminobenzoate 
• 91958-13-3 methyl 2-allyloxy-4-acetylaminobenzoate 
• 4093-28-1 methyl 4-acetamido-2-hydroxybenzoate 
• 202664-85-5 methyl 4-acetylamino-2-hydroxy-3-(2-hydroxyethyl)benzoate 

Downstream Products

• 123654-26-2 4-amino-5-chloro-2,3-dihydrobenzo[b]furan-7-carboxylic acid 
• 179474-85-2 prucalopride succinate 
• 179474-81-8 prucalopride 
• 137211-64-4 4-amino-5-chloro-2,3-dihydro-N-(4-piperidinyl)benzofuran-7-carboxamide 
• 182808-04-4 methyl 4-amino-5-chloro-2,3-dihydrobenzofuran-7-carboxylate 
• 143878-29-9 4-acetamido-5-chloro-2,3-dihydrobenzofuran-7-carboxylic acid methyl ester 

Relevant articles and documents

PROCESSES FOR THE PREPARATION OF HIGHLY PURE PRUCALOPRIDE SUCCINATE AND ITS INTERMEDIATES

Provided herein are purification processes for the preparation of highly pure prucalopride succinate salt. Provided also herein are improved, commercially viable and industrially advantageous processes for the preparation of Prucalopride and its intermediate compounds, for example, methyl 4-acetylamino-5-chloro-2,3-dihydrobenzo[b]furan-7-carboxylate and alkyl 4-[[(4-amino-5-chloro-2,3-dihydro-7-benzofuranyl)carbonyl]-amino]-1-piperidinecarboxylate.

Synthesis and structure-activity relationship of 3-substituted benzamide, benzo[b]furan-7-carboxamide, 2,3-dihydrobenzo[b]furan-7- carboxamide, and indole-5-carboxamide derivatives as selective serotonin 5- HT4 receptor agonists

The title compounds (6-9) were prepared and evaluated for serotonin 5- HT4 agonistic activity in in vitro tests. Introducing a propyl or allyl group at the 3-position of benzamide caused only a slight enhancement of agonistic activity. Construction of the benzo[b']furan skeleton and 2,3- dihydrobenzo[b]furan skeleton caused a significant enhancement of the activity. 4-Amino-N-[2-(1-azabicyclo[3.3.0]octan-5-yl)ethyl]-5-chloro-2- methylbenzo[b]furan-7-carboxamide (7b) hemifumarate was as potent as cisapride. 4-Amino-N-[2-(1-azabicyclo[3.3.0]octan-5-yl)ethyl]-5-chloro-2,3- dihydro-2-methylbenzo[b]furan-7-carboxamide (8a) hemifumarate, 4-amino-N-[2- (1-azabicyclo [3.3.0]octan-5-yl)ethyl]5-chloro-2,3-dihydro-2- ethylbenzo[b]furan-7-carboxamide (8c) hemifumarate, and 4-amino-N-]2-(1- azabicyclo[3.3.0]octan-5-yl]-5-chloro-2,3-dihydro-2,3-dimethylhenzo[b]furan- 7-carboxamide (8d) hemifumarate were more potent than cisapride. Furthermore, 8a hemifumarate was free from dopamine D1, D2, serotonin 5-HT1, 5-HT2 and muscarine M1, M2 receptor binding activity in the in vitro tests. On the other hand, construction of the indole skeleton caused a remarkable decrease in activity.