30764-23-9

Usage

Uses

Used in Pharmaceutical Industry:
Ethyl 4-(acetoacetylamino)benzoate is used as an intermediate in the synthesis of various drugs for its ability to contribute to the development of new pharmaceutical compounds.
Used in Flavoring and Fragrance Industry:
Ethyl 4-(acetoacetylamino)benzoate is used as a flavoring agent and fragrance in the food and cosmetic industries, leveraging its unique chemical structure to enhance sensory experiences.
Used in Drug Delivery Systems:
Ethyl 4-(acetoacetylamino)benzoate is utilized in formulations for topical and transdermal drug delivery systems, taking advantage of its properties to improve the efficacy and delivery of pharmaceuticals to the target site.

InChI:InChI=1/C13H15NO4/c1-3-18-13(17)10-4-6-11(7-5-10)14-12(16)8-9(2)15/h4-7H,3,8H2,1-2H3,(H,14,16)

Upstream product

• 141-97-9 ethyl acetoacetate 
• 94-09-7 p-aminoethylbenzoate 
• 105-45-3 acetoacetic acid methyl ester 
• 1118-84-9 allyl acetoacetate 
• 674-82-8 4-methyleneoxetan-2-one 

Downstream Products

• 83999-03-5 C₁₉H₁₇N₄O₁₀^(1-)*C₆H₁₅N*H⁽¹⁺⁾ 
• 101265-83-2 4-(2-amino-3-hydroxy-butyrylamino)-benzoic acid ethyl ester 
• 889827-06-9 C₃₀H₂₈N₄O₅S 

Relevant academic research and scientific papers

Synthesis, Structure, and Analgesic Activity of 4-(5-Cyano-{4-(fur-2-yl)-1,4-dihydropyridin-3-yl}carboxamido)benzoic Acids Ethyl Esters

Abstract: A series of new hybrid molecules containing fragments of anestesin and4-(2-furyl)-1,4-dihydronicotinonitrile have been obtained starting fromdiketene, ethyl 4-aminobenzoate, cyanothioacetamide, and furfural. The obtainedcompounds have been investigated for the analgesic activity in vivo (rats) in the orofacial trigeminal pain andacetic acid induced writhing tests. The compounds exhibiting analgesic effectsuperior to that of the reference drug (metamizole sodium) have been revealed.Molecular docking has been performed for the considered compounds with respectto a wide range of protein targets, including cyclooxygenases COX-1 andCOX-2.

HFIP-mediated strategy towards β-oxo amides and subsequent Friedel-Craft type cyclization to 2?quinolinones using recyclable catalyst

A simple and cost-effective 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP)-mediated protocol for the synthesis of β-oxo amides has been described by using amines and β-keto esters as substrates. The reaction conditions were found to be highly efficient towards the cleavage of C[sbnd]O bond and consequent formation of the products in excellent yields and selectivity. The obtained β-oxo amides were further transformed in to the synthetically useful 2?quinolinones via intramolecular Friedel-Craft type cyclization of aromatic ring using ferrites as a recyclable catalyst. A spectrum of substrates bearing broad range of functional groups were well tolerated under the reaction conditions. The proposed mechanistic pathways were substantially verified by literature and mass-spectroscopic evidences.

Inter-and intra-molecular cyclisation reactions of azoacetates derived from aryl hydrazones of ethyl acetoacetate and acetoacetanilides

The base induced cyclisations of azoacetates to azetidinones were investigated. In addition to the isolation of the desired products, it was found that 2-iminopyrrolidine-5-one derivatives as well as N-acyl hydrazides could be isolated when metal cyanides were employed as base. These entities were further modified to form pyrrolidine-2,5-diones and diazetidinones respectively. The Japan Institute of Heterocyclic Chemistry.

4-isoxazolecarboxamide derivatives

This invention is directed to compounds of the formula (I): STR1 wherein R1 is --OR4 (where R4 is hydrogen, lower alkyl, lower hydroxyalkyl, phenyl, phenyl-lower-alkyl, or --(CH2)n Y where n is an integer from 1 to 4 and Y is morpholino, -SR5, --C(O)OR5, --C(O)N(R6)2, --N(R6)2, or --N+ (R6)3 X-, in which R5 is lower alkyl, each R6 is independently selected from hydrogen or lower alkyl, and X is halogen) or --SR7 (where R7 is lower alkyl, phenyl-lower-alkyl, or --(CH2)n W where W is --N(R6)2 or --N+ (R6)3 X-, and n, R6 and X are as previously defined); R2 is lower alkyl, phenyl or phenyl-lower-alkyl; R3 is halo, hydroxy, lower alkyl, lower alkoxy, lower haloalkyl, lower haloalkoxy, or --C(O)OR5 where R5 is as previously defined; and Z is a bond, 2,5-thienyl or 2,5-furanyl; or a pharmaceutically acceptable salt thereof. These compounds are useful in treating inflammation, autoimmune disease or allograft rejection in mammals.

Cyclocondensations of Acetoacetanilides with 1,3,5-Trinitrobenzene-Substituent Effect in the Formation of Bicyclononane Derivatives

Kinetics of cyclicondensation reaction of acetoacetanilide and substituted acetoacetanilides with 1,3,5-trinitrobenzene in the presence of triethylamine have been studied in 75percentDMSO-water(v/v) at 30, 35 and 40 deg C.Electron donating groups accelerate the rate of the reaction.Strongly electron withdrawing groups in the para-position require the use of ?--values for a better correlation of the rate constants.The reaction constants and the resonance parameters have been calculated.Isokinetic relationship has been established.Equilibrium constants for the formationof sodium salts of bicyclononane derivatives from sodium salts of acetoacetanilides and TNB have been calculated.