7463-53-8

Usage

Uses

Used in Pharmaceutical Industry:
2-(4-NITROPHENYL)BUTYRIC ACID is used as a key intermediate in the synthesis of indobufen, a new generation of anti-platelet aggregation agents. It plays a crucial role in the development of medications that help prevent blood clot formation and reduce the risk of cardiovascular events, such as heart attacks and strokes.

Synthesis

Synthesis of 2-(4-nitrophenyl)butyric acid, using α-phenylbutyronitrile as the starting material, to produce 2-(4-nitrophenyl)butyronitrile by nitration reaction, and then by hydrolysis reaction to produce 2-(4-nitrophenyl)butyric acid.

InChI:InChI=1/C10H11NO4/c1-2-9(10(12)13)7-3-5-8(6-4-7)11(14)15/h3-6,9H,2H2,1H3,(H,12,13)

Upstream product

• 94814-82-1 2-(4-nitrophenyl)butanonitrile 
• 7664-93-9 sulfuric acid 
• 7697-37-2 nitric acid 
• 90-27-7 2-Phenylbutyric acid 
• 90-26-6 2-phenylbutyramide 
• 130-95-0 Quinine 
• 108-75-8 2,4,6-trimethyl-pyridine 
• 100-51-6 benzyl alcohol 
• 20461-82-9 2-diazo-1-(4-nitro-phenyl)-butan-1-one 
• 83397-44-8 diethyl 2-ethyl-2-(4-nitrophenyl)malonate 
• 769-68-6 2-phenylbutanenitrile 

Downstream Products

• 62-23-7 4-nitro-benzoic acid 
• 262446-94-6 4-(4-{[Amino(thien-2-yl)methylidene]amino}phenyl)-N-(9H-carbazol-3-yl)butanamide Hydrochloride 
• 6973-78-0 2-(4-Nitrophenyl)-buttersaeureethylester 
• 86930-89-4 2-(4-nitrophenyl)butanol 
• 29645-00-9 4-Chlorophenylbutyric acid 
• 94232-67-4 2-[4-(1,3-dioxo-2-isoindolinyl)phenyl]butyric acid 
• 63610-08-2 indobufen 
• 1454311-30-8 androst-5-en-7,17-dione-3β-yl 2-[4-N,N-bis(2-chloroethyl)amino-phenyl]butanoate 
• 1454311-23-9 cholest-5-en-7-one-3β-yl 2-[4-N,N-bis(2-chloroethyl)amino-phenyl]butanoate 
• 6555-38-0 2-[4-N,N-bis(2-chloroethyl)amino-phenyl]butanoic acid 
• 1454311-19-3 ethyl 2-[4-N,N-bis(2-chloroethyl)aminophenyl]butanoate 

Relevant academic research and scientific papers

Steroidal esters of the aromatic nitrogen mustard 2-[4-N,N-bis(2- chloroethyl)amino-phenyl]butanoic acid (2-PHE-BU): Synthesis and in-vivo biological evaluation

On the basis of the results of in-silico predictions and in an effort to extend our structure-activity relationship studies, the aromatic nitrogen mustard 2-[4-N,N-bis(2-chloroethyl) amino-phenyl]butanoic acid (2-PHE-BU) was synthesized and conjugated with various steroidal alcohols. The resulting steroidal esters were evaluated for their in-vivo toxicity and antileukemic activity in P388-leukemia-bearing mice. The new derivatives showed significantly reduced toxicity and marginally improved antileukemic activity compared with free 2-PHE-BU. Nevertheless, they did not prove to be superior either to the template steroidal ester used for in-silico predictions or to previously synthesized steroidal esters of aromatic nitrogen mustards. The results obtained indicate that in-silico design predictions may guide the design and synthesis of new bioactive steroidal esters, but further parameters should be considered aiming at the discovery of compounds with optimum activity.

Direct amino acid-catalyzed cascade reductive alkylation of arylacetonitriles: High-yielding synthesis of ibuprofen analogs

A novel approach for a one-pot, three-component reductive alkylation (TCRA) reaction of arylacetonitriles-containing electron-withdrawing groups with aldehydes/ketones and 1,4-dihydropyridine via iminium-catalysis has been developed. Many TCRA reaction products have direct applications in agricultural and pharmaceutical chemistry.

SULFONAMIDE DERIVATIVES

A sulfonamide derivatives of formula (I) STR1 a non-toxic salts, an acid addition salts or a solvates thereof which has an inhibitory effect on elastase.

OXIDANT SENSITIVE AND INSENSITIVE AROMATIC ESTERS AS INHIBITORS OF HUMAN NEUTROPHIL ELASTASE

2-Phenylalkanoate esters which are useful as inhibitors of human leukocyte elastase.

Glutamine derivatives

Glutamine derivatives and non-toxic salts thereof have been found to have immunomodulating activities.

4-(Substituted alkyl)-N-(1,3-dithiolan-2-ylidene(aniline

N-(1,3-dithiolan-2-ylidene)-4-alkylanilines having a hydroxy, alkoxy or alkanoyloxy substituent on the alkyl group are useful as anti-inflammatory agents, as analgesic agents and as antiasthmatic agents. The compounds involved can be prepared by the reaction of an appropriate 4-alkylaniline with a methyl(1,3-dithiolan-2-ylidene)sulfonium salt or with carbon disulfide and ethylene dibromide in the presence of a base.