40995-61-7

Basic information

• Product Name: ethyl 4,4-diethoxy-2-(ethoxymethylene)-3-oxobutyrate
• Synonyms: ethyl 4,4-diethoxy-2-(ethoxymethylene)-3-oxobutyrate;4,4-Diethoxy-2-(ethoxymethylene)-3-oxobutanoic acid ethyl ester
• CAS NO: 40995-61-7
• Molecular Formula: C₁₃H₂₂O₆
• Molecular Weight: 274.31018
• EINECS: 255-170-0
• Mol File: 40995-61-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 335.8°Cat760mmHg
• Flash Point: 143.4°C
• Appearance: /
• Density: 1.068g/cm³
• Vapor Pressure: 0.000117mmHg at 25°C
• Refractive Index: 1.451
• CAS DataBase Reference: ethyl 4,4-diethoxy-2-(ethoxymethylene)-3-oxobutyrate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4,4-diethoxy-2-(ethoxymethylene)-3-oxobutyrate(40995-61-7)
• EPA Substance Registry System: ethyl 4,4-diethoxy-2-(ethoxymethylene)-3-oxobutyrate(40995-61-7)

Safety Data

• Hazardous Substances Data: 40995-61-7(Hazardous Substances Data)

Usage

Description

Ethyl 4,4-diethoxy-2-(ethoxymethylene)-3-oxobutyrate, commonly known as ethyl acetoacetate, is a colorless liquid with a fruity odor. It is a chemical compound derived from acetoacetic acid and features a β-keto group and two ethyl ester groups in its structure. This versatile precursor is widely used in the synthesis of various organic compounds, making it a valuable compound in the production of perfumes, essential oils, and other scented products.

Uses

Used in Flavoring and Fragrance Industry:
Ethyl 4,4-diethoxy-2-(ethoxymethylene)-3-oxobutyrate is used as a flavoring agent and fragrance in the food and cosmetic industries due to its pleasant aroma and fruity odor.
Used in Pharmaceutical Synthesis:
Ethyl 4,4-diethoxy-2-(ethoxymethylene)-3-oxobutyrate is used as an intermediate in the synthesis of various pharmaceuticals, contributing to the development of new medications.
Used in Agrochemical Production:
Ethyl 4,4-diethoxy-2-(ethoxymethylene)-3-oxobutyrate is used as an intermediate in the synthesis of agrochemicals, playing a role in the development of agricultural products.
Used in Dye Synthesis:
Ethyl 4,4-diethoxy-2-(ethoxymethylene)-3-oxobutyrate is used as an intermediate in the synthesis of dyes, contributing to the production of various colorants for different applications.

InChI:InChI=1/C13H22O6/c1-5-16-9-10(12(15)17-6-2)11(14)13(18-7-3)19-8-4/h9,13H,5-8H2,1-4H3/b10-9-

Upstream product

• 10495-09-7 ethyl 4,4-diethoxyacetoacetate 
• 122-51-0 orthoformic acid triethyl ester 

Downstream Products

• 1222076-78-9 C₁₇H₂₀F₂N₂O₄ 
• 1222076-80-3 C₁₇H₂₀F₂N₂O₄ 
• 1222076-77-8 5-diethoxymethyl-1-(4-fluorophenyl)-1H-pyrazole-4-carboxylic acid ethyl ester 
• 1222076-76-7 C₁₇H₂₁FN₂O₄ 
• 1222076-75-6 C₁₇H₂₁ClN₂O₄ 
• 1222076-79-0 C₁₇H₂₀F₂N₂O₄ 

Relevant articles and documents

Part 2: Structure-activity relationship (SAR) investigations of fused pyrazoles as potent, selective and orally available inhibitors of p38α mitogen-activated protein kinase

A novel class of pyrazolopyridazine p38α mitogen-activated protein kinase (MAPK) inhibitors is disclosed. A structure activity relationship (SAR) investigation was conducted driven by the ability of these compounds to inhibit the p38α enzyme, the secretion of TNFα in a LPS-challenged THP1 cell line and TNFα-induced production of IL-8 in the presence of 50% human whole blood (hWB). This study resulted in the discovery of several inhibitors with IC50 values in the single-digit nanomolar range in hWB. Further investigation of the pharmacokinetic profiles of these lead compounds led to the identification of three potent and orally bioavailable p38α inhibitors 2h, 2m, and 13h. Inhibitor 2m was found to be highly selective for p38α/β over a panel of 402 other kinases in Ambit screening, and was highly efficacious in vivo in the inhibition of TNFα production in LPS-stimulated Lewis rats with an ED50 of ca. 0.08 mg/kg.