111787-82-7

Basic information

• Product Name: ETHYL 2-ACETYL-4-(4-CHLOROPHENYL)-4-OXOBUTANOATE
• Synonyms: ETHYL 2-ACETYL-4-(4-CHLOROPHENYL)-4-OXOBUTANOATE;3-ETHOXYCARBONYL-1-(4-CHLOROPHENYL)PENTANE-1,4-DIONE
• CAS NO: 111787-82-7
• Molecular Formula: C₁₄H₁₅ClO₄
• Molecular Weight: 282.72
• Mol File: 111787-82-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 420.9°Cat760mmHg
• Flash Point: 167.7°C
• Appearance: /
• Density: 1.213g/cm³
• Vapor Pressure: 2.71E-07mmHg at 25°C
• Refractive Index: 1.519
• CAS DataBase Reference: ETHYL 2-ACETYL-4-(4-CHLOROPHENYL)-4-OXOBUTANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 2-ACETYL-4-(4-CHLOROPHENYL)-4-OXOBUTANOATE(111787-82-7)
• EPA Substance Registry System: ETHYL 2-ACETYL-4-(4-CHLOROPHENYL)-4-OXOBUTANOATE(111787-82-7)

Safety Data

• Hazardous Substances Data: 111787-82-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H15ClO4/c1-3-19-14(18)12(9(2)16)8-13(17)10-4-6-11(15)7-5-10/h4-7,12H,3,8H2,1-2H3

Upstream product

• 99-91-2 para-chloroacetophenone 
• 141-97-9 ethyl acetoacetate 
• 536-38-9 4-chlorobenzoylmethyl bromide 

Downstream Products

• 138225-95-3 1-<2-methyl-3-carboxy-5-(4-chlorophenyl)pyrrol-1-yl>4-<1-phenylimidazol-4-yl>phenylene 
• 138225-96-4 5-(4-Chloro-phenyl)-1-{4-[1-(4-fluoro-phenyl)-1H-imidazol-4-yl]-phenyl}-2-methyl-1H-pyrrole-3-carboxylic acid 
• 138225-97-5 5-(4-Chloro-phenyl)-1-{4-[1-(4-chloro-phenyl)-1H-imidazol-4-yl]-phenyl}-2-methyl-1H-pyrrole-3-carboxylic acid 
• 138225-98-6 1-{4-[1-(4-Bromo-phenyl)-1H-imidazol-4-yl]-phenyl}-5-(4-chloro-phenyl)-2-methyl-1H-pyrrole-3-carboxylic acid 
• 138225-99-7 5-(4-Chloro-phenyl)-2-methyl-1-{4-[1-(3-trifluoromethyl-phenyl)-1H-imidazol-4-yl]-phenyl}-1H-pyrrole-3-carboxylic acid 
• 1041378-94-2 (1R,2R,3S,4S)-ethyl 1-acetyl-4-(4-chlorophenyl)-4-hydroxy-3-nitro-2-phenylcyclopentanecarboxylate 
• 1251469-34-7 ethyl 1-[3-((7-chloroquinolin-4-yl)amino)propyl]-2-methyl-5-(4-chlorophenyl)-1H-pyrrole-3-carboxylate 
• 931413-96-6 ethyl 1-[1-carboxy-3-(methylthio)propyl]-5-(4-chlorophenyl)-2-methyl-1H-pyrrole-3-carboxylate 
• 889767-08-2 ethyl 5-(4-chlorophenyl)-2-methyl-1-(4-sulfamoylphenyl)-1H-pyrrole-3-carboxylate 
• 1061716-86-6 ethyl 5-(4-chlorophenyl)-1-[(7-chloroquinolin-4-yl)amino]-2-methyl-1H-pyrrole-3-carboxylate 

Relevant articles and documents

Enantioselective Synthesis of Nitrogen-Nitrogen Biaryl Atropisomers via Copper-Catalyzed Friedel-Crafts Alkylation Reaction

Nitrogen-nitrogen bonds containing motifs are ubiquitous in natural products and bioactive compounds. However, the atropisomerism arising from a restricted rotation around an N-N bond is largely overlooked. Here, we describe a method to access the first enantioselective synthesis of N-N biaryl atropisomers via a Cu-bisoxazoline-catalyzed Friedel-Crafts alkylation reaction. A wide range of axially chiral N-N bisazaheterocycle compounds were efficiently prepared in high yields with excellent enantioselectivities via desymmetrization and kinetic resolution. Heating experiments showed that the axially chiral bisazaheterocycle products have high rotational barriers.

Synthesis, antimalarial activity, and cellular toxicity of new arylpyrrolylaminoquinolines

A set of nine new arylpyrrolyl derivatives of 7-chloro-4-aminoquinoline, characterized by different substituents on the phenyl ring or different distance between the pyrrolic nitrogen and the 4-aminoquinoline, has been synthesized and tested for their activity against D-10 (CQ-S) and W-2 (CQ-R) strains of Plasmodium falciparum. All compounds exhibited activity against the CQ-S strain in the low nM range, comparable to that of chloroquine. Some of them were also highly active against the CQ-R strain and not toxic against normal cells. The antimalarial activity of this new class of compounds seems to be related to the inhibition of heme detoxification process of parasites, as in the case of chloroquine.

Discovery of 4-(5-(4-chlorophenyl)-2-methyl-3-propionyl-1H-pyrrol-1-yl) benzenesulfonamide (A-867744) as a novel positive allosteric modulator of the α7 nicotinic acetylcholine receptor

The discovery of a series of pyrrole-sulfonamides as positive allosteric modulators (PAM) of α7 nAChRs is described. Optimization of this series led to the identification of 19 (A-867744), a novel type II PAM with good potency and selectivity. Compound 19