26039-74-7

Usage

Uses

Used in Pharmaceutical Industry:
Diethyl (3-chloro-4-nitrophenyl)methylmalonate is used as a precursor in the synthesis of various pharmaceuticals for its ability to facilitate the creation of functionalized organic molecules, contributing to the development of new drugs.
Used in Agrochemical Industry:
diethyl (3-chloro-4-nitrophenyl)methylmalonate is also utilized as a building block in the production of agrochemicals, where its electron-withdrawing properties are leveraged to synthesize molecules with pesticidal or herbicidal activity.
Used in Material Science:
Diethyl (3-chloro-4-nitrophenyl)methylmalonate has been studied for its potential use in the development of new materials, taking advantage of its chemical properties to engineer innovative compounds with specific characteristics.
Used in Chemical Biology Research:
It serves as a tool in chemical biology research, where its reactivity and functional group manipulation capabilities are employed to probe biological systems and develop new insights into molecular interactions.
It is crucial to handle diethyl (3-chloro-4-nitrophenyl)methylmalonate with care due to its potential health and environmental risks, ensuring safe laboratory practices during its use in various applications.

InChI:InChI=1/C14H16ClNO6/c1-3-21-13(17)10(14(18)22-4-2)7-9-5-6-12(16(19)20)11(15)8-9/h5-6,8,10H,3-4,7H2,1-2H3

Upstream product

• 2106-50-5 2-chloro-4-fluoro-1-nitrobenzene 
• 609-08-5 Diethyl methylmalonate 
• 611-06-3 2,4-dichloronitrobenzene 

Downstream Products

• 25814-36-2 diethyl (4-amino-3-chlorophenyl)methylmalonate 
• 53455-85-9 (±)-2-(3-chloro-4-nitrophenyl)propanoic acid 
• 138569-07-0 2-Methyl-2-(3-methylsulfanyl-4-thiazol-2-yl-phenyl)-malonic acid diethyl ester 
• 138568-91-9 2-(3-Chloro-4-thiazol-2-yl-phenyl)-2-methyl-malonic acid diethyl ester 
• 138569-06-9 2-Methyl-2-(3-methylsulfanyl-4-thiocarbamoyl-phenyl)-malonic acid diethyl ester 
• 138568-90-8 2-(3-Chloro-4-thiocarbamoyl-phenyl)-2-methyl-malonic acid diethyl ester 
• 138569-05-8 2-(4-Cyano-3-methylsulfanyl-phenyl)-2-methyl-malonic acid diethyl ester 
• 138568-89-5 2-(3-Chloro-4-cyano-phenyl)-2-methyl-malonic acid diethyl ester 
• 138568-81-7 2-[4-(4-Butyl-thiazol-2-yl)-3-chloro-phenyl]-propionic acid 
• 138568-85-1 2-[3-Chloro-4-(4-ethyl-5-methyl-thiazol-2-yl)-phenyl]-propionic acid 
• 138568-77-1 2-[4-(4-Ethyl-5-methyl-thiazol-2-yl)-3-fluoro-phenyl]-propionic acid 
• 138568-80-6 2-[3-Chloro-4-(4-isopropyl-thiazol-2-yl)-phenyl]-propionic acid 
• 138568-84-0 2-[3-Chloro-4-(4,5-dimethyl-thiazol-2-yl)-phenyl]-propionic acid 

Relevant academic research and scientific papers

Synthesis and biological activity of flurbiprofen analogues as selective inhibitors of β-amyloid1-42 secretion

Flurbiprofen, a nonsteroidal antiinflammatory drug (NSAID), has been recently described to selectively inhibit β-amyloid1-42 (Aβ42) secretion, the most toxic component of the senile plaques present in the brain of Alzheimer patients. The use of this NSAID in Alzheimer's disease (AD) is hampered by a significant gastrointestinal toxicity associated with cyclooxygenase (COX) inhibition. New flurbiprofen analogues were synthesized, with the aim of increasing Aβ42 inhibitory potency while removing anti-COX activity. In vitro ADME developability parameters were taken into account in order to identify optimized compounds at an early stage of the project. Appropriate substitution patterns at the alpha position of flurbiprofen allowed for the complete removal of anti-COX activity, while modifications at the terminal phenyl ring resulted in increased inhibitory potency on Aβ42 secretion. In rats, some of the compounds appeared to be well absorbed after oral administration and to penetrate into the central nervous system. Studies in a transgenic mice model of AD showed that selected compounds significantly decreased plasma Aβ42 concentrations. These new flurbiprofen analogues represent potential drug candidates to be developed for the treatment of AD.

Preparation and biological activity of 2-[4-(thiazol-2-yl)phenyl]propionic acid derivatives inhibiting cyclooxygenase

A series of 2-[4-(thiazol-2-yl)phenyl]propionic acids substituted at various positions were prepared by the reaction of diethyl 2-methyl-2-(4-thiocarbamoylphenyl)malonates with α-bromoaldehyde diethyl acetals or α-haloketones followed by hydrolysis of esters. The inhibition of prostaglandin H synthetase (cyclooxygenase) was assayed by use of an enzyme preparation from guinea pig polymorphonuclear leukocytes. Examination of the structure-activity relationship of these compounds indicated that the substitution pattern with halogens at position 3 (R1) of the benzene ring and a methyl group in position 4 (R2) and/or 5 (R3) of the thiazole ring were favorable for inhibitory activity. The compounds bearing bulky alkyl or polar functional groups at the R2 position were weak inhibitors. The potent inhibitors of cyclooxygenase were tested for their ability to reduce carrageenin-induced inflammation of rat paws. These derivatives had strong anti-inflammatory activity based on their strong inhibition of cyclooxygenase, with some exceptions, including those with a thiomethyl group at R1.

Nonsteroidal antiinflammatory agents. 2. [(Heteroarylamino)phenyl]alkanoic acids

A series of [(heteroarylamino)phenyl]alkanoic acids pyridine, quinoline, or pyrimidine as the heteroaryl moiety was prepared as potential antiinflammatory agents. Among them, 2-[4-(2-pyridylamino)phenyl]propionic acid (14b) showed excellent antiinflammatory and analgesic activities with less tendency to cause gastric side effects. Structure-activity relationships are discussed.

Tertiary aminoacids

New α-(cyclic tert. aminophenyl)-aliphatic acids, e.g. those of the formula STR1 and functional derivatives thereof, are anti-inflammatory agents.

Tertiary aminoacids

New α-(cyclic tert. aminophenyl)-aliphatic acids, e.g. those of the formula STR1 AND FUNCTIONAL DERIVATIVES THEREOF, ARE ANTI-INFLAMMATORY AGENTS.

A potent non steroidal antiinflammatory agent: 2 [3 chloro 4(3 pyrrolinyl)phenyl] propionic acid

The authors describe the synthesis and biological testing of 2 [3 chloro 4(3 pyrrolinyl)]phenyl propionic acid as a new anti inflammatory agent. They briefly give an account of its biological activity and make a few comparisons with anti inflammatory agents.