49594-75-4

Basic information

• Product Name: 3-(4-ETHYLBENZOYL)PROPIONIC ACID
• Synonyms: 4-(4-ETHYLPHENYL)-4-OXOBUTANOIC ACID;4-(4-ETHYLPHENYL)-4-OXOBUTYRIC ACID;3-(4-ETHYLBENZOYL)PROPIONIC ACID;4-(4-ETHYLPHENYL)-4-OXOBUTYRIC ACID 95%;4-(4-ethylphenyl)-4-keto-butyric acid;Benzenebutanoic acid, 4-ethyl-.gamma.-oxo-;Maybridge1_002070;NSC246068
• CAS NO: 49594-75-4
• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.24
• Mol File: 49594-75-4.mol
• Article Data: 19

Chemical Properties

• Melting Point: 92-94°C
• Boiling Point: 398.6°Cat760mmHg
• Flash Point: 209°C
• Appearance: /
• Density: 1.136g/cm³
• Vapor Pressure: 4.56E-07mmHg at 25°C
• CAS DataBase Reference: 3-(4-ETHYLBENZOYL)PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-ETHYLBENZOYL)PROPIONIC ACID(49594-75-4)
• EPA Substance Registry System: 3-(4-ETHYLBENZOYL)PROPIONIC ACID(49594-75-4)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 49594-75-4(Hazardous Substances Data)

Usage

Description

3-(4-ETHYLBENZOYL)PROPIONIC ACID, also known as 4-Ethyl-γ-oxobenzenebutanoic Acid, is an organic compound with the chemical formula C12H14O3. It is a derivative of benzoic acid, featuring an ethyl group attached to the benzene ring and a propionic acid chain. 3-(4-ETHYLBENZOYL)PROPIONIC ACID is characterized by its aromatic properties and reactivity, making it a versatile building block in organic synthesis.

Uses

Used in Pharmaceutical Industry:
3-(4-ETHYLBENZOYL)PROPIONIC ACID is used as a key intermediate in the synthesis of various pharmaceutical compounds, particularly in the preparation of 1,8-naphthyridinyl-3(2H)-pyridazinones. These pyridazinones are known for their potential therapeutic applications, including antimicrobial and anticancer properties.
Used in Organic Synthesis:
In the field of organic synthesis, 3-(4-ETHYLBENZOYL)PROPIONIC ACID serves as a valuable reagent for the preparation of a wide range of organic compounds. Its unique structure allows for various chemical reactions, such as esterification, amidation, and condensation, which can lead to the formation of complex molecules with diverse applications.
Used in Catalyst Preparation:
3-(4-ETHYLBENZOYL)PROPIONIC ACID is also utilized in the preparation of catalysts for various chemical reactions. For instance, it can be used in the synthesis of zeolite-HY supported on silica gel catalysts, which are employed in dry media under microwave irradiation for efficient and eco-friendly organic transformations.
Overall, 3-(4-ETHYLBENZOYL)PROPIONIC ACID is a versatile and valuable compound with applications in various industries, particularly in pharmaceuticals, organic synthesis, and catalyst preparation. Its unique structure and reactivity make it an essential component in the development of new and innovative chemical processes.

InChI:InChI=1/C12H14O3/c1-2-9-3-5-10(6-4-9)11(13)7-8-12(14)15/h3-6H,2,7-8H2,1H3,(H,14,15)/p-1

Upstream product

• 108-30-5 succinic acid anhydride 
• 100-41-4 ethylbenzene 
• 100-42-5 styrene 
• 543-20-4 succinoyl dichloride 
• 103-73-1 Phenetole 

