136757-05-6

Basic information

• Product Name: 3-AMINO-3-(2-CHLOROPHENYL)-2-PROPENOIC ACID ETHYL ESTER
• Synonyms: 3-AMINO-3-(2-CHLOROPHENYL)-2-PROPENOIC ACID ETHYL ESTER
• CAS NO: 136757-05-6
• Molecular Formula: C₁₁H₁₂ClNO₂
• Molecular Weight: 225.674
• Mol File: 136757-05-6.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-AMINO-3-(2-CHLOROPHENYL)-2-PROPENOIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINO-3-(2-CHLOROPHENYL)-2-PROPENOIC ACID ETHYL ESTER(136757-05-6)
• EPA Substance Registry System: 3-AMINO-3-(2-CHLOROPHENYL)-2-PROPENOIC ACID ETHYL ESTER(136757-05-6)

Safety Data

• Hazardous Substances Data: 136757-05-6(Hazardous Substances Data)

Upstream product

• 19112-35-7 ethyl (2-chlorobenzoyl)acetate 
• 873-32-5 2-Chlorobenzonitrile 
• 105-36-2 ethyl bromoacetate 

Downstream Products

• 1450828-35-9 ethyl 2-(2-chlorophenyl)nicotinate 
• 101606-43-3 ethyl 2-(2-chlorophenyl)quinoline-3-carboxylate 
• 136704-25-1 3-(4-trifluoromethoxyphenyl)-6-(2-chlorophenyl)-2,4-(1H,3H)-pyrimidinedione 

Relevant articles and documents

Synthesis of Thiazoles and Isothiazoles via Three-Component Reaction of Enaminoesters, Sulfur, and Bromodifluoroacetamides/Esters

A three-component strategy for the synthesis of thiazoles and isothiazoles has been developed by employing enaminoesters, fluorodibromoiamides/ester, and sulfur. The thiazoles and isothiazoles were formed via two C-F bond cleavages along with the formation of new C-S, C-N, and N-S bonds. The strategy provides high selectivity for the synthesis of thiazoles/isothiazoles, which have vital applications in drug discovery and development.

Structural insight into the optimization of ethyl 5-hydroxybenzo[g]indol-3-carboxylates and their bioisosteric analogues as 5-LO/m-PGES-1 dual inhibitors able to suppress inflammation

The release of pro-inflammatory mediators, such as prostaglandines (PGs) and leukotrienes (LTs), arising from the arachidonic acid (AA) cascade, play a crucial role in initiating, maintaining, and regulating inflammatory processes. New dual inhibitors of 5-lipoxygenase (5-LO) and microsomal prostaglandin E2 synthase-1 (mPGES-1), that block, at the same time, the formation of PGE2 and LTs, are currently emerged as a highly interesting drug candidates for better pharmacotherapie of inflammation-related disorders. Following our previous studies, we here performed a detailed structure-based design of benzo[g]indol-3-carboxylate derivatives, disclosing several new key factors that affect both enzyme activity. Ethyl 2-(3,4-dichlorobenzyl)-5-hydroxy-1H-benzo[g]indole-3-carboxylate (4b, RAF-01) and ethyl 2-(3,4-dichlorophenyl)-5-hydroxy-1H-benzo[g]indole-3-carboxylate (7h, RAF-02) emerged as the most active compounds of the series. Additionally, together with selected structure based analogues, both derivatives displayed significant in vivo anti-inflammatory properties. In conclusion, modeling and experimental studies lead to the discovery of new candidate compounds prone to further developments as multi-target inhibitors of the inflammatory pathway.

Facile synthesis of pyrido[2,3-d]pyrimidines via cyclocondensation of 4,6-dichloro-2-methylsulfanylpyrimidine-5-carbaldehyde with β-substituted β-aminoacrylic esters

Abstract A new facile synthesis of pyrido[2,3-d]pyrimidin-4-ones via cyclocondensation of 4,6-dichloro-2-methylsulfanylpyrimidine-5-carbaldehyde with β-alkyl and β-aryl-β-aminoacrylic esters followed by hydrolysis of chlorine atom at position 4 of pyridopyrimidine ring has been developed. The cyclocondensation was found to be accelerated by acid.