784202-22-8

Basic information

• Product Name: ethyl 4-chloro-α-[(dimethylamino)methylene]-β-oxobenzenepropanoate
• Synonyms: ethyl 4-chloro-α-[(dimethylamino)methylene]-β-oxobenzenepropanoate
• CAS NO: 784202-22-8
• Molecular Weight: 281.739
• Mol File: 784202-22-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: ethyl 4-chloro-α-[(dimethylamino)methylene]-β-oxobenzenepropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-chloro-α-[(dimethylamino)methylene]-β-oxobenzenepropanoate(784202-22-8)
• EPA Substance Registry System: ethyl 4-chloro-α-[(dimethylamino)methylene]-β-oxobenzenepropanoate(784202-22-8)

Safety Data

• Hazardous Substances Data: 784202-22-8(Hazardous Substances Data)

Upstream product

• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 2881-63-2 ethyl (4-chlorobenzoyl)acetate 
• 1117-37-9 ethyl (E)-3-(dimethylamino)acrylate 
• 122-01-0 4-chloro-benzoyl chloride 
• 99-91-2 para-chloroacetophenone 

Relevant articles and documents

Enaminone amides as novel orally active GABAA receptor modulators

A series of enaminone esters and amides have been developed as potent allosteric modulators of γ-aminobutyric acidA (GABA A) receptors. The compounds bind to a novel modulatory site that is independent of the benzodiazepine (BZ), isosteric GABA, and neuroactive steroid binding sites. Structure-activity relationship (SAR) studies resulted in the synthesis of the c-Bu amide 16h with an in vitro potency of 7 nM based on inhibition of [35S]TBPS binding. The activity of the enaminones as positive allosteric modulators was confirmed with electrophysiological measurements in oocytes expressing α1β2γ 2L GABAA receptors. The i-Pr, s-Bu, c-Pr, and c-Bu amides (16e-h) were orally active in mice with profound central nervous system depressant effects. The i-Pr amide 16e was an orally active anxiolytic in the mouse light-dark paradigm.

Synthesis and cytotoxicity of substituted ethyl 2-phenacyl-3-phenylpyrrole-4-carboxylates

The substituted ethyl-2-phenacyl-3-phenylpyrrole-4-carboxylates were synthesized by a condensation of a beta-chloroenal and an alpha-aminoketone under neutral conditions. They proved to be potent cytotoxic agents against the growth of murine L1210 and P38

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