Downstream Products

• 5467-53-8 γ-(p-ethylphenyl)butyric acid 
• 56705-44-3 methyl 4-(4-ethylphenyl)-4-oxobutanoate 
• 854676-64-5 4-(4-ethyl-phenyl)-3-bromo-4-oxo-butyric acid 
• 132659-70-2 3-[5-(4-ethyl-phenyl)-2-oxo-furan-3-ylidene]-2,3-dihydro-isoindol-1-one 
• 1306729-52-1 C₁₃H₁₆N₄O₂ 
• 1273319-49-5 C₂₀H₁₉N₅OS 
• 1273319-50-8 6-(4-ethylphenyl)-2-[4-(4-chlorophenyl)-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl]-4,5-dihydropyridazin-3(2H)-one 
• 1273319-51-9 C₂₁H₂₁N₅OS 
• 1427435-41-3 7-(4-ethylphenyl)-3,4,8,9-tetrahydro-2H-pyridazino[1,6-a][1,3,5]triazin-2-one 
• 1427435-42-4 7-(4-ethylphenyl)-3,4,8,9-tetrahydro-2H-pyridazino[1,6-a][1,3,5]triazin-2-thione 
• 1445852-89-0 C₁₃H₁₆N₂O₂ 
• 1427435-40-2 7-(4-ethylphenyl)-3,4,8,9-tetrahydro-2H-pyridazino[1,6-a][1,3,5]triazin-2-imine 
• 49594-80-1 1-(4-ethylphenyl)prop-2-en-1-one 

Relevant articles and documents

In silico designing, in vitro and in vivo evaluation of potential PPAR-γ agonists derived from aryl propionic acid scaffold

Attributed to several side effects, especially on hepatic tissues and body weight, there is always an urge of innovation and upgrading in already existing medication being used in maintaining diabetic condition. Therefore, in the present work, forty-eight molecules derived from arylpropionic acid scaffold were synthesized and their evaluation against diabetes was carried out. The synthesis of these molecules attributed to excellent dock score displayed by all the structures performed against PPAR-γ receptor site. Subsequently, all the derivatives were primarily deduced for their antidiabetic potential by OGTT. The compounds that showed significant antidiabetic activity in OGT Test and also exhibited high dock scores were assessed further by in vitro PPAR transactivation assay to assure analogy between in vivo and in vitro studies. The antidiabetic activity of these active compounds was then evaluated on STZ induced diabetic model in vivo. The most active compounds were scrutinized for its effect on PPAR-γ gene expression and hepatotoxic effect. Finally, it was recapitulated that these derivatives can provide a new prospect towards the development of antidiabetic agents with fewer side effects.

Design, Synthesis, and Pharmacological Screening of Pyridazinone Hybrids as Anticonvulsant Agents

A series of new hybrid benzimidazole containing pyridazinones derivatives were designed and synthesized in accordance with the pharmacophoric requirements essential for the anticonvulsant activity. The synthesized compounds were evaluated for anticonvulsant activity on mice by the gold standard maximal electroshock (MES) and subcutaneous pentylenetetrazole (scPTZ)-induced seizure models. Among the compounds tested, SS-4F showed significant anticonvulsant activity in both the screens with ED50 values of 25.10 and 85.33 mg/kg in the MES and scPTZ screens, respectively. Compound SS-4F emerged as safer and effective anticonvulsant due to its several-fold higher protective indices. Further, the gamma-aminobutyric acid (GABA) estimation result showed a marked increase in the GABA level (1.7-fold) as compared to the control, which was further confirmed by good binding properties with the GABAA receptor.

Design, synthesis and antihypertensive screening of novel pyridazine substituted s-triazin-2-imine/one/thione derivatives

Some new 7-substituted-phenyl-3,4,8,9-tetrahydro-2H-pyridazino[1,6-a][1,3,5]triazin-2-imine/one/thione derivatives were synthesized by a sequence of reactions starting from appropriate aryl hydrocarbons. The final compounds were screened for antihypertensive activities by non-invasive method using Tail Cuff method. All the test compounds showed significant antihypertensive activity; 7-(biphenyl-4-yl)-3,4,8,9-tetrahydro-2H-pyridazino[1,6-a][1,3,5]triazin-2-imine (4p) exhibited antihypertensive activity more than the reference standard drugs.